STRR / Star Equity Holdings, Inc. - Pengajuan SECLaporan Tahunan, Pernyataan Proksi

Star Equity Holdings, Inc.
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SEC Filings
All companies that sell securities in the United States must register with the Securities and Exchange Commission (SEC) and file reports on a regular basis. These reports include company annual reports (10K, 10Q), news updates (8K), investor presentations (found in 8Ks), insider trades (form 4), ownership reports (13D, and 13G), and reports related to the specific securities sold, such as registration statements and prospectus. This page shows recent SEC filings related to Star Equity Holdings, Inc.
SEC Filings (Chronological Order)
Halaman ini menyediakan daftar lengkap dan kronologis dari Pengajuan SEC, tidak termasuk pengajuan kepemilikan yang kami sediakan di tempat lain.
September 5, 2025 POS AM

As filed with the Securities and Exchange Commission on September 5, 2025

POS AM As filed with the Securities and Exchange Commission on September 5, 2025 Registration Nos.

September 5, 2025 S-8 POS

As filed with the Securities and Exchange Commission on September 5, 2025

S-8 POS As filed with the Securities and Exchange Commission on September 5, 2025 Registration No.

September 5, 2025 S-8 POS

As filed with the Securities and Exchange Commission on September 5, 2025

S-8 POS As filed with the Securities and Exchange Commission on September 5, 2025 Registration No.

September 5, 2025 S-8 POS

As filed with the Securities and Exchange Commission on September 5, 2025

S-8 POS As filed with the Securities and Exchange Commission on September 5, 2025 Registration No.

September 5, 2025 POS AM

As filed with the Securities and Exchange Commission on September 5, 2025

POS AM As filed with the Securities and Exchange Commission on September 5, 2025 Registration Nos.

September 5, 2025 POS AM

As filed with the Securities and Exchange Commission on September 5, 2025

POS AM As filed with the Securities and Exchange Commission on September 5, 2025 Registration Nos.

September 5, 2025 S-8 POS

As filed with the Securities and Exchange Commission on September 5, 2025

S-8 POS As filed with the Securities and Exchange Commission on September 5, 2025 Registration No.

September 5, 2025 S-8 POS

As filed with the Securities and Exchange Commission on September 5, 2025

S-8 POS As filed with the Securities and Exchange Commission on September 5, 2025 Registration No.

September 5, 2025 S-8 POS

As filed with the Securities and Exchange Commission on September 5, 2025

S-8 POS As filed with the Securities and Exchange Commission on September 5, 2025 Registration No.

September 5, 2025 S-8 POS

As filed with the Securities and Exchange Commission on September 5, 2025

S-8 POS As filed with the Securities and Exchange Commission on September 5, 2025 Registration No.

September 3, 2025 15-12G

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 15 CERTIFICATION AND NOTICE OF TERMINATION OF REGISTRATION UNDER SECTION 12(g) OF THE SECURITIES EXCHANGE ACT OF 1934 OR SUSPENSION OF DUTY TO FILE REPORTS UNDER SECTIONS 13

15-12G UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 15 CERTIFICATION AND NOTICE OF TERMINATION OF REGISTRATION UNDER SECTION 12(g) OF THE SECURITIES EXCHANGE ACT OF 1934 OR SUSPENSION OF DUTY TO FILE REPORTS UNDER SECTIONS 13 AND 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934. Commission File Number 001-35947 Star Operating Companies, Inc. (formerly Star Equity Holdin

August 22, 2025 8-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 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 22, 2025 Star Equity Holding

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 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 22, 2025 Star Equity Holdings, Inc.

August 22, 2025 EX-99.1

Hudson Global and Star Equity Holdings Announce Closing of Merger – Combined Company Well Positioned to Leverage its Increased Size, Diversified Revenue Streams, and Improved Profitability –

EX-99.1 Exhibit 99.1 Hudson Global and Star Equity Holdings Announce Closing of Merger – Combined Company Well Positioned to Leverage its Increased Size, Diversified Revenue Streams, and Improved Profitability – OLD GREENWICH, Conn., Aug. 22, 2025 – Hudson Global, Inc. (Nasdaq: HSON) (“Hudson Global” or “the Company”), a leading global total talent solutions company, and Star Equity Holdings, Inc.

August 21, 2025 8-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 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 21, 2025 Star Equity Holding

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 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 21, 2025 Star Equity Holdings, Inc.

August 15, 2025 8-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 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 14, 2025 Star Equity Holding

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 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 14, 2025 Star Equity Holdings, Inc.

August 13, 2025 EX-99.1

Star Equity Holdings, Inc. Announces 2025 Second Quarter Financial Results Q2 2025 revenues increased ~76% to $23.7 million and gross profit increased ~182% to $6.3 million Generated Adjusted EBITDA of $7.0 million Quarter-end Building Solutions back

Exhibit 99.1 For immediate release August 13, 2025 Star Equity Holdings, Inc. Announces 2025 Second Quarter Financial Results Q2 2025 revenues increased ~76% to $23.7 million and gross profit increased ~182% to $6.3 million Generated Adjusted EBITDA of $7.0 million Quarter-end Building Solutions backlog stands at $25.7 million Old Greenwich, CT. - Star Equity Holdings, Inc. (Nasdaq: STRR; STRRP) (

August 13, 2025 8-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of The Securities Exchange Act of 1934 Date of Report: August 13, 2025 (Date of earliest event reported) Star Equity Holding

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of The Securities Exchange Act of 1934 Date of Report: August 13, 2025 (Date of earliest event reported) Star Equity Holdings, Inc.

August 13, 2025 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q (Mark One) ☒ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 FOR THE QUARTERLY PERIOD ENDED June 30, 2025 ☐ 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: 001-35947 Star Equity H

August 13, 2025 EX-99.2

Use of Non-GAAP Financial Measures

Exhibit 99.2 Use of Non-GAAP Financial Measures In addition to financial results calculated in accordance with U.S. generally accepted accounting principles (“GAAP”), information containing non-GAAP financial measures for Star Equity Holdings, Inc. (the “Company”) was disclosed in the Company's press release (the “Press Release”) dated August 13, 2025 announcing results for the three and six month

August 8, 2025 8-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 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 8, 2025 Star Equity Holdings

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 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 8, 2025 Star Equity Holdings, Inc.

August 8, 2025 EX-99.1

Star Equity Holdings, Inc. Declares a Partial Cash Dividend of $0.225 Per Share of 10% Series A Cumulative Perpetual Preferred Stock The dividend will cover the period through August 21, 2025

August 8, 2025 Star Equity Holdings, Inc. Declares a Partial Cash Dividend of $0.225 Per Share of 10% Series A Cumulative Perpetual Preferred Stock The dividend will cover the period through August 21, 2025 Old Greenwich, CT. - Star Equity Holdings, Inc. (Nasdaq: STRR; STRRP) (“Star” or the “Company”), a diversified holding company, announced today that its Board of Directors declared a partial ca

July 28, 2025 8-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 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 24, 2025 Star Equity Holdings,

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 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 24, 2025 Star Equity Holdings, Inc.

July 23, 2025 DEFM14A

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. )

DEFM14A Table of Contents UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.

July 22, 2025 425

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of The Securities Exchange Act of 1934 Date of Report: July 22, 2025 (Date of earliest event reported) Star Equity Holdings,

425 UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of The Securities Exchange Act of 1934 Date of Report: July 22, 2025 (Date of earliest event reported) Star Equity Holdings, Inc.

July 22, 2025 425

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 22, 2025 HUDSON GLOBAL, INC.

425 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 22, 2025 HUDSON GLOBAL, INC. (Exact name of registrant as specified in its charter) Delaware 001-38704 59-3547281 (State or other jurisdiction of incorporation) (Commission F

July 22, 2025 8-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of The Securities Exchange Act of 1934 Date of Report: July 22, 2025 (Date of earliest event reported) Star Equity Holdings,

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of The Securities Exchange Act of 1934 Date of Report: July 22, 2025 (Date of earliest event reported) Star Equity Holdings, Inc.

May 22, 2025 EX-2.1

Agreement and Plan of Merger by and between Star Equity Holdings, Inc., and Hudson Global, Inc., dated as of May 21, 2055 (incorporated by reference to Exhibit 2.1 to Star Equity Holdings, Inc.’s Current Report on Form 8-K dated May 22, 2025).

Exhibit 2.1 AGREEMENT AND PLAN OF MERGER among: HUDSON GLOBAL, INC.; HSON MERGER SUB, INC.; and STAR EQUITY HOLDINGS, INC. Dated as of May 21, 2025 TABLE OF CONTENTS   Page Section 1  Definitions and Interpretative Provisions 2 1.1 Definitions 2 1.2 Mutual Drafting; Other Definitional and Interpretative Provisions 17 Section 2  Description of Transaction 18 2.1 The Merger 18 2.2 Effects of the Mer

May 22, 2025 EX-10.1

Form of Star Support Agreement

Exhibit 10.1 COMPANY STOCKHOLDER SUPPORT AGREEMENT This Company Stockholder Support Agreement (this “Agreement”), dated as of May 21, 2025, is entered into by and among Star Equity Holdings, Inc., a Delaware corporation (“Company”), Hudson Global, Inc., a Delaware corporation (“Parent”), and the stockholder of the Company included on the signature page hereto (“Securityholder”). Defined terms used

May 22, 2025 425

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of The Securities Exchange Act of 1934 Date of Report: May 21, 2025 (Date of earliest event reported) Star Equity Holdings,

425 UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of The Securities Exchange Act of 1934 Date of Report: May 21, 2025 (Date of earliest event reported) Star Equity Holdings, Inc.

May 22, 2025 EX-10.2

Form of Hudson Support Agreement

Exhibit 10.2 PARENT STOCKHOLDER SUPPORT AGREEMENT This Parent Stockholder Support Agreement (this “Agreement”), dated as of May 21, 2025, is entered into by and among Hudson Global, Inc., a Delaware corporation (“Parent”), Star Equity Holdings, Inc., a Delaware corporation (“Company”), and the stockholder of the Parent included on the signature page hereto (“Securityholder”). Defined terms used bu

May 22, 2025 EX-99.1

Star Equity Holdings and Hudson Global Sign Definitive Merger Agreement Accretive Combination Increases Scale, Diversifies Revenue Streams, and Leverages Corporate Overhead and Public Company Costs Better Positions both Companies to Accelerate Growth

Exhibit 99.1 Star Equity Holdings and Hudson Global Sign Definitive Merger Agreement Accretive Combination Increases Scale, Diversifies Revenue Streams, and Leverages Corporate Overhead and Public Company Costs Better Positions both Companies to Accelerate Growth and Maximize Shareholder Value Companies to Host a Joint Conference Call on May 22 at 10:00 am ET to Discuss the Merger Old Greenwich, C

May 22, 2025 8-K

Regulation FD Disclosure

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of The Securities Exchange Act of 1934 Date of Report: May 21, 2025 (Date of earliest event reported) Star Equity Holdings, Inc.

May 22, 2025 425

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 21, 2025 HUDSON GLOBAL, INC.

425 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 21, 2025 HUDSON GLOBAL, INC. (Exact name of registrant as specified in its charter) Delaware 001-38704 59-3547281 (State or other jurisdiction of incorporation) (Commission Fi

May 22, 2025 EX-99.2

FORWARD-LOOKING STATEMENTS “Safe Harbor” Statement under the Private Securities Litigation Reform Act of 1995: This presentation contains forward-looking statements within the meaning of the Private Securities Litigation Reform Act of 1995. All state

Exhibit 99.2 Proposed Merger (Nasdaq: HSON) (Nasdaq: STRR, STRRP) Proposed Merger Expected to Increase Scale, Accelerate Growth, and Create Value for Stockholders May 21, 2025 FORWARD-LOOKING STATEMENTS “Safe Harbor” Statement under the Private Securities Litigation Reform Act of 1995: This presentation contains forward-looking statements within the meaning of the Private Securities Litigation Ref

May 20, 2025 8-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 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 20, 2025 Star Equity Holdings,

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 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 20, 2025 Star Equity Holdings, Inc.

May 20, 2025 EX-99.1

Star Equity Holdings, Inc. Declares Cash Dividend of $0.25 Per Share of 10% Series A Cumulative Perpetual Preferred Stock

May 20, 2025 Star Equity Holdings, Inc. Declares Cash Dividend of $0.25 Per Share of 10% Series A Cumulative Perpetual Preferred Stock OLD GREENWICH, Conn., May 20, 2025 (GLOBE NEWSWIRE) - Star Equity Holdings, Inc. (Nasdaq: STRR; STRRP) (“Star” or the “Company”), a diversified holding company, announced today that its Board of Directors declared a cash dividend to holders of the Company’s 10% Ser

May 14, 2025 EX-99.1

Star Equity Holdings, Inc. Announces 2025 First Quarter Financial Results Q1 2025 revenues increased to $12.9 million vs. $9.1 million in Q1 2024 Alliance Drilling Tools acquisition marks entry into Energy Services Quarter-end Building Solutions back

Exhibit 99.1 For immediate release May 14, 2025 Star Equity Holdings, Inc. Announces 2025 First Quarter Financial Results Q1 2025 revenues increased to $12.9 million vs. $9.1 million in Q1 2024 Alliance Drilling Tools acquisition marks entry into Energy Services Quarter-end Building Solutions backlog stands at record $27.9 million Old Greenwich, CT. - Star Equity Holdings, Inc. (Nasdaq: STRR; STRR

May 14, 2025 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q (Mark One) ☒ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 FOR THE QUARTERLY PERIOD ENDED March 31, 2025 ☐ 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: 001-35947 Star Equity

May 14, 2025 EX-99.2

Use of Non-GAAP Financial Measures

Exhibit 99.2 Use of Non-GAAP Financial Measures In addition to financial results calculated in accordance with U.S. generally accepted accounting principles (“GAAP”), information containing non-GAAP financial measures for Star Equity Holdings, Inc. (the “Company”) was disclosed in the Company's press release (the “Press Release”) dated May 14, 2025 announcing results for the three months ended Mar

May 14, 2025 8-K

Financial Statements and Exhibits, Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of The Securities Exchange Act of 1934 Date of Report: May 14, 2025 (Date of earliest event reported) Star Equity Holdings, Inc.

May 13, 2025 8-K/A

Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K/A (Amendment No.

May 13, 2025 EX-99.1

Alliance Drilling Tools, LLC Evanston, Wyoming Financial Statements As of and for the Years Ended December 31, 2024 and 2023 Alliance Drilling Tools, LLC Table of Contents Page Independent Auditor's Report 1 - 2 Financial Statements Balance Sheets 3

adtfinancialstatements Alliance Drilling Tools, LLC Evanston, Wyoming Financial Statements As of and for the Years Ended December 31, 2024 and 2023 Alliance Drilling Tools, LLC Table of Contents Page Independent Auditor's Report 1 - 2 Financial Statements Balance Sheets 3 Statements of Operations and Members' Equity 4 Statements of Cash Flows 5 Notes to the Financial Statements 6 - 14 Independent

May 13, 2025 EX-99.2

STAR EQUITY HOLDINGS, INC. UNAUDITED PRO FORMA CONDENSED COMBINED FINANCIAL INFORMATION

STAR EQUITY HOLDINGS, INC. UNAUDITED PRO FORMA CONDENSED COMBINED FINANCIAL INFORMATION On March 4, 2025, Star Equity Holdings, Inc. (“Star” or the “Company”) announced it entered into an Agreement and Plan of Merger (the “Merger Agreement”) with Alliance Transaction, Inc., a Delaware corporation (“Merger Sub 1”), Alliance Drilling Solutions Inc., a Delaware corporation (“Merger Sub 2”), ADT Paren

March 21, 2025 EX-21.1

Subsidiaries of Star Equity Holdings, Inc.

Exhibit 21.1 Subsidiaries of Registrant as of March 21, 2025 Name: Star Real Estate Holdings USA, Inc. State of Incorporation: Delaware Name: 56 Mechanic Falls Road, LLC State of Incorporation: Delaware Name: 106 Bremer Ave, LLC State of Incorporation: Delaware Name: Star Construction Holdings, Inc. State of Incorporation: Minnesota Name: KBS Builders, Inc. State of Incorporation: Delaware Name: K

March 21, 2025 10-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, DC 20549 FORM 10-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, DC 20549 FORM 10-K (Mark One) ☒ ANNUAL REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the fiscal year ended December 31, 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 number: 001-35947 Star Equity Holdings, Inc.

March 21, 2025 EX-10.82

Lease Agreement, dated December 31, 2024, by and between Pine St Industrial Partners, LLC, TenNine Holdings, LLC and Edgebuilder, Inc.

1 NET LEASE AGREEMENT THIS LEASE, made on this 31st day of December, 2024, by and between Pine St Industrial Partners, LLC, TenNine Holdings, LLC (collectively, “Landlord”) and Edgebuilder, Inc.

March 21, 2025 EX-19.1

tar Equity Holdings, Inc. Insider Trading Policy

Docusign Envelope ID: D268E106-E763-4036-9038-4F892DC870D1 10. Authorized Disclosure of Material Non-Public Information. Under certain circumstances, the corporate Compliance Officer may authorize the immediate release of material non-public information. If disclosure is authorized, the form and content of all public disclosures shall be approved by the Corporate Compliance Officer and Company leg

March 20, 2025 EX-99.1

Star Equity Holdings, Inc. Announces 2024 Fourth Quarter and Full Year Financial Results Fourth Quarter Revenues Increased 21% and Gross Profit Increased 56% Generated Fourth Quarter Adjusted EBITDA of $1.1 Million ADT Acquisition Closed in March, Es

Exhibit 99.1 For Immediate Release March 20, 2025 Star Equity Holdings, Inc. Announces 2024 Fourth Quarter and Full Year Financial Results Fourth Quarter Revenues Increased 21% and Gross Profit Increased 56% Generated Fourth Quarter Adjusted EBITDA of $1.1 Million ADT Acquisition Closed in March, Establishing Energy Services Division Old Greenwich, CT. - Star Equity Holdings, Inc. (Nasdaq: STRR; S

March 20, 2025 8-K

Financial Statements and Exhibits, Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of The Securities Exchange Act of 1934 Date of Report: March 20, 2025 (Date of earliest event reported) Star Equity Holdings, Inc.

March 20, 2025 EX-99.2

Use of Non-GAAP Financial Measures

Exhibit 99.2 Use of Non-GAAP Financial Measures In addition to financial results calculated in accordance with U.S. generally accepted accounting principles (“GAAP”), information containing non-GAAP financial measures for Star Equity Holdings, Inc. (the “Company”) was disclosed in the Company's press release (the “Press Release”) dated March 20, 2025 announcing results for the three and twelve mon

March 11, 2025 8-K

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, DC 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, 2025 Star Equity Holdings, Inc.

March 5, 2025 EX-10.1

Agreement and Plan of Merger, by and among Star Equity Holdings, Inc., Alliance Transaction Inc., Alliance Drilling Solutions, Inc., ADT Parent, LLC, Alliance Drilling Tools, LLC, The Sellers Named Herein, and Bruce McGovern, et. al., dated as of March 3, 2025.

4876-2533-7599.5 EXECUTION VERSION AGREEMENT AND PLAN OF MERGER DATED AS OF THE 3 DAY OF MARCH, 2025 BY AND AMONG STAR EQUITY HOLDINGS, INC., ALLIANCE TRANSACTION, INC. ALLIANCE DRILLING SOLUTIONS, INC, ADT PARENT, LLC, ALLIANCE DRILLING TOOLS, LLC, THE SELLERS NAMED HEREIN, AND BRUCE MCGOVERN (AS SELLER REPRESENTATIVE) -i- 4876-2533-7599.5 TABLE OF CONTENTS ARTICLE I .............................

March 5, 2025 EX-10.2

Loan and Security Agreement, by and among Austin Financial Services, LLC and Alliance Drilling Tools, LLC, dated as of March 3, 2025.

BN 87077677v6 LOAN AND SECURITY AGREEMENT ALLIANCE DRILLING TOOLS, LLC, a Wyoming limited liability company, as “Borrower” This LOAN AND SECURITY AGREEMENT (this “Agreement”), dated as of March 3, 2025, is entered into between AUSTIN FINANCIAL SERVICES, INC.

March 5, 2025 EX-99.1

Star Equity Holdings Acquires Alliance Drilling Tools Establishes “Energy Services” Operating Division

March 4, 2025 Star Equity Holdings Acquires Alliance Drilling Tools Establishes “Energy Services” Operating Division Old Greenwich, CT.

March 5, 2025 EX-99.2

KBS Builders Wins Two Large Commercial Contracts Totaling $5.2 Million for Multifamily Construction Projects in Maine Star Announces Preliminary Key Financial Metrics for Q4 2024

KBS Builders Wins Two Large Commercial Contracts Totaling $5.2 Million for Multifamily Construction Projects in Maine Star Announces Preliminary Key Financial Metrics for Q4 2024 Old Greenwich, CT – March 4, 2025 - Star Equity Holdings, Inc. (Nasdaq: STRR; STRRP) (“Star” or the “Company”), a diversified holding company, announced today that its wholly owned subsidiary, KBS Builders, Inc. (“KBS”),

March 5, 2025 8-K/A

Regulation FD Disclosure, Entry into a Material Definitive Agreement, Unregistered Sales of Equity Securities, Financial Statements and Exhibits, Creation of a Direct Financial Obligation or an Obligation under an Off-Balance Sheet Arrangement of a Registrant, Results of Operations and Financial Condition, Completion of Acquisition or Disposition of Assets

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K/A (Amendment No.

March 4, 2025 8-K

Regulation FD Disclosure, Entry into a Material Definitive Agreement, Unregistered Sales of Equity Securities, Financial Statements and Exhibits, Creation of a Direct Financial Obligation or an Obligation under an Off-Balance Sheet Arrangement of a Registrant, Results of Operations and Financial Condition, Completion of Acquisition or Disposition of Assets

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 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 3, 2025 Star Equity Holdings, Inc.

March 4, 2025 EX-10.2

Loan and Security Agreement, by and among Austin Financial Services, LLC and Alliance Drilling Tools, LLC, dated as of March 3, 2025.

loanandsecurityagreement BN 87077677v6 LOAN AND SECURITY AGREEMENT ALLIANCE DRILLING TOOLS, LLC, a Wyoming limited liability company, as “Borrower” This LOAN AND SECURITY AGREEMENT (this “Agreement”), dated as of March 3, 2025, is entered into between AUSTIN FINANCIAL SERVICES, INC.

March 4, 2025 EX-99.1

Star Equity Holdings Acquires Alliance Drilling Tools Establishes “Energy Services” Operating Division

March 4, 2025 Star Equity Holdings Acquires Alliance Drilling Tools Establishes “Energy Services” Operating Division Old Greenwich, CT.

March 4, 2025 EX-10.1

Agreement and Plan of Merger, by and among Star Equity Holdings, Inc., Alliance Transaction Inc., Alliance Drilling Solutions, Inc., ADT Parent, LLC, Alliance Drilling Tools, LLC, The Sellers Named Herein, and Bruce McGovern, et. al., dated as of March 3, 2025.

4876-2533-7599.5 EXECUTION VERSION AGREEMENT AND PLAN OF MERGER DATED AS OF THE 3 DAY OF MARCH, 2025 BY AND AMONG STAR EQUITY HOLDINGS, INC., ALLIANCE TRANSACTION, INC. ALLIANCE DRILLING SOLUTIONS, INC, ADT PARENT, LLC, ALLIANCE DRILLING TOOLS, LLC, THE SELLERS NAMED HEREIN, AND BRUCE MCGOVERN (AS SELLER REPRESENTATIVE) -i- 4876-2533-7599.5 TABLE OF CONTENTS ARTICLE I .............................

February 18, 2025 8-K

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, DC 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 13, 2025 Star Equity Holdings, Inc.

February 14, 2025 EX-99.1

Star Equity Holdings, Inc. Declares Cash Dividend of $0.25 Per Share of 10% Series A Cumulative Perpetual Preferred Stock

February 14, 2025 Star Equity Holdings, Inc. Declares Cash Dividend of $0.25 Per Share of 10% Series A Cumulative Perpetual Preferred Stock Old Greenwich, CT. - Star Equity Holdings, Inc. (Nasdaq: STRR; STRRP) (“Star Equity” or the “Company”), a diversified holding company, announced today that its Board of Directors (the “Board”) declared a cash dividend to holders of the Company’s 10% Series A C

February 14, 2025 8-K

Financial Statements and Exhibits, Other Events

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 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 14, 2025 Star Equity Holdings, Inc.

January 17, 2025 8-K

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

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 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 14, 2025 Star Equity Holdings, Inc.

November 21, 2024 8-K

Financial Statements and Exhibits, Other Events

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 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 21, 2024 Star Equity Holdings, Inc.

November 21, 2024 EX-99.1

Star Equity Holdings, Inc. Declares Cash Dividend of $0.25 Per Share of 10% Series A Cumulative Perpetual Preferred Stock

November 21, 2024 Star Equity Holdings, Inc. Declares Cash Dividend of $0.25 Per Share of 10% Series A Cumulative Perpetual Preferred Stock Old Greenwich, CT. - Star Equity Holdings, Inc. (Nasdaq: STRR; STRRP) (“Star Equity” or the “Company”), a diversified holding company, announced today that its Board of Directors (the “Board”) declared a cash dividend to holders of the Company’s 10% Series A C

November 19, 2024 8-K

Financial Statements and Exhibits, Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of The Securities Exchange Act of 1934 Date of Report: November 19, 2024 (Date of earliest event reported) Star Equity Holdings, Inc.

November 19, 2024 EX-99.2

Use of Non-GAAP Financial Measures

Exhibit 99.2 Use of Non-GAAP Financial Measures In addition to financial results calculated in accordance with U.S. generally accepted accounting principles (“GAAP”), information containing non-GAAP financial measures for Star Equity Holdings, Inc. (the “Company”) was disclosed in the Company's press release (the “Press Release”) dated November 19, 2024 announcing results for the three months ende

November 19, 2024 EX-99.1

Star Equity Holdings, Inc. Announces 2024 Third Quarter Financial Results Recent large commercial contract wins validate optimism for Building Solutions upturn Enservco investment diversifies portfolio; marks entry into Energy Services and Transporta

Exhibit 99.1 For immediate release November 19, 2024 Star Equity Holdings, Inc. Announces 2024 Third Quarter Financial Results Recent large commercial contract wins validate optimism for Building Solutions upturn Enservco investment diversifies portfolio; marks entry into Energy Services and Transportation & Logistics Old Greenwich, CT. - Star Equity Holdings, Inc. (Nasdaq: STRR; STRRP) (“Star” or

November 19, 2024 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q (Mark One) ☒ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 FOR THE QUARTERLY PERIOD ENDED September 30, 2024 ☐ 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: 001-35947 Star Equ

November 14, 2024 NT 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 12b-25 NOTIFICATION OF LATE FILING

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 12b-25 NOTIFICATION OF LATE FILING Commission File Number 001-35497 CUSIP Number 85513Q301 (Check One): ☐ Form 10-K ☐ Form 20-F ☐ Form 11-K ☒ Form 10-Q ☐ Form 10-D ☐ Form N-CEN ☐ Form N-CSR For Period Ended: September 30, 2024 ☐ Transition Report on Form 10-K ☐ Transition Report on Form 20-F ☐ Transition Report on Form 11

November 13, 2024 8-K

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, DC 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 8, 2024 Star Equity Holdings, Inc.

October 22, 2024 8-K

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

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 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): October 16, 2024 Star Equity Holdings, Inc.

October 22, 2024 EX-10.2

, 2024, by and between Star Equity Holdings, Inc. and DWG Capital Partners, LLC

PURCHASE AND SALE AGREEMENT THIS PURCHASE AND SALE AGREEMENT (this “Agreement”) is made and dated as of this 18th day of October, 2024 (the “Effective Date”), by and between DWG CAPITAL PARTNERS, LLC a California limited liability company (“Buyer”), and STAR EQUITY HOLDINGS, INC.

October 22, 2024 EX-10.1

Purchase and Sale Agreement of 1607 Pine Street, dated as of October 16, 2024, by and between Star Equity Holdings, Inc. and LTI8000 LLC

PURCHASE AND SALE AGREEMENT THIS PURCHASE AND SALE AGREEMENT (this "Agreement") is made and dated as of this 16th day of October, 2024 (the "Effective Date"), by and between STAR EQUITY HOLDINGS, INC a Delaware company and company ("Buyer"), and LTI8000 LLC, a Minnesota limited liability company ("Seller").

October 11, 2024 8-K

Amendments to Articles of Incorporation or Bylaws; Change in Fiscal Year, Material Modification to Rights of Security Holders, Financial Statements and Exhibits, Submission of Matters to a Vote of Security Holders

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 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): October 10, 2024 Star Equity Holdings, Inc.

October 11, 2024 EX-3.2

Second Amended and Restated Certificate of Designation, Rights and Preferences of 10.0% Series A Cumulative Perpetual Preferred S

STAR EQUITY HOLDINGS, INC. SECOND AMENDED AND RESTATED CERTIFICATE OF DESIGNATIONS, RIGHTS AND PREFERENCES OF 10.0% SERIES A CUMULATIVE PERPETUAL PREFERRED STOCK Pursuant to Section 151 of the Delaware General Corporation Law Star Equity Holdings, Inc., a Delaware corporation (the “Corporation”), hereby certifies that the following resolution was adopted by the Board of Directors of the Corporatio

October 11, 2024 EX-10.1

.1 to Star Equity Holdings, Inc.’s Current Report on Form 8-K dated October 10, 2024 (File No. 001-35947).

2018 INCENTIVE PLAN, AS AMENDED STAR EQUITY HOLDINGS, INC. As Amended on October 10, 2024 Article 1 Establishment and Purpose 1.1 Establishment of the Plan. Star Equity Holdings, Inc., a Delaware corporation (the “Company”), hereby establishes an incentive compensation plan (the “Plan”), as set forth in this document. 1.2 Purpose of the Plan. The purpose of the Plan is to promote the success and e

October 11, 2024 EX-4.1

.1 to Star Equity Holdings, Inc.’s Current Report on Form 8-K dated October 10, 2024 (File No. 001-35947).

EX-4.1 4 rightsagreement.htm EX-4.1 Rights Agreement Dated as of August 21, 2024 By and Between Star Equity Holdings, Inc. and Equiniti Trust Company, LLC, as Rights Agent Table of Contents Page 1. Certain Definitions 1 2. Appointment of Rights Agent 7 3. Issue of Right Certificates 8 4. Form of Right Certificates 10 5. Countersignature and Registration 10 6. Transfer, Split Up, Combination and Ex

October 11, 2024 EX-3.1

Amended and Restated Certificate of Incorporation of Star Equity Holdings

EX-3.1 2 amendedandrestatedcertific.htm EX-3.1 AMENDED AND RESTATED CERTIFICATE OF INCORPORATION OF STAR EQUITY HOLDINGS, INC. Star Equity Holdings, Inc., a Delaware corporation (the “Corporation”), hereby certifies that this Amended and Restated Certificate of Incorporation has been duly adopted in accordance with Sections 242 and 245 of the General Corporation Law of the State of Delaware, and d

September 10, 2024 SC 13D/A

STRR / Star Equity Holdings, Inc. / Eberwein Jeffrey E. - SC 13D/A Activist Investment

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13D (Rule 13d-101) INFORMATION TO BE INCLUDED IN STATEMENTS FILED PURSUANT TO § 240.13d-1(a) AND AMENDMENTS THERETO FILED PURSUANT TO § 240.13d-2(a) (Amendment No. 10)1 Star Equity Holdings, Inc. (Name of Issuer) Common Stock, par value $0.0001 per share (Title of Class of Securities) 85513Q301 (CUSIP Number) JEFFREY

September 6, 2024 DEF 14A

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A (Rule 14a-101) Information Required in Proxy Statement Schedule 14a Information Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 File

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A (Rule 14a-101) Information Required in Proxy Statement Schedule 14a Information Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ý Filed by a Party other than the Registrant ¨ Check the appropriate box: ¨ Preliminary Proxy Statement ¨ Confidential, for Use of

August 27, 2024 EX-99.2

August 2024 A Diversified Holding Company with a Private Equity Strategy Building Solutions Division Investments Division Real Estate Private Investments Public Investments • Makes strategic investments in undervalued public companies, and potential

August 2024 A Diversified Holding Company with a Private Equity Strategy Building Solutions Division Investments Division Real Estate Private Investments Public Investments • Makes strategic investments in undervalued public companies, and potential acquisition targets or JVs.

August 27, 2024 EX-99.3

Common Stock: Nasdaq: STRR Series A 10% Preferred Stock: Nasdaq: STRRP Acquisition Criteria (Targeting businesses that could be more valuable inside of our HoldCo structure) ✓ Businesses with $10-$50M in revenue and >$2M in EBITDA ✓ Businesses with g

Common Stock: Nasdaq: STRR Series A 10% Preferred Stock: Nasdaq: STRRP Acquisition Criteria (Targeting businesses that could be more valuable inside of our HoldCo structure) ✓ Businesses with $10-$50M in revenue and >$2M in EBITDA ✓ Businesses with growth potential and strong local operating management teams ✓ Existing assets, earnings, and cash flows (no start-ups or venture capital-type situatio

August 27, 2024 8-K

Regulation FD Disclosure, Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of The Securities Exchange Act of 1934 Date of Report: August 27, 2024 (Date of earliest event reported) Star Equity Holdings, Inc.

August 27, 2024 EX-99.1

1 A Diversified Holding Company www.starequity.com Creating shareholder value through excellence in operations and capital allocation Common Stock: Nasdaq: STRR Series A 10% Preferred Stock: Nasdaq: STRRP Investor Presentation August 2024 2 “Safe Har

1 A Diversified Holding Company www.starequity.com Creating shareholder value through excellence in operations and capital allocation Common Stock: Nasdaq: STRR Series A 10% Preferred Stock: Nasdaq: STRRP Investor Presentation August 2024 2 “Safe Harbor” Statement under the Private Securities Litigation Reform Act of 1995: This presentation contains forward-looking statements within the meaning of

August 26, 2024 PRE 14A

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A (Rule 14a-101) Information Required in Proxy Statement Schedule 14a Information Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 File

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A (Rule 14a-101) Information Required in Proxy Statement Schedule 14a Information Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ý Filed by a Party other than the Registrant ¨ Check the appropriate box: ý Preliminary Proxy Statement ¨ Confidential, for Use of

August 26, 2024 EX-3.1

Second Amendment to the Amended and Restated Bylaws of Star Equity Holdings, Inc.

Exhibit 3.1 SECOND AMENDMENT TO THE AMENDED AND RESTATED BYLAWS OF STAR EQUITY HOLDINGS, INC. (f/k/a DIGIRAD CORPORATION) Pursuant to Article X of the Amended and Restated Bylaws of Star Equity Holdings, Inc. f/k/a Digirad Corporation (as amended, the “Bylaws”), the Board of Directors (the “Board”) of Star Equity Holdings, Inc., a Delaware corporation (the “Corporation”) hereby approves the follow

August 26, 2024 8-K

Departure of Directors or Certain Officers; Election of Directors; Appointment of Certain Officers; Compensatory Arrangements of Certain Officers, Amendments to Articles of Incorporation or Bylaws; Change in Fiscal Year, Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 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 26, 2024 Star Equity Holdings, Inc.

August 22, 2024 EX-99.1

Star Equity Holdings, Inc. Adopts Rights Agreement to Protect its Net Operating Losses Will Submit Rights Agreement for Stockholder Approval at its 2024 Annual Meeting

EXHIBIT 99.1 For immediate release August 21, 2024 Star Equity Holdings, Inc. Adopts Rights Agreement to Protect its Net Operating Losses Will Submit Rights Agreement for Stockholder Approval at its 2024 Annual Meeting Old Greenwich, CT. - Star Equity Holdings, Inc. (Nasdaq: STRR; STRRP) (“Star Equity” or the “Company”), a diversified holding company, announced today that its Board of Directors (t

August 22, 2024 8-K

Entry into a Material Definitive Agreement, Material Modification to Rights of Security Holders, Financial Statements and Exhibits, Other Events

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 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 21, 2024 Star Equity Holdings, Inc.

August 22, 2024 8-A12B

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-A FOR REGISTRATION OF CERTAIN CLASSES OF SECURITIES PURSUANT TO SECTION 12(b) OR (g) OF THE SECURITIES EXCHANGE ACT OF 1934 STAR EQUITY HOLDINGS, INC. (Exact name of regis

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-A FOR REGISTRATION OF CERTAIN CLASSES OF SECURITIES PURSUANT TO SECTION 12(b) OR (g) OF THE SECURITIES EXCHANGE ACT OF 1934 STAR EQUITY HOLDINGS, INC. (Exact name of registrant as specified in its charter) Delaware 33-0145723 (State or other jurisdiction of incorporation or organization (I.R.S. Employer Identification N

August 22, 2024 EX-4.1

Rights Agreement Dated as of August 21, 2024 By and Between Star Equity Holdings, Inc. Equiniti Trust Company, LLC, as Rights Agent

Rights Agreement Dated as of August 21, 2024 By and Between Star Equity Holdings, Inc.

August 16, 2024 EX-99.1

Star Equity Holdings, Inc. Declares Cash Dividend of $0.25 Per Share of 10% Series A Cumulative Perpetual Preferred Stock

August 16, 2024 Star Equity Holdings, Inc. Declares Cash Dividend of $0.25 Per Share of 10% Series A Cumulative Perpetual Preferred Stock Old Greenwich, CT. - Star Equity Holdings, Inc. (Nasdaq: STRR; STRRP) (“Star Equity” or the “Company”), a diversified holding company, announced today that its Board of Directors (the “Board”) declared a cash dividend to holders of the Company’s 10% Series A Cum

August 16, 2024 8-K

Financial Statements and Exhibits, Other Events

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 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 16, 2024 Star Equity Holdings, Inc.

August 13, 2024 8-K

Financial Statements and Exhibits, Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of The Securities Exchange Act of 1934 Date of Report: August 13, 2024 (Date of earliest event reported) Star Equity Holdings, Inc.

August 13, 2024 EX-99.2

Use of Non-GAAP Financial Measures

Exhibit 99.2 Use of Non-GAAP Financial Measures In addition to financial results calculated in accordance with U.S. generally accepted accounting principles (“GAAP”), information containing non-GAAP financial measures for Star Equity Holdings, Inc. (the “Company”) was disclosed in the Company's press release (the “Press Release”) dated August 13, 2024 announcing results for the three months ended

August 13, 2024 EX-10.7

ease Agreement, dated

LEASE AGREEMENT THIS LEASE AGREEMENT (this “Lease”) is made this 28th day of June, 2024 (the “Commencement Date”), by and between 106 BREMER AVE, LLC, a Wisconsin limited liability company with a mailing address of 53 Forest Ave.

August 13, 2024 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q (Mark One) ☒ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 FOR THE QUARTERLY PERIOD ENDED June 30, 2024 ☐ 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: 001-35947 Star Equity H

August 13, 2024 EX-10.5

, dated as of May 6, 2024, by and between

IN TESTIMONY WHEREOF, the parties have hereunto set their hands effective as of the day and year first above written.

August 13, 2024 EX-99.1

Star Equity Holdings, Inc. Announces 2024 Second Quarter Financial Results Timber Technologies acquisition marks major Company milestone; diversifies Building Solutions division revenue streams and improves Star’s overall cash flow and profitability

Exhibit 99.1 For immediate release August 13, 2024 Star Equity Holdings, Inc. Announces 2024 Second Quarter Financial Results Timber Technologies acquisition marks major Company milestone; diversifies Building Solutions division revenue streams and improves Star’s overall cash flow and profitability Recent sale-leaseback transactions significantly improve liquidity position and ability to execute

August 13, 2024 EX-10.6

Commercial Single-Tenant Triple Net Lease, dated as of May 6, 2024, by and between Star Equity Holdings, Inc.

{P2210636.1} 1 NET LEASE AGREEMENT THIS NET LEASE AGREEMENT (this “Lease”) made as of this day of July, 2024 (the “Commencement Date”), by and between Big Lake Industrial 2024, LLC, a Minnesota limited liability company (the “Landlord”), having its principal office at 2655 Cheshire Lane North, Plymouth, MN and Glenbrook Building Supply, Inc., a Delaware corporation and Edge Builder Inc., a Delawar

August 12, 2024 EX-10.1

by and among Star Equity Holdings, Inc. and Enservco Corporation (incorporated by reference to Exhibit 10.1 to Star Equity Holdings, Inc.’s Current Report on Form 8-K

Execution Copy SHARE EXCHANGE AGREEMENT This Share Exchange Agreement (this “Agreement”) is made and entered into as of August 9, 2024 (the “Effective Date”) by and between Star Equity Holdings, Inc.

August 12, 2024 EX-99.1

Star Equity Holdings Announces Investment in Enservco Corporation Marks Initial Entrance into the Energy Services and Transportation & Logistics Sectors

August 12, 2024 Star Equity Holdings Announces Investment in Enservco Corporation Marks Initial Entrance into the Energy Services and Transportation & Logistics Sectors Old Greenwich, CT.

August 12, 2024 EX-10.3

by and among Star Equity Holdings, Inc. and Enservco Corporation (incorporated by reference to Exhibit 10.3 to Star Equity Holdings, Inc.’s Current Report on Form 8-K

Execution Copy ENSERVCO CORPORATION PROMISSORY NOTE $1,000,000 Issuance Date: August 9, 2024 FOR VALUE RECEIVED, Enservco Corporation, a Delaware corporation (the “Company”), promises to pay to the order of Star Equity Holdings, Inc.

August 12, 2024 EX-10.2

by and among Star Equity Holdings, Inc. and Enservco Corporation (incorporated by reference to Exhibit 10.2 to Star Equity Holdings, Inc.’s Current Report on Form 8-K

Execution Copy NOTE PURCHASE AGREEMENT This NOTE PURCHASE AGREEMENT (this “Agreement”) is made effective as of August 9, 2024 (the “Effective Date”), by and between Enservco Corporation, a Delaware corporation (the “Company”) and Star Equity Holdings, Inc.

August 12, 2024 8-K

Regulation FD Disclosure, Entry into a Material Definitive Agreement, Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 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 9, 2024 Star Equity Holdings, Inc.

August 12, 2024 EX-10.4

by and among Star Equity Holdings, Inc. and Enservco Corporation (incorporated by reference to Exhibit 10.4 to Star Equity Holdings, Inc.’s Current Report on Form 8-K

Execution Copy REGISTRATION RIGHTS AGREEMENT This Registration Rights Agreement (this “Agreement”) is made as of August 9, 2024, by and between Enservco Corporation, a Delaware corporation (the “Company”), and Star Equity Holdings, Inc.

August 12, 2024 8-K

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

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 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 7, 2024 Star Equity Holdings, Inc.

July 29, 2024 EX-99.2

STAR EQUITY HOLDINGS, INC. UNAUDITED PRO FORMA CONDENSED COMBINED FINANCIAL INFORMATION

STAR EQUITY HOLDINGS, INC. UNAUDITED PRO FORMA CONDENSED COMBINED FINANCIAL INFORMATION On May 20, 2024, Star Equity Holdings, Inc. (“Star” or the “Company”) announced it completed the acquisition of Timber Technologies, Inc. (“TT”) for consideration of up to $24.1 million subject to certain post-closing adjustments, including an earn-out provision and a hold back to satisfy certain indemnificatio

July 29, 2024 EX-99.1

Timber Technologies, LLC and Affiliate Colfax, Wisconsin Combined Financial Statements December 31, 2023 and 2022 Timber Technologies, LLC and Affiliate Table of Contents Page Independent Auditor's Report 1 - 2 Combined Financial Statements Combined

a123123starequityholding Timber Technologies, LLC and Affiliate Colfax, Wisconsin Combined Financial Statements December 31, 2023 and 2022 Timber Technologies, LLC and Affiliate Table of Contents Page Independent Auditor's Report 1 - 2 Combined Financial Statements Combined Balance Sheets 3 Combined Statements of Operations 4 Combined Statements of Changes in Members' Equity 5 Combined Statements

July 29, 2024 8-K/A

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 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): May 17, 2024 Star Equity Holdings

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 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): May 17, 2024 Star Equity Holdings, Inc.

July 19, 2024 8-K

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, Other Events

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 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, 2024 Star Equity Holdings, Inc.

July 19, 2024 EX-99.1

Star Equity Holdings Announces Closing of Two Sale-Leaseback Transactions Monetizes Two Real Estate Assets for $8.3 Million Proceeds to be Deployed into Accretive Acquisitions

July 19, 2024 Star Equity Holdings Announces Closing of Two Sale-Leaseback Transactions Monetizes Two Real Estate Assets for $8.

July 3, 2024 EX-10.2

(incorporated by reference to Exhibit 10.2 to Star Equity Holdings, Inc.’s Current Report on Form 8-K dated

MORTGAGE DOCUMENT NO. This Mortgage (this “Mortgage”) is made as of June 28, 2024, by 106 BREMER AVE, LLC, a Delaware limited liability company (“Borrower”) to TIMBER PROPERTIES, LLC, a Wisconsin limited liability company (“Lender”). THIS SPACE RESERVED FOR RECORDING DATA RECITALS A. Borrower and Lender have entered into that certain Promissory Note dated of even date herewith, in the initial prin

July 3, 2024 EX-10.1

Promissory Note Secured By Mortgage dated June 28, 2024, by and among Timber Technologies, LLC and 106 Bremer Ave, LLC

PROMISSORY NOTE SECURED BY MORTGAGE 106 BREMER AVE, LLC to TIMBER PROPERTIES, LLC $3,000,000 June 28, 2024 FOR VALUE RECEIVED, THE UNDERSIGNED 106 BREMER AVE, LLC.

July 3, 2024 8-K

Financial Statements and Exhibits, Other Events

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 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 2, 2024 Star Equity Holdings, Inc.

July 3, 2024 8-K

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, Completion of Acquisition or Disposition of Assets

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 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 28, 2024 Star Equity Holdings, Inc.

July 1, 2024 8-K

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

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 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 30, 2024 Star Equity Holdings, Inc.

July 1, 2024 EX-99.1

Star Equity Holdings Announces Board Changes Appoints Three New Independent Directors

July 1, 2024 Star Equity Holdings Announces Board Changes Appoints Three New Independent Directors Old Greenwich, CT.

June 12, 2024 EX-3.1

Certificate of Amendment of the Restated Certificate of Incorporation of Star Equity Holdings, Inc.

CERTIFICATE OF AMENDMENT OF THE RESTATED CERTIFICATE OF INCORPORATION OF STAR EQUITY HOLDINGS, INC.

June 12, 2024 EX-99.1

Star Equity Holdings Announces Reverse Stock Split 1-for-5 Reverse Split to Become Effective on June 14, 2024 for Trading on June 17, 2024

June 12, 2024 Star Equity Holdings Announces Reverse Stock Split 1-for-5 Reverse Split to Become Effective on June 14, 2024 for Trading on June 17, 2024 Old Greenwich, CT.

June 12, 2024 8-K

Amendments to Articles of Incorporation or Bylaws; Change in Fiscal Year, Financial Statements and Exhibits, Other Events

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 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 12, 2024 Star Equity Holdings, Inc.

June 6, 2024 EX-99.2

June 2024 A Diversified Holding Company with Two Divisions Building Solutions Division Investments Division Real Estate Private Investments Public Investments • Star Equity Fund is a portfolio of public equities managed by STRR. • Makes strategic inv

June 2024 A Diversified Holding Company with Two Divisions Building Solutions Division Investments Division Real Estate Private Investments Public Investments • Star Equity Fund is a portfolio of public equities managed by STRR.

June 6, 2024 8-K

Regulation FD Disclosure, Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of The Securities Exchange Act of 1934 Date of Report: June 6, 2024 (Date of earliest event reported) Star Equity Holdings, Inc.

June 6, 2024 EX-99.1

1 A Diversified Holding Company www.starequity.com Creating shareholder value through excellence in both operations and capital allocation Common Stock: Nasdaq: STRR Series A 10% Preferred Stock: Nasdaq: STRRP Investor Presentation June 2024 2 “Safe

1 A Diversified Holding Company www.starequity.com Creating shareholder value through excellence in both operations and capital allocation Common Stock: Nasdaq: STRR Series A 10% Preferred Stock: Nasdaq: STRRP Investor Presentation June 2024 2 “Safe Harbor” Statement under the Private Securities Litigation Reform Act of 1995: This presentation contains forward-looking statements within the meaning

May 22, 2024 8-K

Financial Statements and Exhibits, Other Events

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 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 22, 2024 Star Equity Holdings, Inc.

May 22, 2024 EX-99.1

Star Equity Holdings, Inc. Declares Cash Dividend of $0.25 Per Share of 10% Series A Cumulative Perpetual Preferred Stock

May 22, 2024 Star Equity Holdings, Inc. Declares Cash Dividend of $0.25 Per Share of 10% Series A Cumulative Perpetual Preferred Stock Old Greenwich, CT. - Star Equity Holdings, Inc. (Nasdaq: STRR; STRRP) (“Star Equity” or the “Company”), a diversified holding company, announced today that its Board of Directors (the “Board”) declared a cash dividend to holders of the Company’s 10% Series A Cumula

May 20, 2024 EX-99.1

Star Equity Holdings, Inc. Announces 2024 First Quarter Financial Results Ended the first quarter with cash and cash equivalents of $14.7 million Well positioned to expand existing businesses organically and through acquisitions Timber Technologies a

Exhibit 99.1 For immediate release May 20, 2024 Star Equity Holdings, Inc. Announces 2024 First Quarter Financial Results Ended the first quarter with cash and cash equivalents of $14.7 million Well positioned to expand existing businesses organically and through acquisitions Timber Technologies acquisition marks a significant step forward in growth strategy Old Greenwich, CT. - Star Equity Holdin

May 20, 2024 EX-10.1

Asset Purchase Agreement, by and among Star Equity Holdings, Inc., Timber Technologies Inc.,

ASSET PURCHASE AGREEMENT by and among STAR EQUITY HOLDINGS, INC., TIMBER TECHNOLOGIES, LLC, and TOM NISKA AND DALE SCHIFERL Dated as of May 17, 2024 i TABLE OF CONTENTS Page ARTICLE I PURCHASE AND SALE; CLOSING ...................................................................1 Section 1.1. Purchase and Sale of the Purchased Assets .................................................1 Section 1.2. E

May 20, 2024 EX-10.2

Loan Agreement, dated May 17, 2024, by and between Star Equity Holdings, Inc. and Bridgewater Bank.*

1 LOAN AGREEMENT THIS LOAN AGREEMENT (this “Agreement”) is made, entered into and effective as of May 17, 2024 (the “Effective Date”), by and between BRIDGEWATER BANK, a Minnesota banking corporation (“Lender”), and TIMBER TECHNOLOGIES SOLUTIONS, INC.

May 20, 2024 EX-10.5

Form of Rea

1 PURCHASE AND SALE AGREEMENT THIS PURCHASE AND SALE AGREEMENT ("Agreement") is made as of May 17, 2024 (the "Effective Date"), by and between Timber Properties, LLC, a Wisconsin limited liability company ("Seller"), and 106 Bremer Ave.

May 20, 2024 EX-10.4

Guaranty, dated May 17, 2024, by Star Equity Holdings, Inc.*

1 9266769v2 GUARANTY THIS GUARANTY (this “Guaranty”) is made, entered into and effective as of May 17, 2024 (the “Effective Date”), by STAR EQUITY HOLDINGS, INC.

May 20, 2024 8-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of The Securities Exchange Act of 1934 Date of Report: May 20, 2024 (Date of earliest event reported) Star Equity Holdings,

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of The Securities Exchange Act of 1934 Date of Report: May 20, 2024 (Date of earliest event reported) Star Equity Holdings, Inc.

May 20, 2024 EX-99.2

Use of Non-GAAP Financial Measures

Exhibit 99.2 Use of Non-GAAP Financial Measures In addition to financial results calculated in accordance with U.S. generally accepted accounting principles (“GAAP”), information containing non-GAAP financial measures for Star Equity Holdings, Inc. (the “Company”) was disclosed in the Company's press release (the “Press Release”) dated May 20, 2024 announcing results for the three months ended Mar

May 20, 2024 EX-10.3

Term Promissory Note dated May 17, 2024.*

9266774v3 1 TERM PROMISSORY NOTE Maximum Advance Amount: St. Louis Park, Minnesota $7,000,000.00 May 17, 2024 FOR VALUE RECEIVED, TIMBER TECHNOLOGIES SOLUTIONS, INC., a Delaware corporation (“Borrower”), promises to pay to the order of BRIDGEWATER BANK, a Minnesota banking corporation, and its successors and assigns (“Lender”), at 4450 Excelsior Boulevard, Suite 100, St. Louis Park, Minnesota 5541

May 20, 2024 EX-99.1

Star Equity Holdings Announces Acquisition of Timber Technologies Enters Engineered Wood Products Market Substantially Improves Cash Flow

May 20, 2024 Star Equity Holdings Announces Acquisition of Timber Technologies Enters Engineered Wood Products Market Substantially Improves Cash Flow Old Greenwich, CT.

May 20, 2024 EX-99.1

1 Star Equity Holdings Announces Acquisition of Timber Technologies A Colfax, WI-based manufacturer of Engineered Wood Products (“EWP”) Nasdaq: STRR / STRRP www.starequity.com ✓ Enters Engineered Wood Product Market ✓ Diversifies Revenue Sources and

1 Star Equity Holdings Announces Acquisition of Timber Technologies A Colfax, WI-based manufacturer of Engineered Wood Products (“EWP”) Nasdaq: STRR / STRRP www.

May 20, 2024 8-K

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, Completion of Acquisition or Disposition of Assets, Other Events

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 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 17, 2024 Star Equity Holdings, Inc.

May 20, 2024 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q (Mark One) ☒ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 FOR THE QUARTERLY PERIOD ENDED March 31, 2024 ☐ 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: 001-35947 Star Equity

May 20, 2024 8-K

Regulation FD Disclosure, Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 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 20, 2024 Star Equity Holdings, Inc.

May 15, 2024 NT 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 12b-25 NOTIFICATION OF LATE FILING

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 12b-25 NOTIFICATION OF LATE FILING Commission File Number 001-35497 CUSIP Number 85513Q103 (Check One): ☐ Form 10-K ☐ Form 20-F ☐ Form 11-K ☒ Form 10-Q ☐ Form 10-D ☐ Form N-CEN ☐ Form N-CSR For Period Ended: March 31, 2024 ☐ Transition Report on Form 10-K ☐ Transition Report on Form 20-F ☐ Transition Report on Form 11-K ☐

May 7, 2024 8-K

Entry into a Material Definitive Agreement, Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 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 6, 2024 Star Equity Holdings, Inc.

May 7, 2024 EX-10.1

(incorporated by reference to Exhibit 10.1 to Star Equity Holdings, Inc.’s Current Report on Form 8-K dated May 7, 2024 (File No. 001-35947).

PURCHASE AND SALE AGREEMENT BETWEEN 300 PARK STREET, LLC AS SELLER AND MAG CAPITAL PARTNERS ACQUISITION, LLC OR ASSIGNS AS PURCHASER DATED MAY 3, 2024 1 PURCHASE AND SALE AGREEMENT 300 Park Street, South Paris, ME 04281 This Purchase and Sale Agreement (this “Agreement”) is made and entered into by and between Purchaser and Seller.

May 7, 2024 EX-10.2

Commercial Purchase Agreement of 791 Rose, dated as of May 6, 2024*

19. Survival. Except and to the extent otherwise provided in this Agreement, all of the terms of this Agreement will survive and be enforceable after the Closing. 20. Notices. All notices hereunder to Seller, Buyer, Escrowee or the Title Company shall be either (i) sent by certified or registered mail, return receipt requested, (ii) sent by Federal Express or other overnight courier which obtains

April 26, 2024 EX-10.2

, 2024, by Star Equity Holdings, Inc.

GUARANTY (Organization) THIS GUARANTY (as the same may from time to time be amended, restated or otherwise modified, “Guaranty”) is made as of the 24th day of April, 2024, by STAR EQUITY HOLDINGS, INC.

April 26, 2024 EX-10.1

by and between KBS Builders, Inc. and Keybank National Association

LOAN AND SECURITY AGREEMENT (ALL ASSETS) THIS LOAN AND SECURITY AGREEMENT (the “Agreement”) is made as of April 24, 2024 by and between KBS Builders, Inc.

April 26, 2024 8-K

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, Other Events

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 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 24, 2024 Star Equity Holdings, Inc.

April 26, 2024 EX-99.1

Star Equity Holdings Announces its KBS Builders Business Unit Closed a $4 Million Revolving Line of Credit with KeyBank

April 25, 2024 Star Equity Holdings Announces its KBS Builders Business Unit Closed a $4 Million Revolving Line of Credit with KeyBank Old Greenwich, CT.

March 22, 2024 EX-97

Star Equity Holdings, Inc. Compensation Clawback Policy

STAR EQUITY HOLDINGS, INC. COMPENSATION CLAWBACK POLICY A.OVERVIEW In accordance with the applicable rules of the NASDAQ Stock Market ("NASDAQ") Listing Rules (the "NASDAQ Rules"), Section 10D and Rule 10D-1 of the Securities Exchange Act of 1934, as amended (the "Exchange Act") ("Rule 10D-1"), the Board of Directors (the "Board") of Star Equity Holdings, inc. (the "Company") has adopted this Poli

March 22, 2024 8-K

Financial Statements and Exhibits, Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of The Securities Exchange Act of 1934 Date of Report: March 22, 2024 (Date of earliest event reported) Star Equity Holdings, Inc.

March 22, 2024 EX-10.57

by and between Glenbrook Building Supply, Inc. EdgeBuilder, Inc., and Premier Bank

Section 7.11 Replaces Previous Line of Credit. This Agreement and all of the documents executed in connection with the revolving credit loan evidenced hereby shall completely replace the documents evidencing and securing that certain line of credit in the maximum principal amount of $4,000,000.00 previously granted by Lender to Borrowers on or about August 16, 2023. Such $4,000,000.00 line of cred

March 22, 2024 10-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, DC 20549 FORM 10-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, DC 20549 FORM 10-K (Mark One) ☒ ANNUAL REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the fiscal year ended December 31, 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 number: 001-35947 Star Equity Holdings, Inc.

March 22, 2024 EX-99.2

Use of Non-GAAP Financial Measures

Exhibit 99.2 Use of Non-GAAP Financial Measures In addition to financial results calculated in accordance with U.S. generally accepted accounting principles (“GAAP”), information containing non-GAAP financial measures for Star Equity Holdings, Inc. (the “Company”) was disclosed in the Company's press release (the “Press Release”) dated March 22, 2024 announcing results for the three and twelve mon

March 22, 2024 EX-99.1

Star Equity Holdings, Inc. Announces 2023 Fourth Quarter and Full Year Financial Results Ended 2023 with cash and cash equivalents of $18.9 million Generated positive cash flow from operations of $2.7 million in 2023

Exhibit 99.1 For Immediate Release March 22, 2024 Star Equity Holdings, Inc. Announces 2023 Fourth Quarter and Full Year Financial Results Ended 2023 with cash and cash equivalents of $18.9 million Generated positive cash flow from operations of $2.7 million in 2023 Old Greenwich, CT. - Star Equity Holdings, Inc. (Nasdaq: STRR; STRRP) (“Star Equity” or the “Company”), a diversified holding company

March 22, 2024 EX-10.59

Lease Agreement, dated November 1, 2023, by and between Glenbrook Building Supply, Inc.. and 791 Rose Drive, LLC.

IN WITNESS WHEREOF, Landlord and Tenant have caused this Lease to be executed by their duly authorized undersigned representatives as an instrument wider seal as of the day and year first written above.

March 22, 2024 EX-21.1

Subsidiaries of Star Equity Holdings, Inc.

Exhibit 21.1 Subsidiaries of Registrant as of March 22, 2024 Name: Star Real Estate Holdings USA, Inc. State of Incorporation: Delaware Name: 947 Waterford Road, LLC State of Incorporation: Delaware Name: 56 Mechanic Falls Road, LLC State of Incorporation: Delaware Name: 300 Park Street, LLC State of Incorporation: Delaware Name: 791 Rose Drive, LLC State of Incorporation: Delaware Name: Star Cons

March 18, 2024 8-K

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, DC 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 13, 2024 Star Equity Holdings, Inc.

February 27, 2024 8-K

Termination of a Material Definitive Agreement, Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 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, 2024 Star Equity Holdings, Inc.

February 20, 2024 8-K

Notice of Delisting or Failure to Satisfy a Continued Listing Rule or Standard; Transfer of Listing, Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 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 14, 2024 Star Equity Holdings, Inc.

February 16, 2024 8-K

Financial Statements and Exhibits, Other Events

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 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 16, 2024 Star Equity Holdings, Inc.

February 16, 2024 EX-99.1

Star Equity Holdings, Inc. Declares Cash Dividend of $0.25 Per Share of 10% Series A Cumulative Perpetual Preferred Stock

February 16, 2024 Star Equity Holdings, Inc. Declares Cash Dividend of $0.25 Per Share of 10% Series A Cumulative Perpetual Preferred Stock Old Greenwich, CT. - Star Equity Holdings, Inc. (Nasdaq: STRR; STRRP) (“Star Equity” or the “Company”), a diversified holding company, announced today that its Board of Directors (the “Board”) declared a cash dividend to holders of the Company’s 10% Series A C

January 25, 2024 8-K

Entry into a Material Definitive Agreement, Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 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 22, 2024 Star Equity Holdings, Inc.

January 25, 2024 EX-99.1

Star Equity Holdings Announces $5.9 Million Sale-Leaseback Transaction

January 25, 2024 Star Equity Holdings Announces $5.9 Million Sale-Leaseback Transaction Old Greenwich, CT. - Star Equity Holdings, Inc. (Nasdaq: STRR; STRRP) (“Star” or the “Company”), a diversified holding company, announced today that Star Real Estate Holdings USA, Inc. (“SRE”), the real estate arm of the Company’s Investments division, has entered into a sale-leaseback agreement for its South P

January 25, 2024 EX-10.1

Agreement for Purchase and Sale of 300 Park, dated as of January 22, 2024*

PURCHASE AND SALE AGREEMENT WITH LEASEBACK THIS AGREEMENT is made as of January 22 ,2024 (the "Effective Date" I by and between 300 PARK STREET, LLC, a Delaware limited liability company with a place of business in Paris, Maine { "Seller"), and 300 Park St Holdings LLC, a Maine limited liability company ( "Purchaser" 1.

December 8, 2023 8-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 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 6, 2023 Star Equity Holdin

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 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 6, 2023 Star Equity Holdings, Inc.

December 4, 2023 SC 13D/A

SVVC / Firsthand Technology Value Fund Inc / Digirad Corp - SC 13D/A Activist Investment

SC 13D/A 1 svvc13d1242023.htm SC 13D/A UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, DC 20549 SCHEDULE 13D (Rule 13d-101) INFORMATION TO BE INCLUDED IN STATEMENTS FILED PURSUANT TO RULE 13d-1(a) AND AMENDMENTS THERETO FILED PURSUANT TO RULE 13d-2(a) (Amendment No. 9)1 Firsthand Technology Value Fund, Inc. (Name of Issuer) Common Stock, par value $0.001 per share (Title of Class of S

November 21, 2023 EX-99.2

Differentiated Corporate Strategy and Structure November 2023 A Diversified Holding Company with a Private Equity Strategy • Diversified holding company with two divisions • Operating divisions led by local management. Corporate HQ functions like a p

Differentiated Corporate Strategy and Structure November 2023 A Diversified Holding Company with a Private Equity Strategy • Diversified holding company with two divisions • Operating divisions led by local management.

November 21, 2023 EX-99.1

1 A Diversified Holding Company www.starequity.com Creating shareholder value through excellence in operations and capital allocation Common Stock: Nasdaq: STRR Series A 10% Preferred Stock: Nasdaq: STRRP Investor Presentation November 2023 2 “Safe H

1 A Diversified Holding Company www.starequity.com Creating shareholder value through excellence in operations and capital allocation Common Stock: Nasdaq: STRR Series A 10% Preferred Stock: Nasdaq: STRRP Investor Presentation November 2023 2 “Safe Harbor” Statement under the Private Securities Litigation Reform Act of 1995: This presentation contains forward-looking statements within the meaning

November 21, 2023 8-K

Regulation FD Disclosure, Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of The Securities Exchange Act of 1934 Date of Report: November 21, 2023 (Date of earliest event reported) Star Equity Holdings, Inc.

November 17, 2023 EX-99.1

Star Equity Holdings, Inc. Declares Cash Dividend of $0.25 Per Share of 10% Series A Cumulative Perpetual Preferred Stock

November 17, 2023 Star Equity Holdings, Inc. Declares Cash Dividend of $0.25 Per Share of 10% Series A Cumulative Perpetual Preferred Stock Old Greenwich, CT. - Star Equity Holdings, Inc. (Nasdaq: STRR; STRRP) (“Star Equity” or the “Company”), a diversified holding company, announced today that its Board of Directors declared a cash dividend to holders of the Company’s 10% Series A Cumulative Perp

November 17, 2023 8-K

Financial Statements and Exhibits, Other Events

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 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 17, 2023 Star Equity Holdings, Inc.

November 8, 2023 8-K

Financial Statements and Exhibits, Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of The Securities Exchange Act of 1934 Date of Report: November 8, 2023 (Date of earliest event reported) Star Equity Holdings, Inc.

November 8, 2023 EX-99.1

Star Equity Holdings, Inc. Announces 2023 Third Quarter Financial Results Ended the third quarter with cash and cash equivalents of $20.7 million; well positioned to expand existing businesses organically or grow through acquisitions of bolt-ons or n

Exhibit 99.1 For immediate release November 8, 2023 Star Equity Holdings, Inc. Announces 2023 Third Quarter Financial Results Ended the third quarter with cash and cash equivalents of $20.7 million; well positioned to expand existing businesses organically or grow through acquisitions of bolt-ons or new verticals Old Greenwich, CT. - Star Equity Holdings, Inc. (Nasdaq: STRR; STRRP) (“Star Equity”

November 8, 2023 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q (Mark One) ☒ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 FOR THE QUARTERLY PERIOD ENDED September 30, 2023 ☐ 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: 001-35947 Star Equ

November 8, 2023 EX-10.2

Star Equity Holdings, Inc. Compensation

1 STAR EQUITY HOLDINGS, INC. COMPENSATION CLAWBACK POLICY A. OVERVIEW In accordance with the applicable rules of the NASDAQ Stock Market Listing Rules (the ASDAQ ), Section 10D and Rule 10D-1 of the Securities Exchange Act of 1934, as amended Exchange Act Rule 10D-1 Board of Star Equity Holdings, Inc. Company Clawback Policy erroneously awarded Incentive-based Compensation from Executive Officers.

November 8, 2023 EX-99.2

Use of Non-GAAP Financial Measures

Exhibit 99.2 Use of Non-GAAP Financial Measures In addition to financial results calculated in accordance with U.S. generally accepted accounting principles (“GAAP”), information containing non-GAAP financial measures for Star Equity Holdings, Inc. (the “Company”) was disclosed in the Company's press release (the “Press Release”) dated November 8, 2023 announcing results for the three and nine mon

November 2, 2023 EX-99.1

Star Equity Holdings Announces Acquisition of Big Lake Lumber Accretive Bolt-On Acquisition Positions Star’s Glenbrook Business as a Twin Cities Regional Player

November 2, 2023 Star Equity Holdings Announces Acquisition of Big Lake Lumber Accretive Bolt-On Acquisition Positions Star’s Glenbrook Business as a Twin Cities Regional Player Old Greenwich, CT.

November 2, 2023 EX-10.1

Asset Purchase Agreement, by and among Glenbrook Building Supply, Inc. and Big Lake Lumber Inc., dated as of October 31, 2023.

ASSET PURCHASE AGREEMENT by and among GLENBROOK BUILDING SUPPLY INC., BIG LAKE LUMBER INC., and RAY KLINDWORTH AND PAUL FRIDGEN Dated as of October 31, 2023 12193200-3 TABLE OF CONTENTS Page ARTICLE I PURCHASE AND SALE; CLOSING 1 Section 1.1. Purchase and Sale of the Purchased Assets 1 Section 1.2. Excluded Assets 2 Section 1.3. Assumed Liabilities 2 Section 1.4. Excluded Liabilities 2 Section 1.5

November 2, 2023 8-K

Entry into a Material Definitive Agreement, Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 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): October 31, 2023 Star Equity Holdings, Inc.

September 18, 2023 SC 13D/A

STRR / Star Equity Holdings Inc / Digirad Corp - SC 13D/A Activist Investment

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13D (Rule 13d-101) INFORMATION TO BE INCLUDED IN STATEMENTS FILED PURSUANT TO § 240.13d-1(a) AND AMENDMENTS THERETO FILED PURSUANT TO § 240.13d-2(a) (Amendment No. 9)1 Star Equity Holdings, Inc. (Name of Issuer) Common Stock, par value $0.0001 per share (Title of Class of Securities) 85513Q103 (CUSIP Number) JEFFREY E

August 31, 2023 SC 13D/A

STRR / Star Equity Holdings Inc / Digirad Corp - SC 13D/A Activist Investment

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13D (Rule 13d-101) INFORMATION TO BE INCLUDED IN STATEMENTS FILED PURSUANT TO § 240.13d-1(a) AND AMENDMENTS THERETO FILED PURSUANT TO § 240.13d-2(a) (Amendment No. 8)1 Star Equity Holdings, Inc. (Name of Issuer) Common Stock, par value $0.0001 per share (Title of Class of Securities) 85513Q103 (CUSIP Number) JEFFREY E

August 22, 2023 8-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 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 16, 2023 Star Equity Holding

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 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 16, 2023 Star Equity Holdings, Inc.

August 22, 2023 EX-10.1

Revolving Credit Loan Agreement by and between Glenbrook Building Supply, Inc., EdgeBuilder, Inc. and Premier Bank, dated as of August

REVOLVING CREDIT LOAN AGREEMENT This Revolving Credit Loan Agreement is entered into as of the 16th day of August 2023, by and between Glenbrook Building Supply, Inc.

August 17, 2023 8-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 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 17, 2023 Star Equity Holding

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 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 17, 2023 Star Equity Holdings, Inc.

August 17, 2023 EX-99.1

Star Equity Holdings, Inc. Declares Cash Dividend of $0.25 Per Share of 10% Series A Cumulative Perpetual Preferred Stock

August 17, 2023 Star Equity Holdings, Inc. Declares Cash Dividend of $0.25 Per Share of 10% Series A Cumulative Perpetual Preferred Stock Old Greenwich, CT. - Star Equity Holdings, Inc. (Nasdaq: STRR; STRRP) (“Star Equity” or the “Company”), a diversified holding company, announced today that its Board of Directors declared a cash dividend to holders of the Company’s 10% Series A Cumulative Perpet

August 17, 2023 SC 13D/A

STRR / Star Equity Holdings Inc / Digirad Corp - SC 13D/A Activist Investment

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13D (Rule 13d-101) INFORMATION TO BE INCLUDED IN STATEMENTS FILED PURSUANT TO § 240.13d-1(a) AND AMENDMENTS THERETO FILED PURSUANT TO § 240.13d-2(a) (Amendment No. 7)1 Star Equity Holdings, Inc. (Name of Issuer) Common Stock, par value $0.0001 per share (Title of Class of Securities) 85513Q103 (CUSIP Number) JEFFREY E

August 11, 2023 EX-99.2

Differentiated Corporate Strategy and Structure August 2023 A Diversified Holding Company with a Private Equity Strategy • Diversified holding company with two divisions • Operating divisions led by local management. Corporate HQ functions like a pri

strraugust2023factsheetv Differentiated Corporate Strategy and Structure August 2023 A Diversified Holding Company with a Private Equity Strategy • Diversified holding company with two divisions • Operating divisions led by local management.

August 11, 2023 8-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of The Securities Exchange Act of 1934 Date of Report: August 11, 2023 (Date of earliest event reported) Star Equity Holding

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of The Securities Exchange Act of 1934 Date of Report: August 11, 2023 (Date of earliest event reported) Star Equity Holdings, Inc.

August 11, 2023 EX-99.1

Star Equity Holdings, Inc. Announces 2023 Second Quarter Financial Results Well positioned for growth with cash and cash equivalents of $21.4 million and no outstanding debt Consolidated gross profit increased by 7.5% in Q2 2023 versus Q2 2022

Exhibit 99.1 For immediate release August 11, 2023 Star Equity Holdings, Inc. Announces 2023 Second Quarter Financial Results Well positioned for growth with cash and cash equivalents of $21.4 million and no outstanding debt Consolidated gross profit increased by 7.5% in Q2 2023 versus Q2 2022 Old Greenwich, CT. - Star Equity Holdings, Inc. (Nasdaq: STRR; STRRP) (“Star Equity” or the “Company”), a

August 11, 2023 EX-99.2

Use of Non-GAAP Financial Measures

Exhibit 99.2 Use of Non-GAAP Financial Measures In addition to financial results calculated in accordance with U.S. generally accepted accounting principles (“GAAP”), information containing non-GAAP financial measures for Star Equity Holdings, Inc. (the “Company”) was disclosed in the Company's press release (the “Press Release”) dated August 11, 2023 announcing results for the three and six month

August 11, 2023 EX-99.1

1 A Diversified Holding Company www.starequity.com Creating shareholder value through operational excellence and disciplined capital allocation Common Stock: Nasdaq: STRR Series A 10% Preferred Stock: Nasdaq: STRRP Investor Presentation August 2023 2

1 A Diversified Holding Company www.starequity.com Creating shareholder value through operational excellence and disciplined capital allocation Common Stock: Nasdaq: STRR Series A 10% Preferred Stock: Nasdaq: STRRP Investor Presentation August 2023 2 “Safe Harbor” Statement under the Private Securities Litigation Reform Act of 1995: This presentation contains forward-looking statements within the

August 11, 2023 8-K/A

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K/A CURRENT REPORT Pursuant to Section 13 or 15(d) of The Securities Exchange Act of 1934 Date of Report: July 17, 2023 (Date of earliest event reported) Star Equity Holding

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K/A CURRENT REPORT Pursuant to Section 13 or 15(d) of The Securities Exchange Act of 1934 Date of Report: July 17, 2023 (Date of earliest event reported) Star Equity Holdings, Inc.

August 11, 2023 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q (Mark One) ☒ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 FOR THE QUARTERLY PERIOD ENDED June 30, 2023 ☐ 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: 001-35947 Star Equity H

August 1, 2023 8-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of The Securities Exchange Act of 1934 Date of Report: July 26, 2023 (Date of earliest event reported) STAR EQUITY HOLDINGS,

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of The Securities Exchange Act of 1934 Date of Report: July 26, 2023 (Date of earliest event reported) STAR EQUITY HOLDINGS, INC.

July 17, 2023 8-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of The Securities Exchange Act of 1934 Date of Report: July 17, 2023 (Date of earliest event reported) Star Equity Holdings,

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of The Securities Exchange Act of 1934 Date of Report: July 17, 2023 (Date of earliest event reported) Star Equity Holdings, Inc.

July 17, 2023 EX-99.2

Differentiated Corporate Strategy and Structure July 2023 A Diversified Holding Company with a Private Equity Strategy • Diversified holding company with two divisions • Operating divisions led by local management. Corporate HQ functions like a priva

strr-factsheetxjuly2023x Differentiated Corporate Strategy and Structure July 2023 A Diversified Holding Company with a Private Equity Strategy • Diversified holding company with two divisions • Operating divisions led by local management.

July 17, 2023 EX-99.1

1 A Diversified Holding Company www.starequity.com Creating shareholder value through operational excellence and disciplined capital allocation Common Stock: Nasdaq: STRR Series A 10% Preferred Stock: Nasdaq: STRRP Investor Presentation July 2023 2 “

strrjuly2023irpresentati 1 A Diversified Holding Company www.starequity.com Creating shareholder value through operational excellence and disciplined capital allocation Common Stock: Nasdaq: STRR Series A 10% Preferred Stock: Nasdaq: STRRP Investor Presentation July 2023 2 “Safe Harbor” Statement under the Private Securities Litigation Reform Act of 1995: This presentation contains forward-looking

June 22, 2023 8-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 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 20, 2023 Star Equity Holdings,

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 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 20, 2023 Star Equity Holdings, Inc.

June 8, 2023 8-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 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 Star Equity Holdings,

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 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 Star Equity Holdings, Inc.

June 8, 2023 8-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of The Securities Exchange Act of 1934 Date of Report: June 7, 2023 (Date of earliest event reported) Star Equity Holdings,

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of The Securities Exchange Act of 1934 Date of Report: June 7, 2023 (Date of earliest event reported) Star Equity Holdings, Inc.

June 8, 2023 EX-99.1

1 A Diversified Holding Company www.starequity.com Creating shareholder value through operational excellence and disciplined capital allocation Common Stock: Nasdaq: STRR Series A 10% Preferred Stock: Nasdaq: STRRP Investor Presentation June 2023 2 “

strrjune2023irpresentati 1 A Diversified Holding Company www.starequity.com Creating shareholder value through operational excellence and disciplined capital allocation Common Stock: Nasdaq: STRR Series A 10% Preferred Stock: Nasdaq: STRRP Investor Presentation June 2023 2 “Safe Harbor” Statement under the Private Securities Litigation Reform Act of 1995: This presentation contains forward-looking

June 8, 2023 SC 13D/A

STRR / Star Equity Holdings Inc / Digirad Corp - SC 13D/A Activist Investment

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13D (Rule 13d-101) INFORMATION TO BE INCLUDED IN STATEMENTS FILED PURSUANT TO § 240.13d-1(a) AND AMENDMENTS THERETO FILED PURSUANT TO § 240.13d-2(a) (Amendment No. 6)1 Star Equity Holdings, Inc. (Name of Issuer) Common Stock, par value $0.0001 per share (Title of Class of Securities) 85513Q103 (CUSIP Number) JEFFREY E

June 8, 2023 EX-99.2

Differentiated Corporate Strategy and Structure Star Equity currently has two divisions (3) : June 2023 A Diversified Holding Company with a Private Equity Strategy • Diversified holding company with two divisions • Operating divisions led by local m

strr-factsheetxjune2023 Differentiated Corporate Strategy and Structure Star Equity currently has two divisions (3) : June 2023 A Diversified Holding Company with a Private Equity Strategy • Diversified holding company with two divisions • Operating divisions led by local management.

May 31, 2023 EX-1.01

Conflict Minerals Report

Exhibit 1.01 Star Equity Holdings, Inc. Conflict Minerals Report This report for the year ended December 31, 2022, is presented to comply with Rule 13p-1 under the Securities Exchange Act of 1934 (the "Rule") for Star Equity Holdings, Inc. ("we", the "Company" or "Star Equity"). The Rule was adopted by the Securities and Exchange Commission to implement reporting and disclosure requirements relate

May 31, 2023 SD

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM SD Specialized Disclosure Report Commission file number: 001-35947 Star Equity Holdings, Inc. (Exact name of registrant as specified in its charter)

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM SD Specialized Disclosure Report Commission file number: 001-35947 Star Equity Holdings, Inc. (Exact name of registrant as specified in its charter) Delaware 33-0145723 (State or Other Jurisdiction of Incorporation or Organization) (I.R.S. Employer Identification No.) 53 Forest Ave., Suite 101, Old Greenwich, CT 06870 (Ad

May 19, 2023 8-K

Financial Statements and Exhibits, Other Events

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 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 19, 2023 Star Equity Holdings, Inc.

May 19, 2023 EX-99.1

Star Equity Holdings, Inc. Declares Cash Dividend of $0.25 Per Share of 10% Series A Cumulative Perpetual Preferred Stock

May 19, 2023 Star Equity Holdings, Inc. Declares Cash Dividend of $0.25 Per Share of 10% Series A Cumulative Perpetual Preferred Stock Old Greenwich, CT. - Star Equity Holdings, Inc. (Nasdaq: STRR; STRRP) (“Star Equity” or the “Company”), a diversified holding company, announced today that its Board of Directors declared a cash dividend to holders of the Company’s 10% Series A Cumulative Perpetual

May 18, 2023 DEF 14A

mended of Star Equity Holdings, Inc. (incorporated by reference to Annex B to the Company’s Definitive Proxy Statement filed with the Commission on May 18, 2023.

DEF 14A 1 definitiveproxystatement20.htm DEF 14A UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A (Rule 14a-101) Information Required in Proxy Statement Schedule 14a Information Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ý Filed by a Party other than the Registrant ¨ Check the appropriate box: ¨ Preli

May 15, 2023 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q (Mark One) ☒ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 FOR THE QUARTERLY PERIOD ENDED March 31, 2023 ☐ 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: 001-35947 Star Equity

May 15, 2023 EX-99.2

Use of Non-GAAP Financial Measures

Exhibit 99.2 Use of Non-GAAP Financial Measures In addition to financial results calculated in accordance with U.S. generally accepted accounting principles (“GAAP”), information containing non-GAAP financial measures for Star Equity Holdings, Inc. (the “Company”) was disclosed in the Company's press release (the “Press Release”) dated May 15, 2023 announcing results for the three months ended Mar

May 15, 2023 8-K

Financial Statements and Exhibits, Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of The Securities Exchange Act of 1934 Date of Report: May 15, 2023 (Date of earliest event reported) Star Equity Holdings, Inc.

May 15, 2023 EX-99.1

Star Equity Holdings, Inc. Announces 2023 First Quarter Financial Results Consolidated Gross Profit increased 63% in Q1 2023 versus Q1 2022 Reports Net Income of $0.4 million and Non-GAAP Adjusted Net Income of $0.9 million Adjusted EBITDA of $1.7 mi

Exhibit 99.1 For immediate release May 15, 2023 Star Equity Holdings, Inc. Announces 2023 First Quarter Financial Results Consolidated Gross Profit increased 63% in Q1 2023 versus Q1 2022 Reports Net Income of $0.4 million and Non-GAAP Adjusted Net Income of $0.9 million Adjusted EBITDA of $1.7 million in Q1 2023 versus $0.1 million in Q1 2022 Old Greenwich, CT. - Star Equity Holdings, Inc. (Nasda

May 10, 2023 8-K/A

Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 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): May 10, 2023 Star Equity Holdings, Inc.

May 10, 2023 EX-99.1

STAR EQUITY HOLDINGS, INC. UNAUDITED PRO FORMA CONDENSED COMBINED FINANCIAL INFORMATION

STAR EQUITY HOLDINGS, INC. UNAUDITED PRO FORMA CONDENSED COMBINED FINANCIAL INFORMATION On May 5, 2023, Star Equity Holdings, Inc. (“Star” or the “Company”) announced it completed the sale of Digirad Health, Inc. ("DHI"), the Company's Healthcare business, for $27 million in cash, $7 million seller's note and $6 million equity investment. The disposition constitutes a significant disposition for t

May 8, 2023 PRE 14A

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A (Rule 14a-101) Information Required in Proxy Statement Schedule 14a Information Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 File

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A (Rule 14a-101) Information Required in Proxy Statement Schedule 14a Information Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ý Filed by a Party other than the Registrant ¨ Check the appropriate box: ý Preliminary Proxy Statement ¨ Confidential, for Use of

May 5, 2023 EX-10.1

Stock Purchase and Contribution Agreement, by and among Star Equity Holdings, Inc, Digirad Health, Inc., TTG Imaging Solutions, LLC, and Insignia TTG Parent, LLC, dated as of May 4, 2023

ttg-projectwoodsonxstock Execution Version STOCK PURCHASE AND CONTRIBUTION AGREEMENT by and among Star Equity Holdings, Inc.

May 5, 2023 8-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 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 4, 2023 Star Equity Holdings, I

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 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 4, 2023 Star Equity Holdings, Inc.

May 5, 2023 EX-99.1

Star Equity Holdings, Inc. Announces Sale of Digirad Health, Inc. for $40 Million Transformative, Value-Creating Disposition Positions Star Equity for Future Growth

May 5, 2023 Star Equity Holdings, Inc. Announces Sale of Digirad Health, Inc. for $40 Million Transformative, Value-Creating Disposition Positions Star Equity for Future Growth Old Greenwich, CT. - Star Equity Holdings, Inc. (Nasdaq: STRR; STRRP) (“Star Equity” or the “Company”), a diversified holding company, announced today it has completed the sale of Digirad Health, Inc. (“Digirad”) to TTG Ima

May 1, 2023 10-K/A

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, DC 20549 FORM 10-K/A Amendment No. 1

Form 10-K Amendment No. 1 UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, DC 20549 FORM 10-K/A Amendment No. 1 (Mark One) ☒ ANNUAL REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the fiscal year ended December 31, 2022 or ☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commis

April 20, 2023 EX-99.1

Common Stock: Nasdaq: STRR Series A 10% Preferred Stock: Nasdaq: STRRP Growing shareholder value through operational excellence and disciplined capital allocation A Diversified Holding Company Investor Presentation April 2023 “Safe Harbor” Statement

strrinvestordeck-april20 Common Stock: Nasdaq: STRR Series A 10% Preferred Stock: Nasdaq: STRRP Growing shareholder value through operational excellence and disciplined capital allocation A Diversified Holding Company Investor Presentation April 2023 “Safe Harbor” Statement under the Private Securities Litigation Reform Act of 1995: This release contains forward-looking statements within the meaning of the Private Securities Litigation Reform Act of 1995.

April 20, 2023 8-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of The Securities Exchange Act of 1934 Date of Report: April 19, 2023 (Date of earliest event reported) Star Equity Holdings

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of The Securities Exchange Act of 1934 Date of Report: April 19, 2023 (Date of earliest event reported) Star Equity Holdings, Inc.

April 20, 2023 EX-99.2

Star Equity currently has three divisions: April 2023 A Diversified Holding Company with a Private Equity Strategy • Diversified holding company with three Divisions • Operating Divisions are led by local management with corporate HQ functioning like

strrfactsheet-april2023x Star Equity currently has three divisions: April 2023 A Diversified Holding Company with a Private Equity Strategy • Diversified holding company with three Divisions • Operating Divisions are led by local management with corporate HQ functioning like a private equity firm and managing Investments Division • Future acquisitions could be either bolt-ons for existing divisions or entries into new business sectors Common Stock (Nasdaq: STRR): Stock Price 1: $0.

March 16, 2023 8-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 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, 2023 Star Equity Holdings

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 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, 2023 Star Equity Holdings, Inc.

March 15, 2023 EX-99.2

Use of Non-GAAP Financial Measures

Exhibit 99.2 Use of Non-GAAP Financial Measures In addition to financial results calculated in accordance with U.S. generally accepted accounting principles (“GAAP”), information containing non-GAAP financial measures for Star Equity Holdings, Inc. (the “Company”) was disclosed in the Company's press release (the “Press Release”) dated March 15, 2023 announcing results for the three and twelve mon

March 15, 2023 EX-10.105

eCapital KBS Twenty-First Amendment to Loan and Security Agreement, dated December 31, 2022, by and among eCapital Asset Based Lending Corp. and KBS Builders, Inc.

Execution version TWENTY-FIRST AMENDMENT TO LOAN AND SECURITY AGREEMENT THIS TWENTY-FIRST AMENDMENT TO LOAN AND SECURITY AGREEMENT (this “Twenty-First Amendment”) is entered into as of this 31st day of December 2022 (the “Effective Date”), by and among eCapital Asset Based Lending Corp.

March 15, 2023 EX-10.106

Fourth Amendment to Loan and Security Agreement, dated December 31, 2022, by and among Gerber Finance Inc., Star Real Estate Holdings USA, Inc., 300 Park Street, LLC, 947 Waterford Road, LLC, and 56 Mechanic Falls Road, LLC.

Execution version FOURTH AMENDMENT TO LOAN AND SECURITY AGREEMENT DATED JANUARY 31, 2020 THIS FOURTH AMENDMENT TO LOAN AND SECURITY AGREEMENT DATED JANUARY 31, 2020, (this “Fourth Amendment”) is entered into as of this 31st day of December, 2022 (the “Effective Date”), by and among Gerber Finance Inc.

March 15, 2023 EX-99.1

Star Equity Holdings, Inc. Announces 2022 Fourth Quarter and Full Year Financial Results Q4 2022 revenues and gross profit increased 8.8% and 34.8%, respectively, compared to Q4 2021 Q4 2022 net income increased to $1.9 million from $4.4 million loss

Exhibit 99.1 For Immediate Release March 15, 2023 Star Equity Holdings, Inc. Announces 2022 Fourth Quarter and Full Year Financial Results Q4 2022 revenues and gross profit increased 8.8% and 34.8%, respectively, compared to Q4 2021 Q4 2022 net income increased to $1.9 million from $4.4 million loss in Q4 2021 Q4 2022 adjusted EBITDA increased to $3.1 million from $1.0 million in Q4 2021 Old Green

March 15, 2023 EX-21.1

Subsidiaries of Star Equity Holdings, Inc.

Exhibit 21.1 Subsidiaries of Registrant as of March 15, 2023 Name: Digirad Health, Inc. State of Incorporation: Delaware Name: Digirad Diagnostic Imaging, Inc. State of Incorporation: Delaware Name: Digirad Imaging Solutions, Inc. State of Incorporation: Delaware Name: Project Rendezvous Holding Corporation State of Incorporation: Delaware Name: Project Rendezvous Acquisition Corporation State of

March 15, 2023 EX-10.104

eCapital EBGL Eleventh Amendment to Loan and Security Agreement, dated December 31, 2022, by and among eCapital Asset Based Lending Corp., EdgeBuilder, Inc., and Glenbrook Building Supply, Inc.

Execution version ELEVENTH AMENDMENT TO LOAN AND SECURITY AGREEMENT DATED JANUARY 31, 2020 THIS ELEVENTH AMENDMENT TO LOAN AND SECURITY AGREEMENT DATED JANUARY 31, 2020 (this “Eleventh Amendment”) is entered into as of this 31st day of December, 2022 (the “Effective Date”), by and among eCapital Asset Based Lending Corp.

March 15, 2023 8-K

Financial Statements and Exhibits, Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of The Securities Exchange Act of 1934 Date of Report: March 15, 2023 (Date of earliest event reported) Star Equity Holdings, Inc.

March 15, 2023 10-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, DC 20549 FORM 10-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, DC 20549 FORM 10-K (Mark One) ☒ ANNUAL REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the fiscal year ended December 31, 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 number: 001-35947 Star Equity Holdings, Inc.

February 17, 2023 EX-99.1

Star Equity Holdings, Inc. Declares Cash Dividend of $0.25 Per Share of 10% Series A Cumulative Perpetual Preferred Stock

February 17, 2023 Star Equity Holdings, Inc. Declares Cash Dividend of $0.25 Per Share of 10% Series A Cumulative Perpetual Preferred Stock Old Greenwich, CT. - Star Equity Holdings, Inc. (Nasdaq: STRR; STRRP) (“Star Equity” or the “Company”), a diversified holding company, announced today that its Board of Directors (the “Board”) declared a cash dividend to holders of the Company’s 10% Series A C

February 17, 2023 8-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 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 17, 2023 Star Equity Holdi

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 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 17, 2023 Star Equity Holdings, Inc.

January 20, 2023 8-K

Notice of Delisting or Failure to Satisfy a Continued Listing Rule or Standard; Transfer of Listing, Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 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 19, 2023 Star Equity Holdings, Inc.

December 16, 2022 SC 13D/A

STRR / Star Equity Holdings Inc / Eberwein Jeffrey E. Activist Investment

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13D (Rule 13d-101) INFORMATION TO BE INCLUDED IN STATEMENTS FILED PURSUANT TO § 240.13d-1(a) AND AMENDMENTS THERETO FILED PURSUANT TO § 240.13d-2(a) (Amendment No. 5)1 Star Equity Holdings, Inc. (Name of Issuer) Common Stock, par value $0.0001 per share (Title of Class of Securities) 85513Q103 (CUSIP Number) JEFFREY E

December 13, 2022 EX-99.1

Common Stock: Nasdaq: STRR Series A 10% Preferred Stock: Nasdaq: STRRP Growing shareholder value through excellence in operations and disciplined capital allocation A Diversified Holding Company Investor Presentation December 2022 “Safe Harbor” State

strrinvestordeck-decembe Common Stock: Nasdaq: STRR Series A 10% Preferred Stock: Nasdaq: STRRP Growing shareholder value through excellence in operations and disciplined capital allocation A Diversified Holding Company Investor Presentation December 2022 “Safe Harbor” Statement under the Private Securities Litigation Reform Act of 1995: This release contains forward-looking statements within the meaning of the Private Securities Litigation Reform Act of 1995.

December 13, 2022 EX-99.2

Star Equity currently has three divisions: December 2022 A Diversified Holding Company with a Private Equity Strategy • Diversified holding company with three Divisions • Operating divisions led by local management with corporate HQ functioning like

star-factsheetxdec2022xf Star Equity currently has three divisions: December 2022 A Diversified Holding Company with a Private Equity Strategy • Diversified holding company with three Divisions • Operating divisions led by local management with corporate HQ functioning like a private equity firm and managing Investments Division • In 2021, closed sale of non-continuing healthcare businesses for over $20 million • End of Q3 2022 cash & cash equivalents balance of $9.

December 13, 2022 8-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of The Securities Exchange Act of 1934 Date of Report: December 13, 2022 (Date of earliest event reported) Star Equity Holdi

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of The Securities Exchange Act of 1934 Date of Report: December 13, 2022 (Date of earliest event reported) Star Equity Holdings, Inc.

November 17, 2022 SC 13D/A

STRR / Star Equity Holdings Inc / Eberwein Jeffrey E. Activist Investment

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13D (Rule 13d-101) INFORMATION TO BE INCLUDED IN STATEMENTS FILED PURSUANT TO ? 240.13d-1(a) AND AMENDMENTS THERETO FILED PURSUANT TO ? 240.13d-2(a) (Amendment No. 4)1 Star Equity Holdings, Inc. (Name of Issuer) Common Stock, par value $0.0001 per share (Title of Class of Securities) 85513Q103 (CUSIP Number) JEFFREY E

November 17, 2022 8-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 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 17, 2022 Star Equity Holdi

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 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 17, 2022 Star Equity Holdings, Inc.

November 17, 2022 EX-99.1

Star Equity Holdings, Inc. Declares Cash Dividend of $0.25 Per Share of 10% Series A Cumulative Perpetual Preferred Stock

November 17, 2022 Star Equity Holdings, Inc. Declares Cash Dividend of $0.25 Per Share of 10% Series A Cumulative Perpetual Preferred Stock Old Greenwich, CT. - Star Equity Holdings, Inc. (Nasdaq: STRR; STRRP) (“Star Equity” or the “Company”), a diversified holding company, announced today that its Board of Directors (the “Board”) declared a cash dividend to holders of the Company’s 10% Series A C

November 14, 2022 EX-99.1

Star Equity Holdings, Inc. Announces 2022 Third Quarter Financial Results Reported a 55% increase in Q3 2022 consolidated gross profit versus Q3 2021 Construction division reported a significant gross margin improvement

Exhibit 99.1 For immediate release November 11, 2022 Star Equity Holdings, Inc. Announces 2022 Third Quarter Financial Results Reported a 55% increase in Q3 2022 consolidated gross profit versus Q3 2021 Construction division reported a significant gross margin improvement Old Greenwich, CT. - Star Equity Holdings, Inc. (Nasdaq: STRR; STRRP) (?Star Equity? or the ?Company?), a diversified holding c

November 14, 2022 8-K

Financial Statements and Exhibits, Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of The Securities Exchange Act of 1934 Date of Report: November 11, 2022 (Date of earliest event reported) Star Equity Holdings, Inc.

November 14, 2022 EX-10.3

eCapital EBGL Ninth Amendment to Loan and Security Agreement, dated September 1, 2022, by and among eCapital Asset Based Lending Corp., EdgeBuilder, Inc., and Glenbrook Building Supply, Inc.

Exhibit 10.3 NINTH AMENDMENT TO LOAN AND SECURITY AGREEMENT DATED JANUARY 31, 2020 THIS NINTH AMENDMENT TO LOAN AND SECURITY AGREEMENT DATED JANUARY 31, 2020 (this ?Ninth Amendment?) is entered into as of this 1st day of September 2022 (the ?Effective Date?), by and among eCapital Asset Based Lending Corp., formerly known as Gerber Finance Inc., a New York corporation (?Lender?) EdgeBuilder, Inc.,

November 14, 2022 EX-10.4

KBS Twentieth Amendment to Loan and Security Agreement, dated September 27, 2022, by and

Exhibit 10.4 TWENTIETH AMENDMENT TO LOAN AND SECURITY AGREEMENT THIS TWENTIETH AMENDMENT TO LOAN AND SECURITY AGREEMENT (this ?Twentieth Amendment?) is entered into as of this 27th day of Septmeber 2022 (the ?Effective Date?), by and among eCapital Asset Based Lending Corp., formerly known as Gerber Finance Inc. (?Lender?), KBS Builders, Inc., a Delaware corporation, (the ?Borrower?), ATRM Holding

November 14, 2022 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q (Mark One) ☒ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 FOR THE QUARTERLY PERIOD ENDED September 30, 2022 ☐ 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: 001-35947 Star Equ

November 14, 2022 EX-99.2

Use of Non-GAAP Financial Measures

Exhibit 99.2 Use of Non-GAAP Financial Measures In addition to financial results calculated in accordance with U.S. generally accepted accounting principles (?GAAP?), information containing non-GAAP financial measures for Star Equity Holdings, Inc. (the ?Company?) was disclosed in the Company's press release (the ?Press Release?) dated November 11, 2022 announcing results for the three months and

October 31, 2022 8-K

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, DC 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): October 27, 2022 Star Equity Holdings, Inc.

October 31, 2022 EX-10.1

2022 Inducement Stock Incentive Plan (incorporated by reference to Exhibit 10.1 to the Company’s Current Report on Form 8-K filed with the Commission on October 31, 2022).

Exhibit 10.1 STAR EQUITY HOLDINGS, INC 2022 INDUCEMENT STOCK INCENTIVE PLAN 1. Purposes of the Plan. The purposes of this Plan are to induce the best available Employees to enter into employment with the Company, with the intent to retain such Employees and to otherwise promote the success of the Company?s business. 2. Definitions. The following definitions shall apply as used herein and in the in

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