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STRR Star Equity Holdings, Inc. Insider Trading

Latest: CEO Bought $196K of Shares · May 2026
4 filings analyzed · Latest 2026-06-02
Insider buys
4
Insider sells
0
Unique insiders
2
Direction
Net buying
June 2026
2026-06-02 Cluster
high
Louis A. Parks Buy
1,000 shares
$11,600
@ $11.60
Significance 6/10

Director Louis A. Parks bought 1,000 shares of STRR at $11.60; 2 other insiders bought within past 14 days.

Louis A. Parks, Director, purchased 1,000 shares at $11.60 on 2026-05-29, bringing his holdings to 15,813 shares and representing a +6.8% increase in his position. His prior two purchases at STRR (2026-03-27 and 2025-09-15) both showed positive 90-day returns of +16.9% and +7.0% respectively, indicating a pattern of well-timed entries at this ticker. The stock has risen 22.0% over the past 30 days and 16.7% over 90 days, trading at $11.59 versus a 52-week high of $11.99. Notably, 2 other insiders also bought within the past 14 days, creating a cluster buy pattern. However, the company posted a net loss of $-3,793,000.00 in its latest quarter despite revenue of $50,061,000.00 and was unprofitable over its most recent full fiscal year, warranting investor attention to the disconnect between insider accumulation and negative earnings.

2026-06-01
high
Jeffrey E. Eberwein Buy
Chief Executive Officer
16,656 shares
$195,612
@ $11.74
Significance 7/10

CEO Jeffrey E. Eberwein bought 16,656 shares for $195,611.52 at STRR over 4 days; stock +23.2% in 30d, now -2.4% from 52-week high of $11.99.

Jeffrey E. Eberwein, Chief Executive Officer, executed 4 separate purchases totaling 16,656 shares for $195,611.52 between May 28 and June 1, 2026, at a blended average price of $11.74. The current stock price is $11.70, within 2.4% of the 52-week high of $11.99, and the stock has risen 30-day change: +23.2%. His prior 5 trades at STRR show a strong timing pattern: 4 of 5 prior buys generated positive 90-day returns. However, the company's most recent quarter shows net income of $-3,793,000.00 despite revenue of $50,061,000.00, indicating unprofitability during the latest full fiscal year. This accumulation by the CEO at a price near the 52-week high of $11.99 occurs against the backdrop of ongoing losses, creating a tension between the insider's recent purchase activity and deteriorating profitability.

May 2026
2026-05-27
medium
Jeffrey E. Eberwein Buy
Chief Executive Officer
5,396 shares
$62,368
@ $11.56
Significance 5/10

CEO Jeffrey E. Eberwein bought 5,396 shares for $62,367.66 across 3 trades (May 22–27) at $11.06–$11.76; stock now $11.81.

Jeffrey E. Eberwein, Chief Executive Officer, executed 3 separate purchases totaling 5,396 shares for $62,367.66 over a five-day window at prices ranging from $11.06 to $11.76, with a blended average of $11.56. At the current price of $11.81, the transaction prices sit within the 52-week range of $1.82–$11.99. His same-ticker history at STRR shows 0 of 5 prior trades were well-timed at the 90-day mark, with 3 prior buys each posting negative 90-day returns (-7.4%, -8.1%, -7.2%). The company reported a net loss of $-3.8M against revenue of $50.1M in the latest quarter, though annual revenue growth reached +22.9%. The CEO's purchase adds 5,396 shares to existing holdings of 1.06M shares (+0.5%), a modest addition relative to his position size.

2026-05-21
low
Jeffrey E. Eberwein Buy
Chief Executive Officer
18,403 shares
$189,123
@ $10.28
Significance 4/10

CEO Jeffrey E. Eberwein buys 18,403 shares at $10.28 avg; stock up 17.5% in 30 days but CEO's prior STRR trades show 0 of 5 well-timed at 90-day mark.

CEO Jeffrey E. Eberwein purchased 18,403 shares across 3 transactions from May 19–21, 2026, for a blended average price of $10.28, increasing his holdings to 1,059,384 shares (+1.8% vs pre-transaction). The current stock price of $11.10 represents a +17.5% gain over the past 30 days. However, his own prior trading history at STRR presents a caution: across 5 prior trades at this ticker, 0 of 5 were well-timed at the 90-day mark, with his prior buys averaging -7.5% over 90 days (down -7.4%, -8.1%, and -7.2% in those three instances). Company fundamentals show recent quarterly revenue of $50,061,000.00 but net income of $-3,793,000.00, with full-year net income negative despite annual revenue growth of +22.9%.

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