Star Equity CEO sells 3,000 preferred shares

The Chief Executive Officer's sales were under a plan permitted to begin October 1, 2026, and set to expire October 1, 2028, unless terminated earlier.

Rhea-AI Filing Summary

Star Equity Holdings, Inc. (STRR) Chief Executive Officer, director and 10% owner Jeffrey E. Eberwein sold 1,000 shares of Series A Preferred Stock on each of October 19, October 20 and October 21, 2026, at reported weighted-average prices of $9.11, $9.10 and $8.99 per share, respectively. The sales were made under a Rule 10b5-1 trading plan adopted by Eberwein and assumed by Clear Street LLC; sales under the plan were permitted to begin October 1, 2026, and the plan expires October 1, 2028, unless terminated earlier.

Insider Trade Summary 10b5-1

Net Seller: 3,000 shares

Net Sell 3 txns

Insider Eberwein Jeffrey E.

Role Chief Executive Officer

Sold 3,000 shs ($27K)

Type	Security	Shares	Price	Value
Sale	Series A Preferred Stock F1, F2	1,000	$8.99	$9K
Sale	Series A Preferred Stock F1, F2	1,000	$9.10	$9K
Sale	Series A Preferred Stock F1, F2	1,000	$9.11	$9K

Holdings After Transaction: Series A Preferred Stock — 750,936 shares (Direct)

Footnotes (2)

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 $9.11 to $9.20 on October 19, 2026, $9.07 to $9.14 on October 20, 2026, and $8.85 to $9.10 on October 21, 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.

Key Figures

Series A Preferred Stock sold: 1,000 shares Weighted-average sale price: $9.11 per share Series A Preferred Stock sold: 1,000 shares +3 more

6 metrics

Series A Preferred Stock sold 1,000 shares October 19, 2026

Weighted-average sale price $9.11 per share October 19, 2026; rounded to the nearest cent

Series A Preferred Stock sold 1,000 shares October 20, 2026

Weighted-average sale price $9.10 per share October 20, 2026; rounded to the nearest cent

Series A Preferred Stock sold 1,000 shares October 21, 2026

Weighted-average sale price $8.99 per share October 21, 2026; rounded to the nearest cent

Key Terms

Rule 10b5-1 trading plan, weighted average price, Series A Cumulative Perpetual Preferred Stock

3 terms

Rule 10b5-1 trading plan regulatory

"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

"weighted average price, rounded to the nearest cent"

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.

Series A Cumulative Perpetual Preferred Stock financial

"Issuer's Series A Cumulative Perpetual Preferred Stock"

FAQ

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

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

Jeffrey E. Eberwein sold 3,000 shares in three transactions: 1,000 shares on October 19, 2026, at a weighted-average price of $9.11 per share; 1,000 on October 20 at $9.10; and 1,000 on October 21 at $8.99.

Was Jeffrey E. Eberwein's STRR sale made under a trading plan?

Yes. The sales were made under a Rule 10b5-1 trading plan adopted by Eberwein and assumed by Clear Street LLC. Sales under the plan were permitted to begin October 1, 2026, and the plan expires October 1, 2028, unless terminated earlier.

What price ranges were reported for the STRR preferred-stock sales?

The reported transaction prices ranged from $9.11 to $9.20 on October 19, 2026, $9.07 to $9.14 on October 20, and $8.85 to $9.10 on October 21. The reported per-share prices are weighted averages rounded to the nearest cent.

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

Form 4 Insider Transactions: What Each Field Means →

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Available on EDGAR 10/21/2026 - 04:31 PM EDT Accepted by SEC EDGAR 10/21/2026 - 04:29 PM EDT Learn about SEC filing dates

SEC Form 4

FORM 4

UNITED 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)

X	Director	X	10% Owner
X	Officer (give title below)		Other (specify below)
	Chief Executive Officer

2a. Foreign Trading Symbol

3. Date of Earliest Transaction (Month/Day/Year)
10/19/2026

6. Individual or Joint/Group Filing (Check Applicable Line)

X	Form 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)
			Code	V	Amount	(A) or (D)	Price
Series A Preferred Stock	10/19/2026		S(1)		1,000	D	$9.11(2)	752,936	D
Series A Preferred Stock	10/20/2026		S(1)		1,000	D	$9.1(2)	751,936	D
Series A Preferred Stock	10/21/2026		S(1)		1,000	D	$8.99(2)	750,936	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)
				Code	V	(A)	(D)	Date Exercisable	Expiration Date	Title	Amount 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 $9.11 to $9.20 on October 19, 2026, $9.07 to $9.14 on October 20, 2026, and $8.85 to $9.10 on October 21, 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.

Remarks:

	/s/ Jeffrey E. Eberwein	10/21/2026
	** Signature of Reporting Person	Date
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)