InsiderTrades

Form 4 for STRR Star Equity Holdings, Inc.

Accepted 2026-05-21 17:55:42 ET · period of report 2026-05-19 · accession 0001548312-26-000019 · SEC index · Original document

Summary rows

Aggregated the way they appear in lists: one row per insider, transaction code and security table.

X Filed Traded Ticker Insider Title Type Price Qty Owned ΔOwn Value
D 2026-05-21 17:55 2026-05-19 STRR Eberwein Jeffrey E. CEO, Dir, 10% M - OptEx — +860 765.1K +0.1% —
DM 2026-05-21 17:55 2026-05-19+ STRR Eberwein Jeffrey E. CEO, Dir, 10% P - Purchase $10.28 +18.4K 1.06M +2% +$189.1K
D 2026-05-21 17:55 2026-05-19 STRR Eberwein Jeffrey E. CEO, Dir, 10% M - OptEx — -860 0 -100% —

Purchase Sale Sale after option exercise All abbreviations

Every reported transaction

#TableSecurityDateCodeA/DSharesPriceOwned afterOwnExercise / expiryUnderlyingFootnotes
1 Common Series A Preferred Stock 2026-05-19 M A 860 — 765,077 D — — (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"). (F2) This transaction represents the settlement of Restricted Stock Units in shares of Series A Preferred Stock on their scheduled vesting date.
2 Common Common Stock. 2026-05-19 P A 13,799 $10.09 1,054,780 D — — (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.
3 Common Common Stock. 2026-05-20 P A 406 $10.18 1,055,186 D — — (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.
4 Common Common Stock. 2026-05-21 P A 4,198 $10.90 1,059,384 D — — (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.
5 Derivative Restricted Stock Unit 2026-05-19 M D 860 — 0 D — · — to — 860 Series A Preferred Stock (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"). (F2) This transaction represents the settlement of Restricted Stock Units in shares of Series A Preferred Stock on their scheduled vesting date. (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"). (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. (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.