X0202 SCHEDULE 13D/A 0001548312 XXXXXXXX LIVE 11 Common Stock, par value $0.001 per share 05/28/2026 false 0001210708 443787205 Star Equity Holdings, Inc. 53 FOREST AVENUE, SUITE 101 OLD GREENWICH CT 06870 JEFFREY E. EBERWEIN 203-489-9500 53 Forest Avenue, Suite 101 Old Greenwich CT 06870 0001548312 N JEFFREY E. EBERWEIN PF OO N X1 1104701.00 1104701.00 1104701.00 N 29.5 IN * Includes 49,450 shares of common stock underlying immediately exercisable warrants ("Warrants") to purchase Star common stock. Excludes certain grants made under the Issuer's 2009 Incentive Stock and Awards Plan, as amended and restated, specifically 8,918 shares of restricted stock granted on September 15, 2025, 5,703 shares of restricted stock granted on January 15, 2026, 6,504 shares of restricted stock granted on April 15, 2026, and 6,750 restricted stock units granted on January 24, 2025, which vest upon the anniversary of the respective grant dates. Common Stock, par value $0.001 per share Star Equity Holdings, Inc. 53 FOREST AVENUE, SUITE 101 OLD GREENWICH CT 06870 The following constitutes Amendment No. 11 to the Schedule 13D filed by the undersigned ("Amendment No. 11"). This Amendment No. 11 amends the Schedule 13D as specifically set forth herein. Item 3 is hereby amended and restated as follows: The aggregate purchase price of the 1,104,701 Shares beneficially owned by Mr. Eberwein is approximately $22,058,114, excluding brokerage commissions. In addition to the 1,104,701 Shares, Mr. Eberwein owns 765,077 shares of the Issuer's 10% Series A Cumulative Perpetual Preferred Stock. Items 5(a)-(c) are hereby amended and restated to read as follows: The aggregate percentage of Shares reported owned by the Reporting Person is based upon 3,748,345 Shares, which is inclusive of 3,698,895 shares outstanding as of June 1, 2026 in addition to 49,450 Warrants attributed to the Reporting Person. The total number of Shares outstanding is based on information provided by the Issuer to the Reporting Person. As of the close of business on June 1, 2026, Mr. Eberwein beneficially owned 1,104,701 Shares. Percentage: 29.47% 1. Sole power to vote or direct vote: 1,104,701 2. Shared power to vote or direct vote: 0 3. Sole power to dispose or direct the disposition: 1,104,701 4. Shared power to dispose or direct the disposition: 0 Jeff Eberwein's transactions in the Shares in the last 60 days are set forth in Schedule A, attached hereto as Exhibit 99.1, and are incorporated herein by reference. Exhibit 99.1 - Schedule A. JEFFREY E. EBERWEIN /s/ Jeffrey E. Eberwein Jeffrey E. Eberwein 06/01/2026