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Star Equity CEO sells Series A preferred shares

The restricted-stock award vests on the first anniversary of its grant date and settles into one common share per share.

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Form Type
4

Rhea-AI Filing Summary

Star Equity Holdings, Inc. (STRR) Chief Executive Officer Jeffrey E. Eberwein reported three direct sales of Series A Preferred Stock: 1,000 shares at a weighted-average price of $9.10 per share on October 14, 2026; 1,001 shares at $9.14 per share on October 15; and 1,000 shares at $9.16 per share on October 16. The sales were made under a Rule 10b5-1 trading plan adopted by Eberwein and assumed by Clear Street LLC.

On October 15, Eberwein was credited with a 6,257-share restricted-stock award, reflecting his election to receive 50% of his base salary in restricted stock. His reported direct common-stock position after the award was 1,137,359 shares, including 23,852 restricted shares, 6,750 RSUs, and 1,106,757 common shares. The position excludes 2,000 shares held indirectly in contributory 401(k) and IRA accounts.

Insider Eberwein Jeffrey E.
Role Chief Executive Officer
Sold 3,001 shs ($27K)
Type Security Shares Price Value
Sale Series A Preferred Stock F1, F2 1,000 $9.16 $9K
Sale Series A Preferred Stock F1, F2 1,001 $9.14 $9K
Grant/Award Common Stock. F3, F4 6,257 $0.00 $0.00
Sale Series A Preferred Stock F1, F2 1,000 $9.10 $9K
Holdings After Transaction: Series A Preferred Stock — 753,936 shares (Direct); Common Stock. — 1,137,359 shares (Direct)
Footnotes (4)
  1. F1. The sale reported on this Form 4 was effected pursuant to a Rule 10b5-1 trading plan adopted by the Reporting Person and assumed by Clear Street LLC, providing for the sale of shares of the Issuer's Series A Cumulative Perpetual Preferred Stock, par value $0.001 per share. Sales under the plan were permitted to begin on October 1, 2026, and the plan expires on October 1, 2028, unless terminated earlier.
  2. F2. The price reported in Column 4 is a weighted average price, rounded to the nearest cent. These shares were sold in multiple transactions at prices ranging from $9.06 to $9.11 on October 14, 2026, $9.06 to $9.60 on October 15, 2026, and $9.16 to $9.24 on October 16, 2026. The Reporting Person undertakes to provide the Issuer and any security holder of the Issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price such shares were sold.
  3. F3. Includes 6,257 shares of restricted stock credited to the Reporting Person's account under the Issuer's 2009 Incentive Stock and Awards Plan, as amended and restated. Mr. Eberwein has elected to receive fifty percent of his base salary in the form of such restricted stock. Each share of restricted stock shall vest upon the first anniversary of the grant date and represents the right to receive, at settlement, one share of common stock.
  4. F4. Includes (i) 23,852 shares of restricted stock and (ii) 6,750 RSUs credited to the Reporting Person's account under the Issuer's 2009 Incentive Stock and Awards Plan, as amended and restated; and (iii) 1,106,757 shares of common stock. Excludes 2,000 shares indirectly owned in contributory 401(k) and IRA accounts. Each share of restricted stock and each RSU represents the right to receive, at settlement, one share of common stock.
Series A Preferred Stock sale 1,000 shares at $9.10 per share October 14, 2026; weighted-average price
Series A Preferred Stock sale 1,001 shares at $9.14 per share October 15, 2026; weighted-average price
Series A Preferred Stock sale 1,000 shares at $9.16 per share October 16, 2026; weighted-average price
Restricted-stock award 6,257 shares Credited October 15, 2026
Reported direct common-stock position 1,137,359 shares Following the October 15, 2026 award
Base salary elected in restricted stock 50% Eberwein’s stated salary election
Rule 10b5-1 trading plan regulatory
"effected pursuant to a Rule 10b5-1 trading plan"
A Rule 10b5-1 trading plan is a pre-arranged schedule that allows company insiders to buy or sell stock at specific times, even if they have inside information. It helps prevent accusations of unfair trading by making these transactions look planned and transparent, rather than sneaky or illegal.
weighted average price financial
"The price reported in Column 4 is a weighted average price"
Weighted average price is the average price of a security where each trade or component is counted according to its size, so bigger trades pull the average more than smaller ones. Think of it like calculating the average cost of a grocery haul where items you bought more of have greater influence on the final per-item cost. Investors use it to understand the true average price paid or received, judge execution quality, and compare trading performance against market movement.
restricted stock financial
"Each share of restricted stock shall vest upon the first anniversary"
Shares granted to an individual that carry limits on transfer or sale until certain conditions are met, such as staying with the company for a set time or hitting performance targets. Think of them as a locked gift that gradually opens; for investors they matter because they affect how many shares may enter the market later, signal management incentives and potential dilution, and reveal confidence in future company performance.
RSUs financial
"6,750 RSUs credited to the Reporting Person's account"
RSUs, or restricted stock units, are a form of company shares given to employees as part of their compensation. They are typically awarded with certain restrictions, such as a waiting period before they can be fully owned or sold, similar to earning a gift that becomes fully yours over time. For investors, RSUs can impact a company's stock offerings and reflect how much the company relies on stock-based incentives to attract and retain talent.

FAQ

AI-generated questions and answers. How Rhea-AI works. Not financial advice.

How many STRR preferred shares did Jeffrey E. Eberwein sell, and at what prices?

Eberwein sold 1,000 shares at a weighted-average price of $9.10 per share on October 14, 2026, 1,001 shares at $9.14 per share on October 15, and 1,000 shares at $9.16 per share on October 16. The prices were weighted averages rounded to the nearest cent; the sales occurred in multiple transactions within the date-specific price ranges reported.

How does Jeffrey E. Eberwein’s STRR restricted-stock award vest?

The 6,257 restricted shares credited on October 15, 2026, vest on the first anniversary of the grant date. Each share represents the right to receive one common share at settlement. Eberwein elected to receive 50% of his base salary in restricted stock.

When did the STRR sale plan begin and when does it expire?

Sales under the Rule 10b5-1 plan were permitted to begin on October 1, 2026, and the plan expires on October 1, 2028, unless terminated earlier. Eberwein adopted the plan, and Clear Street LLC assumed it.

AI-generated analysis. How Rhea-AI works. Not financial advice.

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SEC Form 4
FORM 4UNITED STATES SECURITIES AND EXCHANGE COMMISSION
Washington, D.C. 20549

STATEMENT OF CHANGES IN BENEFICIAL OWNERSHIP

Filed pursuant to Section 16(a) of the Securities Exchange Act of 1934
or Section 30(h) of the Investment Company Act of 1940
OMB APPROVAL
OMB Number:3235-0287
Estimated average burden
hours per response:0.5
Check this box if no longer subject to Section 16. Form 4 or Form 5 obligations may continue. See Instruction 1(b).
X
Check this box to indicate that a transaction was made pursuant to a contract, instruction or written plan for the purchase or sale of equity securities of the issuer that is intended to satisfy the affirmative defense conditions of Rule 10b5-1(c). See Instruction 10.
1. Name and Address of Reporting Person*
Eberwein Jeffrey E.

(Last)(First)(Middle)
C/O STAR EQUITY HOLDINGS, INC.
53 FOREST AVENUE, SUITE 101

(Street)
OLD GREENWICH CONNECTICUT 06870

(City)(State)(Zip)

UNITED STATES

(Country)
2. Issuer Name and Ticker or Trading Symbol
Star Equity Holdings, Inc. [ STRR ]
5. Relationship of Reporting Person(s) to Issuer
(Check all applicable)
XDirectorX10% Owner
XOfficer (give title below)Other (specify below)
Chief Executive Officer
2a. Foreign Trading Symbol
3. Date of Earliest Transaction (Month/Day/Year)
10/14/2026
6. Individual or Joint/Group Filing (Check Applicable Line)
XForm filed by One Reporting Person
Form filed by More than One Reporting Person
4. If Amendment, Date of Original Filed (Month/Day/Year)

Table I - Non-Derivative Securities Acquired, Disposed of, or Beneficially Owned
1. Title of Security (Instr. 3) 2. Transaction Date (Month/Day/Year)2A. Deemed Execution Date, if any (Month/Day/Year)3. Transaction Code (Instr. 8) 4. Securities Acquired (A) or Disposed Of (D) (Instr. 3, 4 and 5) 5. Amount of Securities Beneficially Owned Following Reported Transaction(s) (Instr. 3 and 4) 6. Ownership Form: Direct (D) or Indirect (I) (Instr. 4) 7. Nature of Indirect Beneficial Ownership (Instr. 4)
CodeVAmount(A) or (D)Price
Series A Preferred Stock10/14/2026S(1)1,000D$9.1(2)755,937D
Series A Preferred Stock10/15/2026S(1)1,001D$9.14(2)754,936D
Series A Preferred Stock10/16/2026S(1)1,000D$9.16(2)753,936D
Common Stock.10/15/2026A6,257(3)A$01,137,359(4)D
Table II - Derivative Securities Acquired, Disposed of, or Beneficially Owned
(e.g., puts, calls, warrants, options, convertible securities)
1. Title of Derivative Security (Instr. 3) 2. Conversion or Exercise Price of Derivative Security 3. Transaction Date (Month/Day/Year)3A. Deemed Execution Date, if any (Month/Day/Year)4. Transaction Code (Instr. 8) 5. Number of Derivative Securities Acquired (A) or Disposed of (D) (Instr. 3, 4 and 5) 6. Date Exercisable and Expiration Date (Month/Day/Year)7. Title and Amount of Securities Underlying Derivative Security (Instr. 3 and 4) 8. Price of Derivative Security (Instr. 5) 9. Number of derivative Securities Beneficially Owned Following Reported Transaction(s) (Instr. 4) 10. Ownership Form: Direct (D) or Indirect (I) (Instr. 4) 11. Nature of Indirect Beneficial Ownership (Instr. 4)
CodeV(A)(D)Date ExercisableExpiration DateTitleAmount or Number of Shares
Explanation of Responses:
1. The sale reported on this Form 4 was effected pursuant to a Rule 10b5-1 trading plan adopted by the Reporting Person and assumed by Clear Street LLC, providing for the sale of shares of the Issuer's Series A Cumulative Perpetual Preferred Stock, par value $0.001 per share. Sales under the plan were permitted to begin on October 1, 2026, and the plan expires on October 1, 2028, unless terminated earlier.
2. The price reported in Column 4 is a weighted average price, rounded to the nearest cent. These shares were sold in multiple transactions at prices ranging from $9.06 to $9.11 on October 14, 2026, $9.06 to $9.60 on October 15, 2026, and $9.16 to $9.24 on October 16, 2026. The Reporting Person undertakes to provide the Issuer and any security holder of the Issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price such shares were sold.
3. Includes 6,257 shares of restricted stock credited to the Reporting Person's account under the Issuer's 2009 Incentive Stock and Awards Plan, as amended and restated. Mr. Eberwein has elected to receive fifty percent of his base salary in the form of such restricted stock. Each share of restricted stock shall vest upon the first anniversary of the grant date and represents the right to receive, at settlement, one share of common stock.
4. Includes (i) 23,852 shares of restricted stock and (ii) 6,750 RSUs credited to the Reporting Person's account under the Issuer's 2009 Incentive Stock and Awards Plan, as amended and restated; and (iii) 1,106,757 shares of common stock. Excludes 2,000 shares indirectly owned in contributory 401(k) and IRA accounts. Each share of restricted stock and each RSU represents the right to receive, at settlement, one share of common stock.
Remarks:
/s/ Jeffrey E. Eberwein10/16/2026
** Signature of Reporting PersonDate
Reminder: Report on a separate line for each class of securities beneficially owned directly or indirectly.
* If the form is filed by more than one reporting person, see Instruction 4 (b)(v).
** Intentional misstatements or omissions of facts constitute Federal Criminal Violations See 18 U.S.C. 1001 and 15 U.S.C. 78ff(a).
Note: File three copies of this Form, one of which must be manually signed. If space is insufficient, see Instruction 6 for procedure.
Persons who respond to the collection of information contained in this form are not required to respond unless the form displays a currently valid OMB Number.
* Form 4: SEC 1474 (03-26)

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