DLTH / Duluth Holdings Inc. - Pengajuan SECLaporan Tahunan, Pernyataan Proksi

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q þ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended August 3, 2025 o TRANSITION REPORT PURSUANT TO

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q þ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended August 3, 2025 OR o TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File Number 001-37641 DULUTH HOLDINGS INC.

 AMENDMENT NO. 1 TO CREDIT AGREEMENT

 Exhibit 10.1  AMENDMENT NO. 1 TO CREDIT AGREEMENT  This Amendment No. 1 to Credit Agreement (this “Amendment”) is entered into as of July 17, 2025, by and among DULUTH HOLDINGS INC., a Wisconsin corporation (“Duluth Trading”) (together with each other Person that executes a joinder agreement and becomes a Borrower under the Amended Credit Agreement (as defined below), each a “Borrower” and col

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of report (Date of earliest event reported): September 4, 2025 DULUTH HOLDINGS

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of report (Date of earliest event reported): September 4, 2025 DULUTH HOLDINGS INC. (Exact name of registrant as specified in its charter) Wisconsin 001-37641 39-1564801 (State or other jurisdiction of incorporation) (Commission

Disclaimer Forward-Looking Statements This investor presentation includes “forward-looking statements” within the meaning of the Private Securities Litigation Reform Act of 1995. All statements, other than statements of historical facts included in t

EX-99.2 Exhibit 99.2 Investor Presentation Second Quarter 2025 September 4, 2025 Disclaimer Forward-Looking Statements This investor presentation includes “forward-looking statements” within the meaning of the Private Securities Litigation Reform Act of 1995. All statements, other than statements of historical facts included in this presentation, including statements concerning Duluth Trading’s pl

Duluth Holdings Inc. Announces Second Quarter 2025 Financial Results Net Income of $1.3 million and Adjusted EBITDA of $12.0 million Gross margin expansion from promotional reset and SG&A leverage from cost control Net liquidity of $73.3 million with

EX-99.1 Exhibit 99.1 Duluth Holdings Inc. Announces Second Quarter 2025 Financial Results Net Income of $1.3 million and Adjusted EBITDA of $12.0 million Gross margin expansion from promotional reset and SG&A leverage from cost control Net liquidity of $73.3 million with inventory down 12% vs. last year MOUNT HOREB, WI – September 4, 2025 – Duluth Holdings Inc. (dba, Duluth Trading Company) (“Dulu

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of report (Date of earliest event reported): July 16, 2025 DULUTH HOLDINGS INC

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of report (Date of earliest event reported): July 16, 2025 DULUTH HOLDINGS INC. (Exact name of registrant as specified in its charter) Wisconsin 001-37641 39-1564801 (State or other jurisdiction of incorporation) (Commission Fil

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q þ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended May 4, 2025 o TRANSITION REPORT PURSUANT TO SEC

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q þ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended May 4, 2025 OR o TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File Number 001-37641 DULUTH HOLDINGS INC. (Ex

Consulting Agreement, dated as of May 1, 2025, by and between Duluth Holdings Inc. and Ronald Robinson.*

 Exhibit 10.5  May 1, 2025  Dear Ronnie,  This letter agreement (this “Agreement”) sets forth the terms and conditions whereby you agree to provide certain consulting services (as described in Schedule 1) to Duluth Holdings Inc., a Wisconsin corporation, with offices located at 201 East Front Street, Mount Horeb, Wisconsin 53572 (the “Company”).  1. Services.  1.1 The Company hereby engages

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of report (Date of earliest event reported): June 5, 2025 DULUTH HOLDINGS INC.

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of report (Date of earliest event reported): June 5, 2025 DULUTH HOLDINGS INC. (Exact name of registrant as specified in its charter) Wisconsin 001-37641 39-1564801 (State or other jurisdiction of incorporation) (Commission File

Duluth Holdings Inc. Announces First Quarter 2025 Financial Results New leadership focuses on business simplification and brand enablers Company takes action to right size cost structure

EX-99.1 Exhibit 99.1 Duluth Holdings Inc. Announces First Quarter 2025 Financial Results New leadership focuses on business simplification and brand enablers Company takes action to right size cost structure MOUNT HOREB, WI – June 5, 2025 – Duluth Holdings Inc. (dba, Duluth Trading Company) (“Duluth Trading” or the “Company”) (NASDAQ: DLTH), a lifestyle brand of men’s and women’s workwear, casual

Disclaimer Non-GAAP Measurements Management believes that non-GAAP financial measures may be useful in certain instances to provide additional meaningful comparisons between current results and results in prior operating periods. Within this presenta

EX-99.2 Exhibit 99.2 Investor Presentation First Quarter 2025 June 5, 2025 Disclaimer Forward-Looking Statements This presentation includes “forward-looking statements” within the meaning of the Private Securities Litigation Reform Act of 1995. All statements, other than statements of historical facts included in this press release, including statements concerning Duluth Trading’s plans, objective

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (date of earliest event reported): May 29, 2025 DULUTH HOLDINGS INC.

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (date of earliest event reported): May 29, 2025 DULUTH HOLDINGS INC. (Exact name of registrant as specified in its charter) Wisconsin 001-37641 39-1564801 (State or other jurisdiction of incorporation) (Commission File

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM SD SPECIALIZED DISCLOSURE REPORT DULUTH HOLDINGS INC. (Exact name of registrant as specified in its charter) Wisconsin 001-37641 39-1564801 (State or other jurisdiction of i

SD UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM SD SPECIALIZED DISCLOSURE REPORT DULUTH HOLDINGS INC. (Exact name of registrant as specified in its charter) Wisconsin 001-37641 39-1564801 (State or other jurisdiction of incorporation or organization) (Commission File Number) (IRS Employer Identification No.) 201 East Front Street Mount Horeb, Wisconsin 53572 (Addres

Current Report

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of report (Date of earliest event reported): May 5, 2025 DULUTH HOLDINGS INC. (Exact name of registrant as specified in its charter) Wisconsin 001-37641 39-1564801 (State or other jurisdiction of incorporation) (Commission File

Inducement Restricted Stock Award Agreement, dated May 5, 2025, by and between Ms. Pugliese and the Company.

EX-10.2 Exhibit 10.2 DULUTH HOLDINGS INC. INDUCEMENT RESTRICTED STOCK AWARD AGREEMENT This Restricted Stock Award Agreement (this “Agreement”) is executed as of May 5, 2025 by and between Duluth Holdings Inc., a Wisconsin corporation (the “Company”), and Stephanie Pugliese (the “Executive”). This Agreement is not subject to the 2024 Equity Incentive Plan of Duluth Holdings Inc. (the “Plan”), but a

Duluth Holdings Inc. Announces Inducement Grant Under NASDAQ Listing Rule 5635(c)(4)

Exhibit 99.1 Duluth Holdings Inc. Announces Inducement Grant Under NASDAQ Listing Rule 5635(c)(4) MOUNT HOREB, WI – May 5, 2025 – Duluth Holdings Inc. (dba, Duluth Trading Company) (“Duluth Trading” or the “Company”) (NASDAQ: DLTH), a lifestyle brand of men’s and women’s workwear, casual wear, outdoor apparel, and accessories, today announced that it made an inducement grant to Ms. Stephanie L. Pu

Inducement Stock Award Agreement, dated May 5, 2025, by and between Ms. Pugliese and the Company.

Exhibit 10.1 DULUTH HOLDINGS INC. INDUCEMENT STOCK AWARD AGREEMENT This Inducement Stock Award Agreement (this “Agreement”) is executed as of May 5, 2025 by and between Duluth Holdings Inc., a Wisconsin corporation (the “Company”), and Stephanie Pugliese (the “Executive”). This Agreement is not subject to the 2024 Equity Incentive Plan of Duluth Holdings Inc. (the “Plan”), but all terms used in th

Power of Attorney (filed herewith)

EX-24.1 Exhibit 24.1 POWER OF ATTORNEY (Registration Statement on Form S-8) Each of the undersigned directors of Duluth Holdings Inc., a Wisconsin corporation (the “Company”), designates each of Stephen L. Schlecht and Jason G. Prasch, with the power of substitution and resubstitution, as the undersigned’s true and lawful attorney-in-fact for the undersigned and in the undersigned’s name, place an

Filing Fee Table (filed herewith)

EX-FILING FEES Exhibit 107 Calculation of Filing Fee Table Form S-8 (Form Type) Duluth Holdings Inc.

Form of Inducement Stock Award Agreement to be entered into by and between the Registrant and Stephanie L. Pugliese, on May 5, 2025 (filed herewith)

EX-10.1 Exhibit 10.1 DULUTH HOLDINGS INC. INDUCEMENT STOCK AWARD AGREEMENT This Inducement Stock Award Agreement (this “Agreement”) is executed as of May 5, 2025 by and between Duluth Holdings Inc., a Wisconsin corporation (the “Company”), and Stephanie Pugliese (the “Executive”). This Agreement is not subject to the 2024 Equity Incentive Plan of Duluth Holdings Inc. (the “Plan”), but all terms us

Form of Inducement Restricted Stock Award Agreement to be entered into by and between the Registrant and Stephanie L. Pugliese, on May 5, 2025 (filed herewith)

EX-10.2 Exhibit 10.2 DULUTH HOLDINGS INC. INDUCEMENT RESTRICTED STOCK AWARD AGREEMENT This Restricted Stock Award Agreement (this “Agreement”) is executed as of May 5, 2025 by and between Duluth Holdings Inc., a Wisconsin corporation (the “Company”), and Stephanie Pugliese (the “Executive”). This Agreement is not subject to the 2024 Equity Incentive Plan of Duluth Holdings Inc. (the “Plan”), but a

As filed with the Securities and Exchange Commission on May 2, 2025

S-8 As filed with the Securities and Exchange Commission on May 2, 2025 Registration No.

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of report (Date of earliest event reported): April 28, 2025 DULUTH HOLDINGS IN

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of report (Date of earliest event reported): April 28, 2025 DULUTH HOLDINGS INC. (Exact name of registrant as specified in its charter) Wisconsin 001-37641 39-1564801 (State or other jurisdiction of incorporation) (Commission Fi

Pledge and Security Agreement, dated as of April 28, 2025, by and between Duluth Holdings Inc. and BMO Bank, N.A.

EX-10.2 Exhibit 10.2 EXECUTION VERSION PLEDGE AND SECURITY AGREEMENT dated as of April 28, 2025 among DULUTH HOLDINGS INC., as Grantor, and BMO BANK N.A., as the Administrative Agent TABLE OF CONTENTS Page SECTION 1 DEFINITIONS 2 SECTION 2 GRANT OF SECURITY INTEREST 5 SECTION 3 SECURITY FOR SECURED OBLIGATIONS 6 SECTION 4 DELIVERY OF THE PLEDGED INTERESTS 7 SECTION 5 REPRESENTATIONS AND WARRANTIES

Credit Agreement, dated as of April 28, 2025, among Duluth Holdings Inc., certain financial institutions as Lenders thereto, and BMO Bank N.A., Administrative Agent, Swing Line Lender and a Letter of Credit Issuer.

EX-10.1 Exhibit 10.1 EXECUTION VERSION CREDIT AGREEMENT Dated as of April 28, 2025 among DULUTH HOLDINGS INC., and EACH PERSON FROM TIME TO TIME PARTY HERETO AS A BORROWER, each as a Borrower, and EACH PERSON FROM TIME TO TIME PARTY HERETO AS A GUARANTOR, each as a Guarantor, CERTAIN FINANCIAL INSTITUTIONS, as Lenders, and BMO BANK N.A., as Administrative Agent and Swing Line Lender TABLE OF CONTE

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 (Amendment No.)

DEFA14A UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 (Amendment No.) Filed by the Registrant ☒      Filed by a Party other than the Registrant ☐ Check the appropriate box: ☐ Preliminary Proxy Statement ☐ Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 (Amendment No.)

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 (Amendment No.) Filed by the Registrant  ☒      Filed by a Party other than the Registrant  ☐ Check the appropriate box: ☐ Preliminary Proxy Statement ☐ Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) ☒

Current Report

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of report (Date of earliest event reported): March 31, 2025 DULUTH HOLDINGS INC. (Exact name of registrant as specified in its charter) Wisconsin 001-37641 39-1564801 (State or other jurisdiction of incorporation) (Commission Fi

Employment Agreement between Stephanie L. Pugliese and Duluth Holdings Inc., effective as of May 5, 2025

EX-10.1 Exhibit 10.1 EMPLOYMENT AGREEMENT THIS EMPLOYMENT AGREEMENT (“Agreement”) is entered into by and between Stephanie L. Pugliese (“Executive”) and Duluth Holdings Inc. (the “Company”), to be effective as of the 5th day of May, 2025 (“the Effective Date”). RECITALS WHEREAS, the Company desires to employ Executive as its President and Chief Executive Officer, and Executive desires to be employ

Duluth Holdings Inc. Announces Stephanie Pugliese as President and CEO

Exhibit 99.1 Duluth Holdings Inc. Announces Stephanie Pugliese as President and CEO Mount Horeb, WI – April 2, 2025 – Duluth Holdings Inc. (dba, Duluth Trading Company) (“Duluth Trading” or the “Company”) (NASDAQ: DLTH), a lifestyle brand of men’s and women’s workwear, casual wear, outdoor apparel, and accessories, today announced the appointment of Stephanie Pugliese as its President and Chief Ex

Current Report

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of report (Date of earliest event reported): March 24, 2025 DULUTH HOLDINGS INC. (Exact name of registrant as specified in its charter) Wisconsin 001-37641 39-1564801 (State or other jurisdiction of incorporation) (Commission Fi

Duluth Holdings Inc. Announces Retirement of Director

EX-99.1 Exhibit 99.1 Duluth Holdings Inc. Announces Retirement of Director Mount Horeb, WI – March 26, 2025 – Duluth Holdings Inc. (dba, Duluth Trading Company) (“Duluth Trading” or the “Company”) (NASDAQ: DLTH), a lifestyle brand of men’s and women’s workwear, casual wear, outdoor apparel and accessories, today announced the retirement of Francesca M. Edwardson as a member of the Board of Directo

Duluth Holdings Inc. Statement of Policy on Securities Trading.*

 Exhibit 19.1  DULUTH HOLDINGS INC.  STATEMENT OF POLICY ON SECURITIES TRADING (Amended as of October 31, 2017) I.PURPOSE OF STATEMENT OF POLICY  The federal securities laws prohibit “insider trading.” Insider trading is a major focus of the enforcement program of the Securities and Exchange Commission and of criminal prosecutions brought by the Department of Justice.  As of the date of adopt

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-K x ANNUAL REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the Fiscal Year Ended February 2, 2025  TRANSITION REPORT PURSUANT TO SECTIO

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-K x ANNUAL REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the Fiscal Year Ended February 2, 2025 OR  TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission file No. 001-37641 DULUTH HOLDINGS INC. (Exact na

Power of Attorney.*

Exhibit 24.1 POWER OF ATTORNEY FOR ANNUAL REPORT ON FORM 10-K Each of the undersigned directors of Duluth Holdings Inc. (the “Corporation”) hereby designates and appoints Samuel M. Sato, Heena Agrawal and Jason G. Prasch, and each of them, the undersigned’s true and lawful attorney-in-fact and agent, with full power of substitution and resubstitution, for the undersigned and in the undersigned’s n

Offer Letter dated July 18, 2024 by and between Ei Getson and Duluth Holdings Inc.*

 Exhibit 10.22    July 18, 2024  Dear Eli:  It is my pleasure to extend the following offer of employment to you on behalf of Duluth Trading Company. This letter will highlight some of the details of your employment. If you are in agreement with the terms of this offer, please acknowledge your acceptance verbally by end of business on 07/19/2024 and subsequently by signing and returning a co

Offer Letter dated August 5, 2024 by and between Garth Weber and Duluth Holdings Inc.*

 Exhibit 10.23    August 5, 2024  Dear Garth:  It is my pleasure to extend the following promotion to you on behalf of Duluth Trading Company. This letter will highlight some of the details of your promotion.  Position Title: Senior Vice President of Brand & Marketing  Work Location: Mount Horeb, WI - Headquarters  Start Date: 08/05/2024  Base Salary: Your annual base salary will be $325

Second Amendment to Employment Agreement, dated as of February 26, 2025, by and between Stephen L. Schlecht and Duluth Holdings Inc.*

 Exhibit 10.24  SECOND AMENDMENT TO EMPLOYMENT AGREEMENT  THIS SECOND AMENDMENT TO EMPLOYMENT AGREEMENT (“Second Amendment”) is executed as of this 26th day of February, 2025 (“the Amendment Effective Date”), by and between Stephen L. Schlecht (“Executive”) and Duluth Holdings Inc. (the “Company”).  RECITALS  WHEREAS, the Company and Executive (jointly, the “Parties” and each a “Party”) enter

Duluth Holdings Inc. Announces Retirement of CEO Samuel M. Sato Stephen L. Schlecht to Assume Day-to-Day Leadership Board of Directors Conducting Search for New CEO

Exhibit 99.2 Duluth Holdings Inc. Announces Retirement of CEO Samuel M. Sato Stephen L. Schlecht to Assume Day-to-Day Leadership Board of Directors Conducting Search for New CEO Mount Horeb, WI – March 13, 2025 – Duluth Holdings Inc. (dba, Duluth Trading Company) (“Duluth Trading” or the “Company”) (NASDAQ: DLTH), a lifestyle brand of men’s and women’s workwear, casual wear, outdoor apparel, and a

Duluth Holdings Inc. Announces Fourth Quarter and Fiscal 2024 Financial Results Net Sales of $241.3 million in the fourth quarter and $626.6 million for the full fiscal year Liquidity of $103.3 million with no debt on the credit facility

EX-99.1 Exhibit 99.1 Duluth Holdings Inc. Announces Fourth Quarter and Fiscal 2024 Financial Results Net Sales of $241.3 million in the fourth quarter and $626.6 million for the full fiscal year Liquidity of $103.3 million with no debt on the credit facility MOUNT HOREB, WI - March 13, 2025 – Duluth Holdings Inc. (dba, Duluth Trading Company) (“Duluth Trading” or the “Company”) (NASDAQ: DLTH), a l

Disclaimer Non-GAAP Measurements Management believes that non-GAAP financial measures may be useful in certain instances to provide additional meaningful comparisons between current results and results in prior operating periods. Within this presenta

Exhibit 99.3 Investor Presentation Fourth Quarter 2024 March 13, 2025 Disclaimer Forward-Looking Statements This presentation dated March 13, 2025 includes “forward-looking statements” within the meaning of the Private Securities Litigation Reform Act of 1995. All statements, other than statements of historical facts included in this press release, including statements concerning Duluth Trading's

Current Report

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of report (Date of earliest event reported): March 11, 2025 DULUTH HOLDINGS INC. (Exact name of registrant as specified in its charter) Wisconsin 001-37641 39-1564801 (State or other jurisdiction of incorporation) (Commission Fi

Second Amendment, dated as of January 31, 2025, among Duluth Holdings Inc., the Lenders party thereto, Bank of America, N.A., as Administrative Agent, Swingline Lender and L/C Issuer, BofA Securities, Inc., as a Joint Lead Arranger and Sole Bookrunner, and Keybanc Capital Markets Inc., as a Joint Lead Arranger

Exhibit 10.1 SECOND AMENDMENT TO CREDIT AGREEMENT THIS SECOND AMENDMENT TO CREDIT AGREEMENT, dated as of January 31, 2025 (this “Amendment”), is entered into among Duluth Holdings Inc., a Wisconsin corporation (the “Borrower”), the Guarantors, the Lenders party hereto and Bank of America, N.A., as Administrative Agent (in such capacity, the “Administrative Agent”), Swingline Lender and L/C Issuer.

Current Report

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of report (Date of earliest event reported): January 31, 2025 DULUTH HOLDINGS INC. (Exact name of registrant as specified in its charter) Wisconsin 001-37641 39-1564801 (State or other jurisdiction of incorporation) (Commission

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q þ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended October 27, 2024 o TRANSITION REPORT PURSUANT T

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q þ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended October 27, 2024 OR o TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File Number 001-37641 DULUTH HOLDINGS INC

Duluth Holdings Inc. Announces Third Quarter 2024 Financial Results Benefiting from our product and sourcing initiatives, gross margin expands 210 basis points to 52.3% Strong financial position with approximately $165 million of liquidity

Exhibit 99.1 Duluth Holdings Inc. Announces Third Quarter 2024 Financial Results Benefiting from our product and sourcing initiatives, gross margin expands 210 basis points to 52.3% Strong financial position with approximately $165 million of liquidity MOUNT HOREB, WI – December 5, 2024 – Duluth Holdings Inc. (dba, Duluth Trading Company) (“Duluth Trading” or the “Company”) (NASDAQ: DLTH), a lifes

Current Report

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of report (Date of earliest event reported): December 5, 2024 DULUTH HOLDINGS INC. (Exact name of registrant as specified in its charter) Wisconsin 001-37641 39-1564801 (State or other jurisdiction of incorporation) (Commission

Disclaimer Non-GAAP Measurements Management believes that non-GAAP financial measures may be useful in certain instances to provide additional meaningful comparisons between current results and results in prior operating periods. Within this presenta

Exhibit 99.2 Investor Presentation Third Quarter 2024 December 5, 2024 Disclaimer Forward-Looking Statements This presentation dated December 5, 2024 includes “forward-looking statements” within the meaning of the Private Securities Litigation Reform Act of 1995. All statements, other than statements of historical facts included in this press release, including statements concerning Duluth Trading

Current Report

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of report (Date of earliest event reported): September 20, 2024 DULUTH HOLDINGS INC. (Exact name of registrant as specified in its charter) Wisconsin 001-37641 39-1564801 (State or other jurisdiction of incorporation) (Commissio

Form of Restricted Stock Agreement for executives under the 2024 Equity Incentive Plan.

Exhibit 10.2 DULUTH HOLDINGS INC. RESTRICTED STOCK AGREEMENT  This Restricted Stock Agreement (this “Agreement”) is executed as of by and between Duluth Holdings Inc., a Wisconsin corporation (the “Company”), and (the “Director”). W I T N E S S E T H: WHEREAS the Board of Directors of the Company has established the 2024 Equity Incentive Plan of Duluth Holdings Inc. (the “Plan”) with the approval

Form of Restricted Stock Agreement for non-employee directors under the 2024 Equity Incentive Plan.

Exhibit 10.3 DULUTH HOLDINGS INC. RESTRICTED STOCK AGREEMENT  This Restricted Stock Agreement (this “Agreement”) is executed as of by and between Duluth Holdings Inc., a Wisconsin corporation (the “Company”), and (the “Executive”). W I T N E S S E T H: WHEREAS the Board of Directors of the Company has established the 2024 Equity Incentive Plan of Duluth Holdings Inc. (the “Plan”) with the approva

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q þ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended July 28, 2024 o TRANSITION REPORT PURSUANT TO S

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q þ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended July 28, 2024 OR o TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File Number 001-37641 DULUTH HOLDINGS INC. (

Disclaimer Forward-Looking Statements This presentation dated August 29, 2024 includes “forward-looking statements” within the meaning of the Private Securities Litigation Reform Act of 1995. All statements, other than statements of historical facts

Exhibit 99.2 Investor Presentation Second Quarter 2024 August 29, 2024 Disclaimer Forward-Looking Statements This presentation dated August 29, 2024 includes “forward-looking statements” within the meaning of the Private Securities Litigation Reform Act of 1995. All statements, other than statements of historical facts included in this presentation, including statements concerning Duluth Holdings

Duluth Holdings Inc. Announces Second Quarter 2024 Financial Results Year-over-year net sales growth of 1.8% to $141.6 million Benefiting from our product and sourcing initiatives, gross margin expands 90 basis points to 52.3% Strong financial positi

Exhibit 99.1 Duluth Holdings Inc. Announces Second Quarter 2024 Financial Results Year-over-year net sales growth of 1.8% to $141.6 million Benefiting from our product and sourcing initiatives, gross margin expands 90 basis points to 52.3% Strong financial position with no debt and approximately $210 million of liquidity Reaffirmed Fiscal 2024 outlook excluding restructuring expense and sales tax

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of report (Date of earliest event reported): August 29, 2024 DULUTH HOLDINGS I

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of report (Date of earliest event reported): August 29, 2024 DULUTH HOLDINGS INC. (Exact name of registrant as specified in its charter) Wisconsin 001-37641 39-1564801 (State or other jurisdiction of incorporation) (Commission F

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q þ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended April 28, 2024 o TRANSITION REPORT PURSUANT TO

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q þ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended April 28, 2024 OR o TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File Number 001-37641 DULUTH HOLDINGS INC.

Current Report

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of report (Date of earliest event reported): May 30, 2024 DULUTH HOLDINGS INC. (Exact name of registrant as specified in its charter) Wisconsin 001-37641 39-1564801 (State or other jurisdiction of incorporation) (Commission File

Disclaimer Forward-Looking Statements This presentation dated May 30, 2024 includes “forward-looking statements” within the meaning of the Private Securities Litigation Reform Act of 1995. All statements, other than statements of historical facts inc

Investor Presentation First Quarter 2024 May 30, 2024 Exhibit 99.2 Disclaimer Forward-Looking Statements This presentation dated May 30, 2024 includes “forward-looking statements” within the meaning of the Private Securities Litigation Reform Act of 1995. All statements, other than statements of historical facts included in this presentation, including statements concerning Duluth Holdings Inc.'s

Duluth Holdings Inc. Announces First Quarter 2024 Financial Results Net sales of $116.7 million Inventory composition is healthy with 93% in current products Strong financial condition with $196 million of liquidity Updated Fiscal 2024 outlook for Ne

Exhibit 99.1 Duluth Holdings Inc. Announces First Quarter 2024 Financial Results Net sales of $116.7 million Inventory composition is healthy with 93% in current products Strong financial condition with $196 million of liquidity Updated Fiscal 2024 outlook for Net Sales, EPS and Adjusted EBITDA MOUNT HOREB, WI – May 30, 2024 – Duluth Holdings Inc. (dba, Duluth Trading Company) (“Duluth Trading” or

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM SD SPECIALIZED DISCLOSURE REPORT DULUTH HOLDINGS INC. (Exact name of registrant as specified in its charter) Wisconsin 001-37641 (State or other jurisdiction of incorporatio

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM SD SPECIALIZED DISCLOSURE REPORT DULUTH HOLDINGS INC. (Exact name of registrant as specified in its charter) Wisconsin 001-37641 (State or other jurisdiction of incorporation) (Commission File Number) 201 East Front Street Mount Horeb, Wisconsin 53572 (Address of principal executive offices) (Zip code) Heena Agrawal, Seni

As filed with the Securities and Exchange Commission on May 23, 2024

As filed with the Securities and Exchange Commission on May 23, 2024 Registration No.

Current Report

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (date of earliest event reported): May 23, 2024 DULUTH HOLDINGS INC. (Exact name of registrant as specified in its charter) Wisconsin 001-37641 39-1564801 (State or other jurisdiction of incorporation) (Commission File

Power of Attorney (filed herewith)

Exhibit 24.1 POWER OF ATTORNEY (Registration Statement on Form S-8) Each of the undersigned directors of Duluth Holdings Inc., a Wisconsin corporation (the “Company”), designates each of Samuel M. Sato, Jason Prasch and Michael Murphy, with the power of substitution and resubstitution, as the undersigned’s true and lawful attorney-in-fact for the undersigned and in the undersigned’s name, place an

Filing Fee Table (filed herewith)

Exhibit 107 Calculation of Filing Fee Table Form S-8 (Form Type) Duluth Holdings Inc.

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 (Amendment No.)

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 (Amendment No.) Filed by the Registrant ☒      Filed by a Party other than the Registrant ☐ Check the appropriate box: ☐ Preliminary Proxy Statement ☐ Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) ☒ D

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 (Amendment No.)

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 (Amendment No.) Filed by the Registrant ☒      Filed by a Party other than the Registrant ☐ Check the appropriate box: ☐ Preliminary Proxy Statement ☐ Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) ☐ D

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-K x ANNUAL REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the Fiscal Year Ended January 28, 2024  TRANSITION REPORT PURSUANT TO SECTIO

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-K x ANNUAL REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the Fiscal Year Ended January 28, 2024 OR  TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission file No. 001-37641 DULUTH HOLDINGS INC. (Exact na

Power of Attorney.*

Exhibit 24.1 POWER OF ATTORNEY FOR ANNUAL REPORT ON FORM 10-K Each of the undersigned directors of Duluth Holdings Inc. (the “Corporation”) hereby designates and appoints Samuel M. Sato, Heena Agrawal and Jason G. Prasch, and each of them, the undersigned’s true and lawful attorney-in-fact and agent, with full power of substitution and resubstitution, for the undersigned and in the undersigned’s n

Executive Officer Compensation Recovery Policy.

Exhibit 97 DULUTH HOLDINGS INC. EXECUTIVE OFFICER COMPENSATION RECOVERY POLICY  I. PURPOSE.  The purpose of this Policy is to describe the circumstances in which Executive Officers will be required to repay or return Erroneously Awarded Compensation to the Company. Each Executive Officer shall be required to sign and return to the Company the Acknowledgement Form attached hereto as Exhibit A pur

Summary of Outside Director Compensation Program.

Exhibit 10.1 DULUTH HOLDINGS INC. OUTSIDE DIRECTOR COMPENSATION POLICY (Effective as of January 29, 2024)  The Board of Directors (the “Board”) of Duluth Holdings Inc. (the “Company”), acting on the recommendation of the Compensation Committee of the Board (the “Compensation Committee”), has adopted this Outside Director Compensation Policy (this “Policy”) to provide each member of the Board who

Current Report

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of report (Date of earliest event reported): March 7, 2024 DULUTH HOLDINGS INC. (Exact name of registrant as specified in its charter) Wisconsin 001-37641 39-1564801 (State or other jurisdiction of incorporation) (Commission Fil

Duluth Holdings Inc. Announces Fourth Quarter and Fiscal 2023 Financial Results Fourth quarter Net Sales increased 1.6% year-over-year to $245.6 million; diluted EPS of $0.21 Women’s business grew double digits in the fourth quarter across both Dulut

Exhibit 99.1 Duluth Holdings Inc. Announces Fourth Quarter and Fiscal 2023 Financial Results Fourth quarter Net Sales increased 1.6% year-over-year to $245.6 million; diluted EPS of $0.21 Women’s business grew double digits in the fourth quarter across both Duluth and AKHG brands Strong financial position with $232.2 million of liquidity MOUNT HOREB, WI - March 7, 2024 – Duluth Holdings Inc. (dba,

Disclaimer Forward-Looking Statements This presentation dated March 7, 2024 includes “forward-looking statements” within the meaning of the Private Securities Litigation Reform Act of 1995. All statements, other than statements of historical facts in

Exhibit 99.2 Investor Presentation Fourth Quarter 2023 March 7, 2024 Disclaimer Forward-Looking Statements This presentation dated March 7, 2024 includes “forward-looking statements” within the meaning of the Private Securities Litigation Reform Act of 1995. All statements, other than statements of historical facts included in this presentation, including statements concerning Duluth Holdings Inc.

Current Report

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (date of earliest event reported): February 20, 2024 DULUTH HOLDINGS INC. (Exact name of registrant as specified in its charter) Wisconsin 001-37641 39-1564801 (State or other jurisdiction of incorporation) (Commission

Amended and Restated Annual Incentive Plan

Exhibit 10.1 AMENDED AND RESTATED ANNUAL INCENTIVE PLAN OF DULUTH HOLDINGS INC. As Amended and Restated February 20, 2024 1. PURPOSE The Board of Directors of Duluth Holdings Inc. adopted this Plan on October 6, 2015. The Plan is intended to establish a correlation between the annual incentives awarded to the Participants and the financial performance of the Company or one of its divisions or subs

Inducement Restricted Stock Award Agreement, dated February 12, 2024, by and between Heena Agrawal and Duluth Holdings Inc., incorporated by reference to the Company’s Current Report on Form 8-K dated February 12, 2024.

Exhibit 10.1 DULUTH HOLDINGS INC. INDUCEMENT RESTRICTED STOCK AWARD AGREEMENT This Restricted Stock Award Agreement (this “Agreement”) is executed as of February 12, 2024, by and between Duluth Holdings Inc., a Wisconsin corporation (the “Company”), and Heena Agrawal (the “Executive”). This Agreement is not subject to the 2015 Equity Incentive Plan of Duluth Holdings Inc. (the “Plan”), but all ter

Duluth Holdings Inc. Announces Inducement Grant Under NASDAQ Listing Rule 5635(c)(4)

Exhibit 99.1 Duluth Holdings Inc. Announces Inducement Grant Under NASDAQ Listing Rule 5635(c)(4) MOUNT HOREB, WI – February 12, 2024 – Duluth Holdings Inc. (dba, Duluth Trading Company) (“Duluth Trading” or the “Company”) (NASDAQ: DLTH), a lifestyle brand of men’s and women’s workwear, casual wear, outdoor apparel and accessories, today announced that it made an inducement grant to Ms. Heena Agra

Current Report

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (date of earliest event reported): February 12, 2024 DULUTH HOLDINGS INC. (Exact name of registrant as specified in its charter) Wisconsin 001-37641 39-1564801 (State or other jurisdiction of incorporation) (Commission

As filed with the Securities and Exchange Commission on February 8, 2024

As filed with the Securities and Exchange Commission on February 8, 2024 Registration No.

Power of Attorney (filed herewith)

Exhibit 24.1 POWER OF ATTORNEY (Registration Statement on Form S-8) Each of the undersigned directors of Duluth Holdings Inc., a Wisconsin corporation (the “Company”), designates each of Stephen L. Schlecht, Samuel M. Sato and Michael Murphy, with the power of substitution and resubstitution, as the undersigned’s true and lawful attorney-in-fact for the undersigned and in the undersigned’s name, p

Form of Inducement Restricted Stock Award Agreement to be entered into by and between the Registrant and Heena Agrawal on or about February 12, 2024 (filed herewith)

Exhibit 10.1 DULUTH HOLDINGS INC. INDUCEMENT RESTRICTED STOCK AWARD AGREEMENT This Restricted Stock Award Agreement (this “Agreement”) is executed as of February 12, 2024, by and between Duluth Holdings Inc., a Wisconsin corporation (the “Company”), and Heena Agrawal (the “Executive”). This Agreement is not subject to the 2015 Equity Incentive Plan of Duluth Holdings Inc. (the “Plan”), but all ter

Filing Fee Table (filed herewith)

Exhibit 107 Calculation of Filing Fee Table Form S-8 (Form Type) Duluth Holdings Inc.

201 EAST FRONT ST. MT. HOREB WI 53572. 608-424-1544. DULUTHTRADING.COM

January 23, 2024 U.S. Securities and Exchange Commission Division of Corporation Finance Office of Trade and Services 100 F. Street, N.E. Washington, D.C. 20549 Re: Duluth Holdings, Inc. Form 10-K for Fiscal Year Ended January 29, 2023 Item 2.02 Form 8-K filed November 30, 2023 File No. 001-37641 Ladies and Gentlemen: On behalf of Duluth Holdings, Inc., we are providing the following response to t

Departure of Directors or Certain Officers; Election of Directors; Appointment of Certain Officers; Compensatory Arrangements of Certain Officers, Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (date of earliest event reported): January 18, 2024 DULUTH HOLDINGS INC. (Exact name of registrant as specified in its charter) Wisconsin 001-37641 39-1564801 (State or other jurisdiction of incorporation) (Commission

Duluth Holdings Inc. Announces Appointment of Heena Agrawal as Chief Financial Officer

Exhibit 99.1 Duluth Holdings Inc. Announces Appointment of Heena Agrawal as Chief Financial Officer MOUNT HOREB, WI – January 23, 2024 – Duluth Holdings Inc. (dba, Duluth Trading Company) (“Duluth Trading” or the “Company”) (NASDAQ: DLTH), a lifestyle brand of men’s and women’s workwear, casual wear, outdoor apparel and accessories, today announced the appointment of Heena Agrawal as Senior Vice P

Offer Letter dated January 17, 2024 by and between Heena Agrawal and Duluth Holdings Inc., incorporated by reference to Exhibit 10.1 of the Company’s Current Report on Form 8-K dated January 18, 2024.

Exhibit 10.1 Heena Agrawal Offer Portfolio TAKE ON LIFE WITH YOUR OWN TWO HANDS Updated 01/16/2024 Dear Heena, It is my pleasure to extend the following offer of employment to you on behalf of Duluth Trading Company, contingent upon approval of our Compensation Committee and Board of Directors. If accepted by you and approved by our Compensation Committee and Board of Directors, this letter will h

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q þ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended October 29, 2023 o TRANSITION REPORT PURSUANT T

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q þ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended October 29, 2023 OR o TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File Number 001-37641 DULUTH HOLDINGS INC

 Duluth Holdings Inc. Announces Third Quarter 2023 Financial Results

 Exhibit 99.1     Duluth Holdings Inc. Announces Third Quarter 2023 Financial Results  New highly automated fulfillment center fully operational for peak selling season  Strong financial condition with $172 million of liquidity  Updated Fiscal 2023 Outlook for Net Sales, EPS and Adjusted EBITDA  MOUNT HOREB, WI – November 30, 2023 – Duluth Holdings Inc. (dba, Duluth Trading Company) (“Dul

Regulation FD Disclosure, Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (date of earliest event reported): November 30, 2023 DULUTH HOLDINGS INC. (Exact name of registrant as specified in its charter) Wisconsin 001-37641 39-1564801 (State or other jurisdiction of incorporation) (Commission

Disclaimer Forward-Looking Statements This presentation dated November 30, 2023 includes “forward-looking statements” within the meaning of the Private Securities Litigation Reform Act of 1995. All statements, other than statements of historical fact

Investor Presentation Third Quarter 2023 November 30, 2023 Investor Presentation Third Quarter 2023 November 30, 2023 Exhibit 99.

Financial Statements and Exhibits, Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of report (Date of earliest event reported): November 30, 2023 DULUTH HOLDINGS INC. (Exact name of registrant as specified in its charter) Wisconsin 001-37641 39-1564801 (State or other jurisdiction of incorporation) (Commission

DLTH / Duluth Holdings Inc - Class B / Stephen L. Schlecht & Marianne M. Schlecht Descendant's Trust - SCHEDULE 13D/A Activist Investment

SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13D Under the Securities Exchange Act of 1934 (Amendment No. 3)* Duluth Holdings Inc. (Name of Issuer) Class B Common Stock, no par value per share (Title of Class of Securities) 26443V101 (CUSIP Number) Dennis F. Connolly John A. Dickens Godfrey & Kahn, S.C. 833 E. Michigan Street, Suite 1800 Milwaukee, WI 53202 (414) 273-3500 (Na

JOINT FILING AGREEMENT

EX-1 2 exhibita13da.htm EXHIBIT A Exhibit A JOINT FILING AGREEMENT In accordance with Rule 13d-1(k) under the Securities Exchange Act of 1934, as amended, each of the undersigned hereby agrees to the joint filing, along with all other such undersigned, on behalf of the Reporting Persons (as such term is defined in the Schedule 13D) of a statement on Schedule 13D (including amendments thereto) with

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q þ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended July 30, 2023 o TRANSITION REPORT PURSUANT TO S

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q þ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended July 30, 2023 OR o TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File Number 001-37641 DULUTH HOLDINGS INC. (

Regulation FD Disclosure, Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (date of earliest event reported): August 31, 2023 DULUTH HOLDINGS INC. (Exact name of registrant as specified in its charter) Wisconsin 001-37641 39-1564801 (State or other jurisdiction of incorporation) (Commission F

Departure of Directors or Certain Officers; Election of Directors; Appointment of Certain Officers; Compensatory Arrangements of Certain Officers, Financial Statements and Exhibits, Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of report (Date of earliest event reported): August 25, 2023 DULUTH HOLDINGS INC. (Exact name of registrant as specified in its charter) Wisconsin 001-37641 39-1564801 (State or other jurisdiction of incorporation) (Commission F

 Duluth Holdings Inc. Announces Second Quarter 2023 Financial Results and Chief Financial Officer Update

 Exhibit 99.1     Duluth Holdings Inc. Announces Second Quarter 2023 Financial Results and Chief Financial Officer Update  Net Sales of $139.1 million  New highly automated 500,000 square foot fulfillment center in Adairsville, Georgia is live  Strong financial condition with $211 million of liquidity  Updated Fiscal 2023 outlook for EPS and Adjusted EBITDA  MOUNT HOREB, WI – August 31,

Disclaimer Forward-Looking Statements This presentation dated August 31, 2023 includes “forward-looking statements” within the meaning of the Private Securities Litigation Reform Act of 1995. All statements, other than statements of historical facts

Investor Presentation Second Quarter 2023 August 31, 2023 Exhibit 99.1 Disclaimer Forward-Looking Statements This presentation dated August 31, 2023 includes “forward-looking statements” within the meaning of the Private Securities Litigation Reform Act of 1995. All statements, other than statements of historical facts included in this presentation, including statements concerning Duluth Holdings

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (date of earliest event reported): July 21, 2023 DULUTH HOLDINGS INC

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (date of earliest event reported): July 21, 2023 DULUTH HOLDINGS INC. (Exact name of registrant as specified in its charter) Wisconsin 001-37641 39-1564801 (State or other jurisdiction of incorporation) (Commission Fil

Duluth Holdings Inc. Announces Appointment of Janet Kennedy to its Board of Directors

EX-99.1 Exhibit 99.1 Duluth Holdings Inc. Announces Appointment of Janet Kennedy to its Board of Directors Mount Horeb, WI – July 24, 2023 – Duluth Holdings Inc. (d/b/a “Duluth Trading Company”) (“Company” or “Duluth Trading”) (NASDAQ: DLTH), a lifestyle brand of men’s and women’s workwear, outdoor wear and accessories, today announced the appointment of Ms. Janet H. Kennedy to its Board of Direct

Regulation FD Disclosure, Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (date of earliest event reported): June 8, 2023 DULUTH HOLDINGS INC. (Exact name of registrant as specified in its charter) Wisconsin 001-37641 39-1564801 (State or other jurisdiction of incorporation) (Commission File

Disclaimer Forward-Looking Statements This presentation includes “forward-looking statements” within the meaning of the Private Securities Litigation Reform Act of 1995. All statements, other than statements of historical facts included in this prese

William Blair 43rd Annual Growth Stock Conference June 8, 2023 Exhibit 99.1 Disclaimer Forward-Looking Statements This presentation includes “forward-looking statements” within the meaning of the Private Securities Litigation Reform Act of 1995. All statements, other than statements of historical facts included in this presentation, including statements concerning Duluth Holdings Inc.'s (dba Dulut

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q þ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended April 30, 2023 o TRANSITION REPORT PURSUANT TO

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q þ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended April 30, 2023 OR o TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File Number 001-37641 DULUTH HOLDINGS INC.

Regulation FD Disclosure, Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (date of earliest event reported): June 1, 2023 DULUTH HOLDINGS INC. (Exact name of registrant as specified in its charter) Wisconsin 001-37641 39-1564801 (State or other jurisdiction of incorporation) (Commission File

Disclaimer Forward-Looking Statements This presentation dated June 1, 2023 includes “forward-looking statements” within the meaning of the Private Securities Litigation Reform Act of 1995. All statements, other than statements of historical facts inc

EX-99.1 Investor Presentation First Quarter 2023 June 1, 2023 Investor Presentation First Quarter 2023 June 1, 2023 Exhibit 99.1 Disclaimer Forward-Looking Statements This presentation dated June 1, 2023 includes “forward-looking statements” within the meaning of the Private Securities Litigation Reform Act of 1995. All statements, other than statements of historical facts included in this present

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of report (Date of earliest event reported): June 1, 2023 DULUTH HOLDINGS INC.

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of report (Date of earliest event reported): June 1, 2023 DULUTH HOLDINGS INC. (Exact name of registrant as specified in its charter) Wisconsin 001-37641 39-1564801 (State or other jurisdiction of incorporation) (Commission File

 Duluth Holdings Inc. Announces First Quarter 2023 Financial Results

 Exhibit 99.1     Duluth Holdings Inc. Announces First Quarter 2023 Financial Results  Net Sales increase year-over-year to $123.8 million fueled by AKHG sub-brand and Women’s business growth  EBITDA of $4.3 million; Adjusted EBITDA of $5.3 million  Strong financial condition with $210 million of liquidity  Reaffirmed Fiscal 2023 outlook  MOUNT HOREB, WI – June 1, 2023 – Duluth Holdings

Financial Statements and Exhibits, Other Events, Submission of Matters to a Vote of Security Holders

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (date of earliest event reported): May 25, 2023 DULUTH HOLDINGS INC. (Exact name of registrant as specified in its charter) Wisconsin 001-37641 39-1564801 (State or other jurisdiction of incorporation) (Commission File

Duluth Holdings Inc. Announces Election of Ronald Robinson to its Board of Directors

EX-99.1 Exhibit 99.1 Duluth Holdings Inc. Announces Election of Ronald Robinson to its Board of Directors Mount Horeb, WI – May 25, 2023 – Duluth Holdings Inc. (d/b/a “Duluth Trading Company”) (“Company” or “Duluth Trading”) (NASDAQ: DLTH), a lifestyle brand of men’s and women’s workwear, outdoor wear and accessories, today announced the election of Mr. Ronald Robinson to its Board of Directors ef

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM SD SPECIALIZED DISCLOSURE REPORT

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM SD SPECIALIZED DISCLOSURE REPORT DULUTH HOLDINGS INC. (Exact name of registrant as specified in its charter) Wisconsin 001-37641 39-1564801 (State or other jurisdiction of incorporation) (Commission File Number) (IRS Employer Identification No.) 201 East Front Street Mount Horeb, Wisconsin 53572 (Address of principal exec

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 (Amendment No.)

DEFA14A UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 (Amendment No.) Filed by the Registrant ☒ Filed by a Party other than the Registrant ☐ Check the appropriate box: ☐ Preliminary Proxy Statement ☐ Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2))

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 (Amendment No.)

DEF 14A 1 d639547ddef14a.htm DEF 14A UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 (Amendment No.) Filed by the Registrant ☒ Filed by a Party other than the Registrant ☐ Check the appropriate box: ☐ Preliminary Proxy Statement ☐ Confidential, for Use of the Commission Only (as pe

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-K x ANNUAL REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the Fiscal Year Ended January 29, 2023  TRANSITION REPORT PURSUANT TO SECTIO

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-K x ANNUAL REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the Fiscal Year Ended January 29, 2023 OR  TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission file No. 001-37641 DULUTH HOLDINGS INC. (Exact na

Offer Letter dated March 14, 2022 by and between Neala Shepherd and Duluth Holdings Inc.*+

 Exhibit 10.22    March 14, 2022  Dear Neala:  I am very pleased to extend the following promotion to Senior Vice President, Chief Customer Experience Officer. In this position, you will serve as the caretaker of the caretaker of the brand and the voice of the customer experience across all touchpoints. You will continue to report to me, and your direct reports will include:  · Senior Direc

Power of Attorney.*

Exhibit 24.1 POWER OF ATTORNEY FOR ANNUAL REPORT ON FORM 10-K Each of the undersigned directors of Duluth Holdings Inc. (the “Corporation”) hereby designates and appoints Sam Sato and David Loretta, and each of them, the undersigned’s true and lawful attorney-in-fact and agent, with full power of substitution and resubstitution, for the undersigned and in the undersigned’s name, place and stead to

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of report (Date of earliest event reported): March 9, 2023 DULUTH HOLDINGS INC

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of report (Date of earliest event reported): March 9, 2023 DULUTH HOLDINGS INC. (Exact name of registrant as specified in its charter) Wisconsin 001-37641 39-1564801 (State or other jurisdiction of incorporation) (Commission Fil

Duluth Holdings Inc. Announces Fourth Quarter and Fiscal 2022 Financial Results Full Year Net Sales of $653.3 million Strong financial position with $250.0 million of liquidity Fourth quarter Net Sales of $241.8 million; diluted EPS of $0.23

 Exhibit 99.1    Duluth Holdings Inc. Announces Fourth Quarter and Fiscal 2022 Financial Results  Full Year Net Sales of $653.3 million  Strong financial position with $250.0 million of liquidity  Fourth quarter Net Sales of $241.8 million; diluted EPS of $0.23  MOUNT HOREB, WI - March 9, 2023 – Duluth Holdings Inc. (dba, Duluth Trading Company) (“Duluth Trading” or the “Company”) (NASDAQ:

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (date of earliest event reported): March 9, 2023 DULUTH HOLDINGS INC

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (date of earliest event reported): March 9, 2023 DULUTH HOLDINGS INC. (Exact name of registrant as specified in its charter) Wisconsin 001-37641 39-1564801 (State or other jurisdiction of incorporation) (Commission Fil

Disclaimer Forward-Looking Statements This presentation dated March 9, 2023 includes “forward-looking statements” within the meaning of the Private Securities Litigation Reform Act of 1995. All statements, other than statements of historical facts in

EX-99.1 Investor Presentation Fourth Quarter 2022 March 9, 2023 Exhibit 99.1 Disclaimer Forward-Looking Statements This presentation dated March 9, 2023 includes “forward-looking statements” within the meaning of the Private Securities Litigation Reform Act of 1995. All statements, other than statements of historical facts included in this presentation, including statements concerning Duluth Holdi

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (date of earliest event reported): February 22, 2023 DULUTH HOLDINGS

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (date of earliest event reported): February 22, 2023 DULUTH HOLDINGS INC. (Exact name of registrant as specified in its charter) WI 001-37641 39-1564801 (State or other jurisdiction of incorporation) (Commission File N

Duluth Holdings Inc. Announces Retirement of Director

Exhibit 99.1 Duluth Holdings Inc. Announces Retirement of Director Mount Horeb, WI – February 24, 2023 – Duluth Holdings Inc. (d/b/a “Duluth Trading Company”) (“Company” or “Duluth Trading”) (NASDAQ: DLTH), a lifestyle brand of men’s and women’s casual wear, workwear and accessories, today announced the retirement of Thomas G. Folliard as a member of its Board of Directors. Mr. Folliard informed t

DLTH / Duluth Holdings Inc / SCHLECHT STEPHEN L. Passive Investment

SC 13G/A 1 schlecht13ga.htm UNITED STATES Securities and Exchange Commission Washington, D.C. 20549 SCHEDULE 13G Under the Securities Exchange Act of 1934 (Amendment No. 6)* DULUTH HOLDINGS INC. (Name of Issuer) Class B Common Stock, no par value per share (Title of Class of Securities) 26443V101 (CUSIP Number) December 31, 2022 (Date of Event Which Requires Filing of this Statement) Check the app

Regulation FD Disclosure, Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (date of earliest event reported): January 9, 2023 DULUTH HOLDINGS INC. (Exact name of registrant as specified in its charter) Wisconsin 001-37641 39-1564801 (State or other jurisdiction of incorporation) (Commission F

Disclaimer Forward-Looking Statements This presentation dated December 1, 2022 includes “forward-looking statements” within the meaning of the Private Securities Litigation Reform Act of 1995. All statements, other than statements of historical facts

Exhibit 99.2 ICR Investor Conference January 2023 Disclaimer Forward-Looking Statements This presentation dated December 1, 2022 includes “forward-looking statements” within the meaning of the Private Securities Litigation Reform Act of 1995. All statements, other than statements of historical facts included in this presentation, including statements concerning Duluth Holdings Inc.'s (dba Duluth T

Duluth Holdings Inc. Announces Holiday Results Net Sales of $198.2 million Company to participate in ICR Conference on Tuesday, January 10th

Exhibit 99.1 Duluth Holdings Inc. Announces Holiday Results Net Sales of $198.2 million Company to participate in ICR Conference on Tuesday, January 10th MOUNT HOREB, WI – January 9, 2023 – Duluth Holdings Inc. (dba, Duluth Trading Company) (“Duluth Trading” or the “Company”) (NASDAQ: DLTH), a lifestyle brand of men’s and women’s casual wear, workwear and accessories, today announced net sales res

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q þ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended October 30, 2022 o TRANSITION REPORT PURSUANT T

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q ? QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended October 30, 2022 OR o TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File Number 001-37641 DULUTH HOLDINGS INC

Financial Statements and Exhibits, Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of report (Date of earliest event reported): December 1, 2022 DULUTH HOLDINGS INC. (Exact name of registrant as specified in its charter) Wisconsin 001-37641 39-1564801 (State or other jurisdiction of incorporation) (Commission

 Duluth Holdings Inc. Announces Third Quarter 2022 Financial Results

? Exhibit 99.1 ? ? ? ? Duluth Holdings Inc. Announces Third Quarter 2022 Financial Results ? Net Sales of $147.1 million increase 1.3% compared to Q3 2021 ? Strong financial condition with $200 million of liquidity ? Updates Fiscal 2022 outlook ? MOUNT HOREB, WI ? December 1, 2022 ? Duluth Holdings Inc. (dba, Duluth Trading Company) (?Duluth Trading? or the ?Company?) (NASDAQ: DLTH), a lifestyle b

Duluth trading co Investor Presentation Third Quarter 2022 December 1, 2022

Exhibit 99.1 Duluth trading co Investor Presentation Third Quarter 2022 December 1, 2022 Disclaimer Forward-Looking Statements This presentation dated December 1, 2022 includes ?forward-looking statements? within the meaning of the Private Securities Litigation Reform Act of 1995. All statements, other than statements of historical facts included in this presentation, including statements concerni

Regulation FD Disclosure, Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (date of earliest event reported): December 1, 2022 DULUTH HOLDINGS INC. (Exact name of registrant as specified in its charter) Wisconsin 001-37641 39-1564801 (State or other jurisdiction of incorporation) (Commission

Offer Letter dated July 27, 2022 by and between Albert J. Sutera and Duluth Holdings Inc., incorporated by reference to Exhibit 10.1 of the Company’s Quarterly Report on Form 10-Q dated September 2, 2022.

? Exhibit 10.2 ? ? ? July 27, 2022 ? Dear AJ: ? It is my pleasure to extend the following offer of employment to you on behalf of Duluth Trading Company. This letter will highlight some of the details of your employment. If you are in agreement with the terms of this offer, please acknowledge your acceptance verbally by end of business on 8/1/2022 and subsequently by signing and returning a copy o

EX-99.1

EXHIBIT 99.1

Regulation FD Disclosure, Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (date of earliest event reported): September 2, 2022 DULUTH HOLDINGS INC. (Exact name of registrant as specified in its charter) Wisconsin 001-37641 39-1564801 (State or other jurisdiction of incorporation) (Commission

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q þ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended July 31, 2022 o TRANSITION REPORT PURSUANT TO S

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q ? QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended July 31, 2022 OR o TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File Number 001-37641 DULUTH HOLDINGS INC. (

Financial Statements and Exhibits, Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of report (Date of earliest event reported): September 1, 2022 DULUTH HOLDINGS INC. (Exact name of registrant as specified in its charter) Wisconsin 001-37641 39-1564801 (State or other jurisdiction of incorporation) (Commission

 Duluth Holdings Inc. Announces Second Quarter 2022 Financial Results

? Exhibit 99.1 ? ? ? ? Duluth Holdings Inc. Announces Second Quarter 2022 Financial Results ? Net Sales of $141.5 million ? Gross Margin of 53.4% ? Net income of $2.4 million; Adjusted EBITDA of $13.2 million or 9.4% of net sales ? Updated Fiscal 2022 outlook for Net Sales, EPS and Adjusted EBITDA ? MOUNT HOREB, WI ? September 1, 2022 ? Duluth Holdings Inc. (dba, Duluth Trading Company) (?Duluth T

Financial Statements and Exhibits, Other Events

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (date of earliest event reported): August 4, 2022 DULUTH HOLDINGS INC. (Exact name of registrant as specified in its charter) Wisconsin 001-37641 39-1564801 (State or other jurisdiction of incorporation) (Commission Fi

Duluth Holdings Announces Appointment of AJ Sutera to Senior Vice President, Chief Technology Officer & Logistics

EXHIBIT 99.1 Duluth Holdings Announces Appointment of AJ Sutera to Senior Vice President, Chief Technology Officer & Logistics Mount Horeb, WI ? August 4, 2022 ? Duluth Holdings Inc. (dba, Duluth Trading Company) (?Duluth Trading?) (NASDAQ: DLTH), a lifestyle brand of men?s and women?s casual wear, workwear and accessories, today announced that Mr. AJ Sutera has been appointed Senior Vice Presiden

First Amendment, dated as of July 8, 2022, among Duluth Holdings Inc., the Lenders party thereto, Bank of America, N.A., as Administrative Agent, Swingline Lender and L/C Issuer, BofA Securities, Inc., as a Joint Lead Arranger and Sole Bookrunner, and Keybanc Capital Markets Inc., as a Joint Lead Arranger, incorporated by reference to Exhibit 10.1 of the Company’s Current Report on Form 8-K dated July 8, 2022.

Exhibit 10.1 FIRST AMENDMENT TO CREDIT AGREEMENT THIS FIRST AMENDMENT TO CREDIT AGREEMENT, dated as of July 8, 2022 (this ?Amendment?), is entered into among Duluth Holdings Inc., a Wisconsin corporation (the ?Borrower?), the Guarantors, the Lenders party hereto and Bank of America, N.A., as Administrative Agent (in such capacity, the ?Administrative Agent?), Swingline Lender and L/C Issuer. Capit

Entry into a Material Definitive Agreement, Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (date of earliest event reported): July 8, 2022 DULUTH HOLDINGS INC. (Exact name of registrant as specified in its charter) Wisconsin 001-37641 39-1564801 (State or other jurisdiction of incorporation) (Commission File

Departure of Directors or Certain Officers; Election of Directors; Appointment of Certain Officers; Compensatory Arrangements of Certain Officers, Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (date of earliest event reported): June 21, 2022 DULUTH HOLDINGS INC. (Exact name of registrant as specified in its charter) Wisconsin 001-37641 39-1564801 (State or other jurisdiction of incorporation) (Commission Fil

Duluth Holdings Announces Appointment of Susan Riley to Its Board of Directors

EXHIBIT 99.1 Duluth Holdings Announces Appointment of Susan Riley to Its Board of Directors Mount Horeb, WI ? June 22, 2022 ? Duluth Holdings Inc. (dba, Duluth Trading Company) (?Duluth Trading?) (NASDAQ: DLTH), a lifestyle brand of men?s and women?s casual wear, workwear and accessories, announced today the appointment of Ms. Susan Riley to its Board of Directors effective June 27, 2022. Steve Sc

Other Events

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (date of earliest event reported): June 14, 2022 DULUTH HOLDINGS INC. (Exact name of registrant as specified in its charter) Wisconsin 001-37641 39-1564801 (State or other jurisdiction of incorporation) (Commission Fil

Submission of Matters to a Vote of Security Holders

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (date of earliest event reported): June 14, 2022 DULUTH HOLDINGS INC. (Exact name of registrant as specified in its charter) Wisconsin 001-37641 39-1564801 (State or other jurisdiction of incorporation) (Commission Fil

Regulation FD Disclosure, Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (date of earliest event reported): June 3, 2022 DULUTH HOLDINGS INC. (Exact name of registrant as specified in its charter) Wisconsin 001-37641 39-1564801 (State or other jurisdiction of incorporation) (Commission File

Summary of Outside Director Compensation.

Exhibit 10.3 Summary of Outside Director Compensation Program ? Annual Retainers ? Director $50,000 Paid quarterly at beginning of quarter Chair of Audit Committee +$20,000 Paid quarterly Chair of Compensation Committee +$15,000 Paid quarterly Chair of Nominating and Governance Committee +$12,000 Paid quarterly Non-chair Audit Committee member +$10,000 Paid quarterly Non-chair Compensation Committ

EX-99.1

EXHIBIT 99.1

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q þ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended May 1, 2022 o TRANSITION REPORT PURSUANT TO SEC

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q ? QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended May 1, 2022 OR o TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File Number 001-37641 DULUTH HOLDINGS INC. (Ex

 Duluth Holdings Inc. Announces First Quarter 2022 Financial Results

 Exhibit 99.1     Duluth Holdings Inc. Announces First Quarter 2022 Financial Results  Net Sales of $122.9 million  Gross Margin increases 470 basis points to 54.6%  Launches new Duluth by Duluth Trading Co. logo and Rebrands Alaskan Hardgear as AKHG  Reaffirmed Fiscal 2022 outlook for Net Sales, EPS and Adjusted EBITDA  MOUNT HOREB, WI – June 2, 2022 – Duluth Holdings Inc. (dba, Duluth

Financial Statements and Exhibits, Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of report (Date of earliest event reported): June 2, 2022 DULUTH HOLDINGS INC. (Exact name of registrant as specified in its charter) Wisconsin 001-37641 39-1564801 (State or other jurisdiction of incorporation) (Commission File

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM SD SPECIALIZED DISCLOSURE REPORT DULUTH HOLDINGS INC. (Exact name of registrant as specified in its charter) Wisconsin 001-37641 39-1564801 (State or other jurisdiction of i

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM SD SPECIALIZED DISCLOSURE REPORT DULUTH HOLDINGS INC. (Exact name of registrant as specified in its charter) Wisconsin 001-37641 39-1564801 (State or other jurisdiction of incorporation) (Commission File Number) (IRS Employer Identification No.) 201 East Front Street Mount Horeb, Wisconsin 53572 (Address of principal exec

Departure of Directors or Certain Officers; Election of Directors; Appointment of Certain Officers; Compensatory Arrangements of Certain Officers

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (date of earliest event reported): May 18, 2022 DULUTH HOLDINGS INC. (Exact name of registrant as specified in its charter) Wisconsin 001-37641 39-1564801 (State or other jurisdiction of incorporation) (Commission File

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A INFORMATION Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 (Amendment No. )

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A INFORMATION Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 (Amendment No. ) Filed by the Registrant [x] Filed by a Party other than the Registrant [ ] Check the appropriate box: [ ]Preliminary Proxy Statement [ ]Confidential, for Use of the Commission Only (as permitted by Rule 14

Duluth Holdings Inc. Executive General Severance Plan Incorporated by reference to Exhibit 10.2 of the Company’s Current Report on Form 8-K dated April 14, 2022.

EXHIBIT 10.2 Duluth Holdings Inc. Executive General Severance Plan Effective April 14, 2022 Contents Article 1. Establishment and Term of the Plan; Participation and Delegation1 Article 2. Definitions1 Article 3. Severance Benefits3 Article 4. Restrictive Covenant Agreement and Obligations upon Termination of Employment5 Article 5. Legal Fees and Notice5 Article 6. Successors and Assignment5 Artic

Departure of Directors or Certain Officers; Election of Directors; Appointment of Certain Officers; Compensatory Arrangements of Certain Officers, Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (date of earliest event reported): April 14, 2022 DULUTH HOLDINGS INC. (Exact name of registrant as specified in its charter) Wisconsin 001-37641 39-1564801 (State or other jurisdiction of incorporation) (Commission Fi

Duluth Holdings Inc. Executive Change in Control Severance Plan incorporated by reference to Exhibit 10.1 of the Company’s Current Report on Form 8-K dated April 14, 2022.

EXHIBIT 10.1 Duluth Holdings Inc. Executive Change in Control Severance Plan Effective April 14, 2022 Contents Article 1. Establishment and Term of the Plan; Participation and Delegation 1 Article 2. Definitions1 Article 3. Severance Benefits4 Article 4. Restrictive Covenants and Obligations upon Termination of Employment5 Article 5. Effect of Excise Tax6 Article 6. Legal Fees and Notice7 Article

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 (Amendment No.)

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 (Amendment No.) Filed by the Registrant ? Filed by a Party other than the Registrant ? Check the appropriate box: ? Preliminary Proxy Statement ? Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) ? Defini

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 (Amendment No.)

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 (Amendment No.) Filed by the Registrant ? Filed by a Party other than the Registrant ? Check the appropriate box: ? Preliminary Proxy Statement ? Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) ? Defini

Offer Letter dated January 24, 2020 by and between David S. Homolka and Duluth Holdings Inc., incorporated by reference to Exhibit 10.18 of the Company’s Annual Report on Form 10-K, filed March 25, 2022.

? Exhibit 10.18 ? ? ? January 24, 2020 ? Dear Dave: ? It is my pleasure to extend the following promotion to you on behalf of Duluth Trading Company. ? Position Title: Senior Vice President of Human Resources, Retail & Call Center Operations ? Effective Date: February 3, 2020 ? Base Salary: Your annual base salary will be $325,000 annual, which is paid bi-weekly and is subject to deductions for ta

Offer Letter dated January 24, 2020 by and between Richard W. Schlecht and Duluth Holdings Inc., incorporated by reference to Exhibit 10.19 of the Company’s Annual Report on Form 10-K, filed March 25, 2022.

? Exhibit 10.19 ? ? ? January 24, 2020 ? Dear Ricker: ? It is my pleasure to extend the following promotion to you on behalf of Duluth Trading Company. ? Position Title: Senior Vice President of Product Development, Visual Merchandising and Creative ? Effective Date: February 3, 2020 ? Base Salary: Your annual base salary will be $300,000 annual, which is paid bi-weekly and is subject to deduction

Voting Trust Agreement, dated November 1, 2021, by and between Stephen L. Schlecht, as trustee, and Duluth Holdings Inc., incorporated by reference to Exhibit 9.1 of the Company’s Annual Report on Form 10-K filed March 25, 2022.

DULUTH HOLDINGS INC. VOTING TRUST AGREEMENT ? THIS VOTING TRUST AGREEMENT (the ?Agreement?) is made and entered into as of November 1, 2021 by and among the individual named herein as the initial Trustee (such Trustee and his successors hereinafter referred to as the ?Trustee?) of the Duluth Holdings Inc. Voting Trust as of the date hereof and the undersigned shareholder of Duluth Holdings Inc. (t

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-K x ANNUAL REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the Fiscal Year Ended January 30, 2022  TRANSITION REPORT PURSUANT TO SECTIO

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-K x ANNUAL REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the Fiscal Year Ended January 30, 2022 OR ? TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission file No. 001-37641 DULUTH HOLDINGS INC. (Exact na

Offer Letter dated January 24, 2020 by and between Christopher M. Teufel and Duluth Holdings Inc.*

? Exhibit 10.17 ? ? ? January 24, 2020 ? Dear Chris: ? It is my pleasure to extend the following promotion to you on behalf of Duluth Trading Company. ? Position Title: Senior Vice President of IT & Logistics ? Effective Date: February 3, 2020 ? Base Salary: Your annual base salary will be $325,000 annual, which is paid bi-weekly and is subject to deductions for taxes and other withholdings that a

Power of Attorney.*

EX-24.1 8 dlth-20220130xex241.htm EX-24.1 Exhibit 24.1 POWER OF ATTORNEY FOR ANNUAL REPORT ON FORM 10-K Each of the undersigned directors of Duluth Holdings Inc. (the “Corporation”) hereby designates and appoints Sam Sato and David Loretta, and each of them, the undersigned’s true and lawful attorney-in-fact and agent, with full power of substitution and resubstitution, for the undersigned and in

Regulation FD Disclosure, Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (date of earliest event reported): March 18, 2022 DULUTH HOLDINGS INC. (Exact name of registrant as specified in its charter) Wisconsin 001-37641 39-1564801 (State or other jurisdiction of incorporation) (Commission Fi

Disclaimer Forward-Looking Statements This presentation dated March 18, 2022 includes “forward-looking statements” within the meaning of the Private Securities Litigation Reform Act of 1995. All statements, other than statements of historical facts i

Investor Presentation Fourth Quarter 2021 March 18, 2022 Exhibit 99.1 Disclaimer Forward-Looking Statements This presentation dated March 18, 2022 includes ?forward-looking statements? within the meaning of the Private Securities Litigation Reform Act of 1995. All statements, other than statements of historical facts included in this presentation, including statements concerning Duluth Holdings In

Financial Statements and Exhibits, Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of report (Date of earliest event reported): March 10, 2022 DULUTH HOLDINGS INC. (Exact name of registrant as specified in its charter) Wisconsin 001-37641 39-1564801 (State or other jurisdiction of incorporation) (Commission Fi

Duluth Holdings Inc. Announces Fourth Quarter and Fiscal 2021 Financial Results Full Year Net Sales increase 9.4% to $698.6 million Full Year diluted EPS of $0.90 increase 117% compared to 2020 and 55% compared to 2019 Full year positive free cash fl

? Exhibit 99.1 ? ? ? Duluth Holdings Inc. Announces Fourth Quarter and Fiscal 2021 Financial Results ? Full Year Net Sales increase 9.4% to $698.6 million ? Full Year diluted EPS of $0.90 increase 117% compared to 2020 and 55% compared to 2019 ? Full year positive free cash flow of $81.6 million1 ? Fourth quarter Net Sales increase 5.8% to $270.8 million; diluted EPS of $0.53 ? MOUNT HOREB, WI - M

DLTH / Duluth Holdings Inc / SCHLECHT STEPHEN L. - AMENDMENT NO. 5 TO SCHEDULE 13G Passive Investment

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13G Under the Securities Exchange Act of 1934 (Amendment No. 5)* DULUTH HOLDINGS INC. (Name of Issuer) Class B Common Stock, no par value per share (Title of Class of Securities) 26443V101 (CUSIP Number) December 31, 2021 (Date of Event Which Requires Filing of this Statement) Check the appropriate box to designate th

Departure of Directors or Certain Officers; Election of Directors; Appointment of Certain Officers; Compensatory Arrangements of Certain Officers

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (date of earliest event reported): January 21, 2022 DULUTH HOLDINGS INC. (Exact name of registrant as specified in its charter) Wisconsin 001-37641 39-1564801 (State or other jurisdiction of incorporation) (Commission

Disclaimer Forward-Looking Statements This presentation dated December 3, 2021 includes “forward-looking statements” within the meaning of the Private Securities Litigation Reform Act of 1995. All statements, other than statements of historical facts

ICR Investor Conference January 11, 2022 Exhibit 99.2 Disclaimer Forward-Looking Statements This presentation dated December 3, 2021 includes ?forward-looking statements? within the meaning of the Private Securities Litigation Reform Act of 1995. All statements, other than statements of historical facts included in this presentation, including statements concerning Duluth Holdings Inc.'s (dba Dulu

Regulation FD Disclosure, Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (date of earliest event reported): January 10, 2022 DULUTH HOLDINGS INC. (Exact name of registrant as specified in its charter) Wisconsin 001-37641 39-1564801 (State or other jurisdiction of incorporation) (Commission

Duluth Holdings Inc. Announces Strong Holiday Results Net Sales of $224.3 million increase 6.4% compared to 2020 Holiday Period Reaffirms fiscal 2021 outlook Company to participate in ICR Conference on Tuesday, January 11th

Exhibit 99.1 Duluth Holdings Inc. Announces Strong Holiday Results Net Sales of $224.3 million increase 6.4% compared to 2020 Holiday Period Reaffirms fiscal 2021 outlook Company to participate in ICR Conference on Tuesday, January 11th MOUNT HOREB, WI ? January 10, 2022 ? Duluth Holdings Inc. (dba, Duluth Trading Company) (?Duluth Trading? or the ?Company?) (NASDAQ: DLTH), a lifestyle brand of me

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q þ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended October 31, 2021 o TRANSITION REPORT PURSUANT T

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q ? QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended October 31, 2021 OR o TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File Number 001-37641 DULUTH HOLDINGS INC

Regulation FD Disclosure, Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (date of earliest event reported): December 3, 2021 DULUTH HOLDINGS INC. (Exact name of registrant as specified in its charter) Wisconsin 001-37641 39-1564801 (State or other jurisdiction of incorporation) (Commission

EX-99.1

EXHIBIT 99.1 EXHIBIT 99.1 * * * * * * * * * * * * * * * * * * *

Financial Statements and Exhibits, Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of report (Date of earliest event reported): December 2, 2021 DULUTH HOLDINGS INC. (Exact name of registrant as specified in its charter) Wisconsin 001-37641 39-1564801 (State or other jurisdiction of incorporation) (Commission

 Duluth Holdings Inc. Announces Third Quarter 2021 Financial Results Net Sales of $145 million increase 7.2% compared to Q3 2020 and 21.3% compared to Q3 2019 Gross Margin reaches record third quarter rate of 57.6% Raises Full Year 2021 EPS outlook

? Exhibit 99.1 ? ? ? ? Duluth Holdings Inc. Announces Third Quarter 2021 Financial Results ? Net Sales of $145 million increase 7.2% compared to Q3 2020 and 21.3% compared to Q3 2019 ? Gross Margin reaches record third quarter rate of 57.6% ? Raises Full Year 2021 EPS outlook to $0.81 to $0.86 ? MOUNT HOREB, WI ? December 2, 2021 ? Duluth Holdings Inc. (dba, Duluth Trading Company) (?Duluth Tradin

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q þ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended August 1, 2021 o TRANSITION REPORT PURSUANT TO

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q ? QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended August 1, 2021 OR o TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File Number 001-37641 DULUTH HOLDINGS INC.

Summary of Outside Director Compensation

Summary of Outside Director Compensation Program ? Annual Retainers ? ? Director $45,000 Paid quarterly at beginning of quarter ? Chair of Audit Committee +$15,000 Paid quarterly ? Chair of Compensation Committee +$10,000 Paid quarterly ? Chair of Nominating and Governance Committee +$10,000 Paid quarterly ? Non-chair Audit Committee member +$9,000 Paid quarterly ? Non-chair Compensation Committee member +$6,000 Paid quarterly ? Non-chair Nominating Governance Committee member +$6,000 Paid quarterly ? Note: All travel expenses paid based on voucher ? STOCK COMPENSATION:$75,000/year; each grant subject to one year vesting; stock compensation granted in May of year.

Regulation FD Disclosure, Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (date of earliest event reported): September 3, 2021 DULUTH HOLDINGS INC. (Exact name of registrant as specified in its charter) Wisconsin 001-37641 39-1564801 (State or other jurisdiction of incorporation) (Commission

EX-99.1

EXHIBIT 99.1 * * * * * * * * * * * * * * * * * * *

First Amended and Restated Employment Agreement, dated as of May 27, 2021, between Stephen L. Schlecht and the Company, incorporated by reference to Exhibit 10.1 of the Company’s Quarterly Report on Form 10-Q dated September 3, 2021.

FIRST AMENDED AND RESTATED EMPLOYMENT AGREEMENT THIS FIRST AMENDED AND RESTATED EMPLOYMENT AGREEMENT (?Agreement?) is executed as of this 27th day of May, 2021 (?the Effective Date?), by and between Stephen L.

Financial Statements and Exhibits, Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of report (Date of earliest event reported): September 2, 2021 DULUTH HOLDINGS INC. (Exact name of registrant as specified in its charter) Wisconsin 001-37641 39-1564801 (State or other jurisdiction of incorporation) (Commission

 Duluth Holdings Inc. Announces Second Quarter 2021 Financial Results

? Exhibit 99.1 ? ? ? ? Duluth Holdings Inc. Announces Second Quarter 2021 Financial Results ? MOUNT HOREB, WI ? September 2, 2021 ? Duluth Holdings Inc. (dba, Duluth Trading Company) (?Duluth Trading? or the ?Company?) (NASDAQ: DLTH), a growing lifestyle brand of men?s and women?s workwear, casual wear, outdoor apparel and accessories, today announced its financial results for the fiscal second qu

Regulation FD Disclosure, Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (date of earliest event reported): June 4, 2021 DULUTH HOLDINGS INC. (Exact name of registrant as specified in its charter) Wisconsin 001-37641 39-1564801 (State or other jurisdiction of incorporation) (Commission File

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q þ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended May 2, 2021 o TRANSITION REPORT PURSUANT TO SEC

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q ? QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended May 2, 2021 OR o TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File Number 001-37641 DULUTH HOLDINGS INC. (Ex

Forward-Looking Statements This presentation dated June 4, 2021 includes “forward-looking statements” within the meaning of the Private Securities Litigation Reform Act of 1995. All statements, other than statements of historical facts included in th

Investor Presentation First Quarter 2021 June 4, 2021 Exhibit 99.1 Forward-Looking Statements This presentation dated June 4, 2021 includes ?forward-looking statements? within the meaning of the Private Securities Litigation Reform Act of 1995. All statements, other than statements of historical facts included in this presentation, including statements concerning Duluth Holdings Inc.'s (dba Duluth

Employment Agreement between Duluth Holdings Inc. and Samuel M. Sato dated May 3, 2021, incorporated by reference to Exhibit 10.3 of the Company’s Quarterly Report on 10-Q dated June 4, 2021.

EMPLOYMENT AGREEMENT THIS EMPLOYMENT AGREEMENT (?Agreement?) is executed as of this 3rd day of May, 2021 (?the Effective Date?), by and between Samuel M.

Financial Statements and Exhibits, Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of report (Date of earliest event reported): June 3, 2021 DULUTH HOLDINGS INC. (Exact name of registrant as specified in its charter) Wisconsin 001-37641 39-1564801 (State or other jurisdiction of incorporation) (Commission File

 Duluth Holdings Inc. Announces First Quarter 2021 Financial Results

? Exhibit 99.1 ? ? ? ? Duluth Holdings Inc. Announces First Quarter 2021 Financial Results ? MOUNT HOREB, WI ? June 3, 2021 ? Duluth Holdings Inc. (dba, Duluth Trading Company) (?Duluth Trading? or the ?Company?) (NASDAQ: DLTH), a lifestyle brand of men?s and women?s casual wear, workwear and accessories, today announced its financial results for the fiscal first quarter ended May 2, 2021. ? Highl

Departure of Directors or Certain Officers; Election of Directors; Appointment of Certain Officers; Compensatory Arrangements of Certain Officers, Submission of Matters to a Vote of Security Holders

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (date of earliest event reported): May 27, 2021 DULUTH HOLDINGS INC. (Exact name of registrant as specified in its charter) Wisconsin 001-37641 39-1564801 (State or other jurisdiction of incorporation) (Commission File

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM SD SPECIALIZED DISCLOSURE REPORT DULUTH HOLDINGS INC. (Exact name of registrant as specified in its charter) Wisconsin 001-37641 39-1564801 (State or other jurisdiction of i

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM SD SPECIALIZED DISCLOSURE REPORT DULUTH HOLDINGS INC. (Exact name of registrant as specified in its charter) Wisconsin 001-37641 39-1564801 (State or other jurisdiction of incorporation) (Commission File Number) (IRS Employer Identification No.) 201 East Front Street Mount Horeb, Wisconsin 53572 (Address of principal exec

Entry into a Material Definitive Agreement, Termination of a Material Definitive Agreement, Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (date of earliest event reported): May 14, 2021 DULUTH HOLDINGS INC. (Exact name of registrant as specified in its charter) Wisconsin 001-37641 39-1564801 (State or other jurisdiction of incorporation) (Commission File

Security Agreement, dated as of May 14, 2021, by and between Duluth Holdings Inc. and Bank of America, N.A.

Exhibit 10.2 SECURITY AND PLEDGE AGREEMENT THIS SECURITY AND PLEDGE AGREEMENT (this ?Agreement?) is entered into as of May 14, 2021 among DULUTH HOLDINGS INC., a Wisconsin corporation (the ?Borrower?), such other parties that may become Obligors hereunder after the date hereof (together with the Borrower, individually an ?Obligor?, and collectively the ?Obligors?) and BANK OF AMERICA, N.A., in its

Credit Agreement, dated as of May 14, 2021, among Duluth Holdings Inc., the Lenders party thereto, Bank of America, N.A., as Administrative Agent, Swingline Lender and L/C Issuer, BofA Securities, Inc., as a Joint Lead Arranger and Sole Bookrunner, and Keybanc Capital Markets Inc., as a Joint Lead Arranger

Exhibit 10.1 DEAL CUSIP : 26443XAD9 REVOLVER FACILITY CUSIP: 26443XAE7 CREDIT AGREEMENT Dated as of May 14, 2021 among DULUTH HOLDINGS INC., as the Borrower, CERTAIN SUBSIDIARIES OF THE BORROWER PARTY HERETO, as the Guarantors, BANK OF AMERICA, N.A., as Administrative Agent, Swingline Lender and L/C Issuer, and THE LENDERS PARTY HERETO BOFA SECURITIES, INC., as a Joint Lead Arranger and Sole Bookr

DULUTH HOLDINGS INC. APPOINTS SAM SATO AS PRESIDENT AND CEO

EXHIBIT 99.1 DULUTH HOLDINGS INC. APPOINTS SAM SATO AS PRESIDENT AND CEO (Mount Horeb, WIS.) April 27, 2021 ? Duluth Holdings Inc. (dba, Duluth Trading Company) (?Duluth Trading? or the ?Company?) (NASDAQ: DLTH), a lifestyle brand of men?s and women?s casual wear, workwear and accessories, has appointed retail industry veteran Samuel M. Sato as President and Chief Executive Officer, effective May

Departure of Directors or Certain Officers; Election of Directors; Appointment of Certain Officers; Compensatory Arrangements of Certain Officers, Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (date of earliest event reported): April 22, 2021 DULUTH HOLDINGS INC. (Exact name of registrant as specified in its charter) Wisconsin 001-37641 39-1564801 (State or other jurisdiction of incorporation) (Commission Fi

April 22, 2021

EXHIBIT 10.1 April 22, 2021 Samuel M. Sato 4209 Wythe Lane Indianapolis, IN 46250 Dear Sam, I am very pleased to extend you this offer to join our team as President & Chief Executive Officer of Duluth Holdings Inc. (the ?Company? or ?Duluth Trading Company?). This officer position is critical for the success of our Company and reports directly to the Company?s Board of Directors (the ?Board?). In

Financial Statements and Exhibits, Changes in Registrant's Certifying Accountant

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (date of earliest event reported): April 13, 2021 DULUTH HOLDINGS INC. (Exact name of registrant as specified in its charter) Wisconsin 001-37641 39-1564801 (State or other jurisdiction of incorporation) (Commission Fi

[GRANT THORNTON LLP LETTERHEAD]

EXHIBIT 16.1 [GRANT THORNTON LLP LETTERHEAD] April 19, 2021 U.S. Securities and Exchange Commission Office of the Chief Accountant 100 F Street, NE Washington, DC 20549 Re: Duluth Holdings Inc. File No. 001-37641 Dear Sir or Madam: We have read Item 4.01 of Form 8-K of Duluth Holdings Inc. dated April 13, 2021, and agree with the statements concerning our Firm contained therein. Very truly yours,

-

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A INFORMATION Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 (Amendment No. ) Filed by the Registrant [x] Filed by a Party other than the Registrant [ ] Check the appropriate box: [ ]Preliminary Proxy Statement [ ]Confidential, for Use of the Commission Only (as permitted by Rule 14

- DEFA14A

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A (Rule 14a-101) Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 (Amendment No. ) Filed by the Registrant ? Filed by a Party other than the Registrant ? Check the appropriate box: ? Preliminary Proxy Statement ? Confidential, For Use of the Commission Only (as permitted by Rule 14a-6

- DEF 14A

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A (Rule 14a-101) Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 (Amendment No. ) Filed by the Registrant ? Filed by a Party other than the Registrant ? Check the appropriate box: ? Preliminary Proxy Statement ? Confidential, For Use of the Commission Only (as permitted by Rule 14a-6

Power of Attorney*

Exhibit 24.1 POWER OF ATTORNEY FOR ANNUAL REPORT ON FORM 10-K Each of the undersigned directors of Duluth Holdings Inc. (the “Corporation”) hereby designates and appoints Stephen Schlecht and David Loretta, and each of them, the undersigned’s true and lawful attorney-in-fact and agent, with full power of substitution and resubstitution, for the undersigned and in the undersigned’s name, place and

Regulation FD Disclosure, Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (date of earliest event reported): March 26, 2021 DULUTH HOLDINGS INC. (Exact name of registrant as specified in its charter) Wisconsin 001-37641 39-1564801 (State or other jurisdiction of incorporation) (Commission Fi

Annual Report - 10-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-K x ANNUAL REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the Fiscal Year Ended January 31, 2021 OR ? TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission file No. 001-37641 DULUTH HOLDINGS INC. (Exact na

EX-99.1

EXHIBIT 99.1

 Duluth Holdings Inc. Announces Fourth Quarter and Fiscal 2020 Financial Results

 Exhibit 99.1     Duluth Holdings Inc. Announces Fourth Quarter and Fiscal 2020 Financial Results  MOUNT HOREB, WI - March 18, 2021 – Duluth Holdings Inc. (dba, Duluth Trading Company) (“Duluth Trading” or the “Company”) (NASDAQ: DLTH), a lifestyle brand of men’s and women’s casual wear, workwear and accessories, today announced its financial results for the fiscal fourth quarter and fiscal

Financial Statements and Exhibits, Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of report (Date of earliest event reported): March 18, 2021 DULUTH HOLDINGS INC. (Exact name of registrant as specified in its charter) Wisconsin 001-37641 39-1564801 (State or other jurisdiction of incorporation) (Commission Fi

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13G Under the Securities Exchange Act of 1934 (Amendment No. 4)* DULUTH HOLDINGS INC. (Name of Issuer) Class B Common Stock, no par value per share (Title of Class of Se

SCHEDULE 13G UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13G Under the Securities Exchange Act of 1934 (Amendment No. 4)* DULUTH HOLDINGS INC. (Name of Issuer) Class B Common Stock, no par value per share (Title of Class of Securities) 26443V101 (CUSIP Number) December 31, 2020 (Date of Event Which Requires Filing of this Statement) Check the appropriate box to

EX-99.1

EXHIBIT 99.1 EXHIBIT 99.1

Regulation FD Disclosure, Financial Statements and Exhibits - FORM 8-K/A

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K/A CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): December 4, 2020 DULUTH HOLDINGS INC. (Exact name of registrant as specified in its charter) Wisconsin 001-37641 39-1564801 (State or other jurisdiction of incorporation) (Commissio

Financial Statements and Exhibits, Results of Operations and Financial Condition - 8-K/A

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K/A CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of report (Date of earliest event reported): December 3, 2020 DULUTH HOLDINGS INC. (Exact name of registrant as specified in its charter) Wisconsin 001-37641 39-1564801 (State or other jurisdiction of incorporation) (Commissio

EX-99.1

EXHIBIT 99.1 EXHIBIT 99.1

Regulation FD Disclosure, Financial Statements and Exhibits - FORM 8-K

FORM 8-K UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (date of earliest event reported): December 4, 2020 DULUTH HOLDINGS INC. (Exact name of registrant as specified in its charter) Wisconsin 001-37641 39-1564801 (State or other jurisdiction of incorporation) (Co

Duluth Holdings Inc. Announces Third Quarter Fiscal 2020 Financial Results

Exhibit 99.1     Duluth Holdings Inc. Announces Third Quarter Fiscal 2020 Financial Results  MOUNT HOREB, Wis., December 3, 2020 – Duluth Holdings Inc. (dba, Duluth Trading Company) (“Duluth Trading” or the “Company”) (NASDAQ: DLTH), an omnichannel lifestyle brand of men’s and women’s casual wear, workwear and accessories, today announced its financial results for the fiscal third quarter end

Quarterly Report - 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q þ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended November 1, 2020 OR o TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File Number 001-37641 DULUTH HOLDINGS INC

Financial Statements and Exhibits, Results of Operations and Financial Condition - 8-K

  UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549   FORM 8‑K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934   Date of report (Date of earliest event reported): December 3, 2020 DULUTH HOLDINGS INC. (Exact name of registrant as specified in its charter) Wisconsin 001-37641 39-1564801 (State or other jurisdiction of incorporation)

Duluth Holdings Inc. Announces Third Quarter Fiscal 2020 Financial Results

Exhibit 99.1     Duluth Holdings Inc. Announces Third Quarter Fiscal 2020 Financial Results  MOUNT HOREB, Wis., December 3, 2020 – Duluth Holdings Inc. (dba, Duluth Trading Company) (“Duluth Trading” or the “Company”) (NASDAQ: DLTH), an omnichannel lifestyle brand of men’s and women’s casual wear, workwear and accessories, today announced its financial results for the fiscal third quarter end

Quarterly Report - 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q þ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended August 2, 2020 OR o TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File Number 001-37641 DULUTH HOLDINGS INC.

EX-99.1

EXHIBIT 99.1 EXHIBIT 99.1 * * * * * * * * * * * * * * * * *

Regulation FD Disclosure, Financial Statements and Exhibits - FORM 8-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (date of earliest event reported): September 4, 2020 DULUTH HOLDINGS INC. (Exact name of registrant as specified in its charter) Wisconsin 001-37641 39-1564801 (State or other jurisdiction of incorporation) (Commission

Duluth Holdings Inc. Announces Second Quarter Fiscal 2020 Financial Results

Exhibit 99.1     Duluth Holdings Inc. Announces Second Quarter Fiscal 2020 Financial Results  MOUNT HOREB, Wis., September 3, 2020 – Duluth Holdings Inc. (dba, Duluth Trading Company) (“Duluth Trading” or the “Company”) (NASDAQ: DLTH), a lifestyle brand of men’s and women’s casual wear, workwear and accessories, today announced its financial results for the fiscal second quarter ended August

Financial Statements and Exhibits, Results of Operations and Financial Condition - 8-K

  UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549   FORM 8‑K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934   Date of report (Date of earliest event reported): September 3, 2020 DULUTH HOLDINGS INC. (Exact name of registrant as specified in its charter) Wisconsin 001-37641 39-1564801 (State or other jurisdiction of incorporation)

Submission of Matters to a Vote of Security Holders

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (date of earliest event reported): July 13, 2020 DULUTH HOLDINGS INC. (Exact name of registrant as specified in its charter) Wisconsin 001-37641 39-1564801 (State or other jurisdiction of incorporation) (Commission Fil

Regulation FD Disclosure, Financial Statements and Exhibits

DULUTH HOLDINGS INC. UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (date of earliest event reported): June 5, 2020 DULUTH HOLDINGS INC. (Exact name of registrant as specified in its charter) Wisconsin 001-37641 39-1564801 (State or other jurisdiction of incorporat

EXHIBIT 99.1

EXHIBIT 99.1 EXHIBIT 99.1

Amendment No. 1, dated as of April 30, 2020, to Credit Agreement, dated as of May 17, 2018, among Duluth Holdings Inc., as the borrower, BMO Harris Bank N.A., as Administrative Agent, Swingline Lender and L/C Issuer, the Other Lender party thereto, and BMO Capital Markets Corp., as Sole Lead Arranger and Sole Bookrunner

Exhibit 10.1 AMENDMENT NUMBER ONE TO CREDIT AGREEMENT This AMENDMENT NUMBER ONE TO CREDIT AGREEMENT (this “Amendment”) is entered into as of April 30, 2020 by and among the lenders identified on the signature pages hereof (such lenders, and the other lenders party to the below-defined Credit Agreement from time to time, together with their respective successors and permitted assigns, are referred

Quarterly Report - 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q   ☑ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934  For the quarterly period ended May 3, 2020  OR   ☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934  For the transition period from to  Commission File Number 001-37641 DULUTH H

Duluth Holdings Inc. Announces First Quarter Fiscal 2020 Financial Results

Exhibit 99.1     Duluth Holdings Inc. Announces First Quarter Fiscal 2020 Financial Results  MOUNT HOREB, Wis., June 4, 2020 – Duluth Holdings Inc. (dba, Duluth Trading Company) (“Duluth Trading” or the “Company”) (NASDAQ: DLTH), a lifestyle brand of men’s and women’s casual wear, workwear and accessories, today announced its financial results for the fiscal first quarter ended May 3, 2020. 

Financial Statements and Exhibits, Results of Operations and Financial Condition

  UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549   FORM 8‑K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934   Date of report (Date of earliest event reported): June 4, 2020 DULUTH HOLDINGS INC. (Exact name of registrant as specified in its charter) Wisconsin 001-37641 39-1564801 (State or other jurisdiction of incorporation) (Com

-

DULUTH HOLDINGS INC. UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM SD SPECIALIZED DISCLOSURE REPORT DULUTH HOLDINGS INC. (Exact name of registrant as specified in its charter) Wisconsin 001-37641 39-1564801 (State or other jurisdiction of incorporation) (Commission File Number) (IRS Employer Identification No.) 201 East Front Street Mount Horeb, Wisconsin 53572 (Addr

- DEFA14A

DEFA14A UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A INFORMATION Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 (Amendment No. ) Filed by the Registrant ☒ Filed by a Party other than the Registrant ☐ Check the appropriate box: ☐ Preliminary Proxy Statement ☐ Confidential, for Use of the Commission Only (as permitted by Rule

Regulation FD Disclosure, Entry into a Material Definitive Agreement, Financial Statements and Exhibits, Creation of a Direct Financial Obligation or an Obligation under an Off-Balance Sheet Arrangement of a Registrant

DULUTH HOLDINGS INC. UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (date of earliest event reported): April 30, 2020 DULUTH HOLDINGS INC. (Exact name of registrant as specified in its charter) Wisconsin 001-37641 39-1564801 (State or other jurisdiction of incorpor

Duluth Holdings Provides Business Update and Announces Partnership with American Red Cross Re-opening 20 Retail Stores Credit Line Increased to $150 Million

EXHIBIT 99.1 Exhibit 99.1 Duluth Holdings Provides Business Update and Announces Partnership with American Red Cross Re-opening 20 Retail Stores Credit Line Increased to $150 Million Mount Horeb, WI – May 4, 2020 – Duluth Holdings Inc. (dba, Duluth Trading Company) (“Duluth Trading” or “Company”) (NASDAQ: DLTH), a lifestyle brand of men’s and women’s casual wear, workwear and accessories, today pr

Letter Agreement, dated as of April 27, 2020, by and between Duluth Holdings Inc. and Allen L. Dittrich, incorporated by reference to Exhibit 10.1 to the Company’s Current Report on Form 8-K dated April 27, 2020

EXHIBIT 10.1 Exhibit 10.1 MEMO April 27, 2020 TO: Al Dittrich FROM: Steve Schlecht RE: Retirement from Duluth Holdings Inc. This memorandum sets forth the understanding reached between the two of us with regard to your Retirement from Duluth Holdings Inc. (the Company). Background: You wish to retire as of May 7, 2020. Your Employment Agreement with the Company dated August 5, 2015, as amended (

Departure of Directors or Certain Officers; Election of Directors; Appointment of Certain Officers; Compensatory Arrangements of Certain Officers, Financial Statements and Exhibits

DULUTH HOLDINGS INC. UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (date of earliest event reported): April 27, 2020 DULUTH HOLDINGS INC. (Exact name of registrant as specified in its charter) Wisconsin 001-37641 39-1564801 (State or other jurisdiction of incorpor

- DEFA14A

DEFA14A UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A INFORMATION Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 (Amendment No. ) Filed by the Registrant ☒ Filed by a Party other than the Registrant ☐ Check the appropriate box: ☐ Preliminary Proxy Statement ☐ Confidential, for Use of the Commission Only (as permitted by Rule

DLTH / Duluth Holdings Inc. DEFA14A - - DEFA14A

DEFA14A UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A (Rule 14a-101) Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 (Amendment No. ) Filed by the Registrant ☒ Filed by a Party other than the Registrant ☐ Check the appropriate box: ☐ Preliminary Proxy Statement ☐ Confidential, For Use of the Commission Only (as permitted by Ru

DLTH / Duluth Holdings Inc. DEF 14A - - DEF 14A

DEF 14A UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A (Rule 14a-101) Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 (Amendment No. ) Filed by the Registrant ☒ Filed by a Party other than the Registrant ☐ Check the appropriate box: ☐ Preliminary Proxy Statement ☐ Confidential, For Use of the Commission Only (as permitted by Ru

DLTH / Duluth Holdings Inc. DEFA14A - - DEFA14A

DEFA14A UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A (Rule 14a-101) Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 (Amendment No. ) Filed by the Registrant ☒ Filed by a Party other than the Registrant ☐ Check the appropriate box: ☐ Preliminary Proxy Statement ☐ Confidential, For Use of the Commission Only (as permitted by Ru

Regulation FD Disclosure, Financial Statements and Exhibits

FORM 8-K UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (date of earliest event reported): March 20, 2020 DULUTH HOLDINGS INC. (Exact name of registrant as specified in its charter) Wisconsin 001-37641 39-1564801 (State or other jurisdiction of incorporation) (Comm

Duluth Holdings Provides Update Related to COVID-19 Temporarily closing all stores nationwide

EXHIBIT 99.1 EXHIBIT 99.1 Duluth Holdings Provides Update Related to COVID-19 Temporarily closing all stores nationwide Mount Horeb, WI – March 20, 2020 – Duluth Holdings Inc. (dba, Duluth Trading Company) (“Duluth Trading”) (NASDAQ: DLTH), a lifestyle brand of men’s and women’s casual wear, workwear and accessories, today announced a business update related to COVID-19. Steve Schlecht, Executive

Description of Registrant’s Securities.

Exhibit 4.1 DULUTH HOLDINGS INC. Description of Securities Registered Pursuant to Section 12 of the Securities Exchange Act of 1934 General Our authorized capital stock consists of 210,000,000 shares of common stock, no par value, and 10,000,000 shares of preferred stock, no par value. We have not issued any shares of preferred stock. Our common stock is divided into two classes, Class A common st

DLTH / Duluth Holdings Inc. 10-K - Annual Report - 10-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-K  ☒ ANNUAL REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934  For the Fiscal Year Ended February 2, 2020 OR   ☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934  For the transition period from to Commission file No. 001-37641 DULUTH HOLDINGS INC.

Power of Attorney*

Exhibit 24.1 POWER OF ATTORNEY FOR ANNUAL REPORT ON FORM 10-K Each of the undersigned directors of Duluth Holdings Inc. (the “Corporation”) hereby designates and appoints Stephen Schlecht and David Loretta, and each of them, the undersigned’s true and lawful attorney-in-fact and agent, with full power of substitution and resubstitution, for the undersigned and in the undersigned’s name, place and

 Duluth Holdings Inc. Announces Fourth Quarter and Fiscal 2019 Financial Results

 Exhibit 99.1     Duluth Holdings Inc. Announces Fourth Quarter and Fiscal 2019 Financial Results  MOUNT HOREB, WI - March 19, 2020 – Duluth Holdings Inc. (dba, Duluth Trading Company) (“Duluth Trading” or the “Company”) (NASDAQ: DLTH), a lifestyle brand of men’s and women’s casual wear, workwear and accessories, today announced its financial results for the fiscal fourth quarter and fiscal

Financial Statements and Exhibits, Results of Operations and Financial Condition

  UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549   FORM 8‑K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934   Date of report (Date of earliest event reported): March 19, 2020 DULUTH HOLDINGS INC. (Exact name of registrant as specified in its charter) Wisconsin 001-37641 39-1564801 (State or other jurisdiction of incorporation) (C

DLTH / Duluth Holdings Inc. / SCHLECHT STEPHEN L. - AMENDMENT NO. 3 TO SCHEDULE 13G Passive Investment

SCHEDULE 13G UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13G Under the Securities Exchange Act of 1934 (Amendment No. 3)* DULUTH HOLDINGS INC. (Name of Issuer) Class B Common Stock, no par value per share (Title of Class of Securities) 26443V101 (CUSIP Number) December 31, 2019 (Date of Event Which Requires Filing of this Statement) Check the appropriate box to