Jeffrey E. Eberwein - 19 May 2026 Form 4 Insider Report for Star Equity Holdings, Inc. (STRR)

Reporting relationship: Chief Executive Officer, Director, 10%+ Owner
Issuer ticker: STRR
Reported as of: 19 May 2026
Net transaction value: +$189,123
SEC form: 4
Accepted by SEC: 21 May 2026, 17:55:42 UTC
Prior SEC filing: 16 Apr 2026
Next SEC filing: 27 May 2026
Source filing: View source filing
Reporting owner signature: /s/ Jeffrey E. Eberwein

Key filing fact

Jeffrey E. Eberwein filed Form 4 for Star Equity Holdings, Inc. (STRR) on 21 May 2026.

Key facts

This page summarizes Jeffrey E. Eberwein's Form 4 filing for Star Equity Holdings, Inc. (STRR).
5 reported transactions and 1 derivative row are listed below.
Accepted by SEC: 21 May 2026, 17:55.

Change

Previous filing in this sequence was filed on 16 Apr 2026.
Current net transaction value: +$189,123.

Research use

This tells you what this filing adds before you inspect full transaction and derivative tables.
You can trace every row back to the original SEC filing document.

Evidence

Filed on Form 4

Ownership activity is grounded in SEC Form 4 disclosures.

View source filing

Reporting Owners (1)

CIK 0001548312 Primary reporting owner

Eberwein Jeffrey E.

Relationship: Chief Executive Officer, Director, 10%+ Owner
Address: 53 FOREST AVENUE, SUITE 101, OLD GREENWICH
Signature: /s/ Jeffrey E. Eberwein
Signature date: 21 May 2026

Reported non-derivative transactions

Shares, units, or other non-derivative securities reported in this filing.

STRR transaction

Series A Preferred Stock

Options Exercise

Transaction value
Shares: +860
Change %: +0.11%
Price
Shares after: 765,077
Date: 19 May 2026
Ownership: Direct
Footnotes: F1, F2

STRR transaction

Common Stock.

Purchase

Transaction value: $139,232
Shares: +13,799
Change %: +1.3%
Price: $10.09
Shares after: 1,054,780
Date: 19 May 2026
Ownership: Direct
Footnotes: F3

STRR transaction

Common Stock.

Purchase

Transaction value: $4,133
Shares: +406
Change %: +0.04%
Price: $10.18
Shares after: 1,055,186
Date: 20 May 2026
Ownership: Direct
Footnotes: F3

STRR transaction

Common Stock.

Purchase

Transaction value: $45,758
Shares: +4,198
Change %: +0.4%
Price: $10.90
Shares after: 1,059,384
Date: 21 May 2026
Ownership: Direct
Footnotes: F3

Reported derivative securities

Options, warrants, convertible securities, or similar derivative positions disclosed in the filing.

STRR transaction Derivative

Restricted Stock Unit

Options Exercise

Transaction value
Shares: -860
Change %: -100%
Price
Shares after: 0
Date: 19 May 2026
Ownership: Direct
Underlying class: Series A Preferred Stock
Underlying amount: 860
Exercise price
Footnotes: F1, F2, F4

^* marks a reported price that did not pass the local price check.

Additional SEC filing notes

Filing notes and footnotes

Explanation of responses 4 footnotes

Footnote F1

Each Restricted Stock Unit represents the right to receive, at settlement, one share of the Issuer's 10.0% Series A Cumulative Perpetual Preferred Stock, par value $0.001 per share (the "Series A Preferred Stock").

Footnote F2

This transaction represents the settlement of Restricted Stock Units in shares of Series A Preferred Stock on their scheduled vesting date.

Footnote F3

The price reported in Column 4 is a weighted average price, rounded to the nearest cent. These shares were purchased in multiple transactions at prices ranging from $10.09 to $10.11 on May 19, 2026, $9.78 to $10.33 on May 20, 2026, and $10.82 to $10.96 on May 21, 2026, rounded to the nearest cent, inclusive. 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 purchased at each separate price such shares were purchased.

Footnote F4

On May 19, 2025, the Reporting Person was granted Restricted Stock Units by Star Operating Companies, Inc. ("SOC"), each of which represented the right to receive, at settlement, one share of SOC Series A Preferred Stock ("SOC RSUs"). Pursuant to the Agreement and Plan of Merger, dated as of May 21, 2025, by and among SOC, the Issuer and HSON Merger Sub, Inc., a wholly owned subsidiary of the Issuer, the Reporting Person's SOC RSUs were exchanged for 860 Restricted Stock Units. As to this grant, one hundred percent (100%) of the Restricted Stock Units vested on May 19, 2026.