[144] Star Equity Holdings, Inc. SEC Filing

Rhea-AI Filing Summary

Star Equity Holdings, Inc. (STRRP) Form 144 notifies the proposed sale of 26,906 shares of its 10% Series A Cumulative Perpetual Preferred Stock, with an aggregate market value of $248,373.79. The filer acquired 1,182,414 of these preferred shares on 08/22/2025 in a merger transaction and lists approximately 2,690,637 shares outstanding in the class. Recent sales by the same person in the past three months total 31,342 shares across five trades (dates: 09/02/2025–09/17/2025) generating reported gross proceeds shown per trade. The planned approximate date of additional sale is 09/15/2025 and the broker named is Clear Street LLC on NASDAQ. The filer certifies no undisclosed material adverse information.

Positive

• Disclosure of acquisition details: the filing states the shares were acquired in a merger on 08/22/2025, providing provenance for the holdings.
• Broker identified: Clear Street LLC and NASDAQ are specified, giving market execution clarity.
• Recent trading transparency: the filing lists five sales in the past three months with amounts and gross proceeds.

Negative

• Material sale size relative to outstanding: proposed sale of 26,906 shares represents a non-negligible portion of the 2,690,637 shares outstanding in the class.
• Significant prior disposals: 31,342 shares were sold across five trades in early September 2025, indicating continued liquidation activity by the filer.

Insights

Securities Analyst

TL;DR: Insider proposes a modest sale of preferred shares acquired in a merger; recent disposals occurred across multiple days.

The filing documents a proposed sale of 26,906 Series A preferred shares valued at $248,373.79 and discloses that the filer acquired 1,182,414 shares via merger on 08/22/2025. The filing also lists five prior sales totaling 31,342 shares during 09/02/2025–09/17/2025 with corresponding gross proceeds. For investors, this is a routine Rule 144 disposition notice indicating liquidity actions by a holder rather than operational disclosures. There is no earning or covenant data here to assess credit or dividend implications for the preferred class.

Corporate Governance Expert

TL;DR: This is a compliance filing documenting post-merger holdings and planned sales under Rule 144; no governance events are disclosed.

The Form 144 shows the securities were acquired in a merger and the filer affirms absence of undisclosed material adverse information. It names Clear Street LLC as broker and provides sale dates and proceeds for recent transactions. From a governance perspective, the filing is procedural and signals a holder monetizing post-merger positions; it does not indicate management change, related-party transactions beyond the merger, or governance concerns within the document itself.

Form 144 Filer Information	UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 144 NOTICE OF PROPOSED SALE OF SECURITIES PURSUANT TO RULE 144 UNDER THE SECURITIES ACT OF 1933
FORM 144

144: Filer Information

Filer CIK
Filer CCC
Is this a LIVE or TEST Filing?	LIVE TEST
Submission Contact Information
Name
Phone
E-Mail Address

144: Issuer Information

Name of Issuer

SEC File Number

Address of Issuer

Phone

Name of Person for Whose Account the Securities are To Be Sold

See the definition of "person" in paragraph (a) of Rule 144. Information is to be given not only as to the person for whose account the securities are to be sold but also as to all other persons included in that definition. In addition, information shall be given as to sales by all persons whose sales are required by paragraph (e) of Rule 144 to be aggregated with sales for the account of the person filing this notice.

Relationship to Issuer

Relationship to Issuer

Relationship to Issuer

144: Securities Information

Title of the Class of Securities To Be Sold	Name and Address of the Broker	Number of Shares or Other Units To Be Sold	Aggregate Market Value	Number of Shares or Other Units Outstanding	Approximate Date of Sale	Name the Securities Exchange
Star Equity Holdings, Inc. 10% Series A Cumulative Perpetual Preferred Stock	Clear Street LLC 4 World Trade Center New York NY 10007	26906	248373.79	2690637	09/15/2025	NASDAQ

Furnish the following information with respect to the acquisition of the securities to be sold and with respect to the payment of all or any part of the purchase price or other consideration therefor:

144: Securities To Be Sold

Title of the Class	Date you Acquired	Nature of Acquisition Transaction	Name of Person from Whom Acquired	Is this a Gift?	Date Donor Acquired	Amount of Securities Acquired	Date of Payment	Nature of Payment *
Star Equity Holdings, Inc. 10% Series A Cumulative Perpetual Preferred Stock (not convertable)	08/22/2025	Merger	Star Operating Companies, Inc. (f/k/a Star Equity Holdings, Inc.)			1182414	08/22/2025	Merger Consideration

* If the securities were purchased and full payment therefor was not made in cash at the time of purchase, explain in the table or in a note thereto the nature of the consideration given. If the consideration consisted of any note or other obligation, or if payment was made in installments describe the arrangement and state when the note or other obligation was discharged in full or the last installment paid.

Furnish the following information as to all securities of the issuer sold during the past 3 months by the person for whose account the securities are to be sold.

144: Securities Sold During The Past 3 Months

Name and Address of Seller	Title of Securities Sold	Date of Sale	Amount of Securities Sold	Gross Proceeds
Jeffrey E. Eberwein 53 Forest Ave. Suite 101 Old Greenwich CT 06870	Star Equity Holdings, Inc. 10% Series A Cumulative Perpetual Preferred Stock (not convertable)	09/02/2025	137	1259.03
Jeffrey E. Eberwein 53 Forest Ave. Suite 101 Old Greenwich CT 06870	Star Equity Holdings, Inc. 10% Series A Cumulative Perpetual Preferred Stock (not convertable	09/03/2025	100	919
Jeffrey E. Eberwein 53 Forest Ave. Suite 101 Old Greenwich CT 06870	Star Equity Holdings, Inc. 10% Series A Cumulative Perpetual Preferred Stock (not convertable	09/15/2025	9076	83862.24
Jeffrey E. Eberwein 53 Forest Ave. Suite 101 Old Greenwich CT 06870	Star Equity Holdings, Inc. 10% Series A Cumulative Perpetual Preferred Stock (not convertable	09/16/2025	11948	110399.52
Jeffrey E. Eberwein 53 Forest Ave. Suite 101 Old Greenwich CT 06870	Star Equity Holdings, Inc. 10% Series A Cumulative Perpetual Preferred Stock (not convertable	09/17/2025	10081	92745.2

144: Remarks and Signature

Remarks

Date of Notice

ATTENTION:

The person for whose account the securities to which this notice relates are to be sold hereby represents by signing this notice that he does not know any material adverse information in regard to the current and prospective operations of the Issuer of the securities to be sold which has not been publicly disclosed. If such person has adopted a written trading plan or given trading instructions to satisfy Rule 10b5-1 under the Exchange Act, by signing the form and indicating the date that the plan was adopted or the instruction given, that person makes such representation as of the plan adoption or instruction date.

Signature

ATTENTION: Intentional misstatements or omission of facts constitute Federal Criminal Violations (See 18 U.S.C. 1001)

FAQ

What does the Form 144 filed for STRRP disclose?

It discloses a proposed sale of 26,906 shares of the 10% Series A Cumulative Perpetual Preferred Stock with an aggregate market value of $248,373.79, acquired via merger on 08/22/2025.

When were the securities acquired and by what method?

The filer acquired 1,182,414 shares on 08/22/2025 in a merger, and the payment/nature of consideration is listed as merger consideration.

Who is the broker and where will the shares be sold?

Clear Street LLC (4 World Trade Center, New York) is named as the broker and the sale is listed on NASDAQ.

Has the filer sold similar securities recently?

Yes. The filing lists five sales between 09/02/2025 and 09/17/2025 totaling 31,342 shares with reported gross proceeds per trade.

What is the approximate date of the planned sale?

The approximate date of sale is 09/15/2025 as stated in the securities information table.