STRR Star Equity Holdings, Inc. Insider Trading

CEO Jeffrey E. Eberwein bought 10,000 shares at $11.01 on 2 dates; stock down 5.6% in 30 days, company unprofitable

Jeffrey E. Eberwein, Chief Executive Officer of Star Equity Holdings, Inc., executed 2 separate purchases totaling 10,000 shares for $110,100.00 at $11.01 per share on 2026-06-25 and 2026-06-29. The stock is currently trading at $10.97, down 5.6% over the past 30 days and 8.5% below its 52-week high of $11.99. The company reported a net loss of $3,793,000.00 on revenue of $50,061,000.00 in its latest quarter and was unprofitable over its most recent full fiscal year. This purchase expands his holdings to 1,125,714 shares from 1,115,714 shares. Across his cross-ticker open-market history, Eberwein's prior 20 buys averaged a negative 30-day return of -1.5%, and at Star Equity specifically, his 5 prior purchases remain early in their measurement windows with no 90-day outcome data yet available.

CEO Jeffrey E. Eberwein bought 5,000 shares (5.0K) at $11.15 avg on 2 dates, holding 1.12M post-transaction; STRR unprofitable, down 4% in 30 days.

Jeffrey E. Eberwein, Chief Executive Officer, executed 2 separate purchases totaling 5,000 shares for $55,764.90 in mid-June 2026, bringing his total holdings to 1,115,714 shares. The purchases occurred at a blended average price of $11.15, while the stock currently trades at $11.02 and is -8.1% from its 52-week high of $11.99. The company reported a net loss of $3,793,000 on revenue of $50,061,000 for the latest quarter and was unprofitable over its most recent full fiscal year, despite achieving annual revenue growth of +22.9%. His cross-ticker track record shows 19 prior buys averaging -7.8% return over 30 days and -7.7% over 90 days with a 0.00% win rate, while at STRR specifically he has executed 5 prior trades (all buys on consecutive trading dates in early June) with outcomes not yet measurable as of the filing date.

CEO Jeffrey Eberwein buys 5,000 shares at $11.01–$11.21 on STRR; part of cluster with 4 other insiders buying in past 14 days.

Jeffrey E. Eberwein, CEO of Star Equity Holdings (STRR), executed 2 purchases totaling 5,000 shares for $56,048.80 at an average price of $11.21 on June 15–16, 2026. This transaction occurs in the context of a cluster buy pattern: 4 other insiders also purchased within the past 14 days. The stock is currently at $11.08, trading -7.6% from its 52-week high of $11.99, but up +14.2% over the past 30 days and +11.7% over 90 days. The company reported $50.1M in latest quarterly revenue with annual growth of +22.9%, yet it posted a net loss of $-3.8M and remains unprofitable on a full-year basis. Eberwein's cross-ticker track record shows 19 prior buys with an average 90-day return of -7.7% and a 0% win rate, raising questions about the quality of his buy signals in open-market transactions outside this ticker.

Director Mimi K Drake bought 1,000 shares of STRR at $11.65; 4 other insiders bought within 14 days amid $-3.8M net loss.

Mimi K Drake, a Director, purchased 1,000 shares at $11.65 on 2026-06-05, bringing her holdings to 44,834 shares post-transaction. This purchase is part of a cluster pattern: 4 other insiders also bought within the past 14 days, suggesting coordinated or independently-motivated insider accumulation. STRR is currently unprofitable with a full-year net income of $-3.8M despite strong revenue growth of +22.9% year-over-year and $50.1M in latest-quarter revenue. The stock has rallied +13.6% over 90 days and +13.3% over 30 days, trading near its 52-week high of $11.99. The confluence of multi-insider buying activity during a period of operational losses and elevated valuation warrants attention to whether insiders are acting on turnaround expectations or other non-public information.

CEO Jeffrey E. Eberwein bought 1,884 shares at $10.89, but his 5 recent STRR purchases all underperformed—0 of 5 had positive 90d returns.

Jeffrey E. Eberwein, CEO of Star Equity Holdings, Inc., purchased 1,884 shares at $10.89 on 2026-06-10, raising his holdings to 1.11M shares. This buy follows four other insider purchases within 14 days, forming a cluster pattern. However, Eberwein's timing at this ticker is concerning: his prior 5 buys at STRR all generated negative 90-day returns (ranging from -7.0% to -7.8%), with 0 of 5 well-timed at the 90-day mark. His cross-ticker track record shows 16 prior buys with an average 90d return of -5.7% and a 12.50% win rate, indicating a pattern of poorly timed purchases across multiple stocks. Against this backdrop, the company remains unprofitable (net income of $-3.8M in the latest quarter), despite 22.9% annual revenue growth, which adds fundamental risk to the apparent accumulation signal.

CEO Jeffrey E. Eberwein bought 16,292 shares in 3 transactions for $186,123.20 at STRR; cluster buy pattern observed

Jeffrey E. Eberwein, Chief Executive Officer, executed 3 separate purchases totaling 16,292 shares for $186,123.20 between June 5 and June 9, 2026, at a blended average price of $11.42. The current price of $11.06 is 7.8% below the 52-week high of $11.99, and the stock has gained 16.9% over the past 30 days and 12.9% over the past 90 days. However, Eberwein's prior trades at this ticker show a pattern of negative returns: all 5 prior buys at STRR resulted in 90-day losses ranging from -7.0% to -7.8%, with zero of those trades being well-timed. Additionally, the company remains unprofitable with net income of $-3,793,000.00 against revenue of $50,061,000.00 in the latest quarter. A cluster buy pattern is present with 4 other insiders also purchasing within the past 14 days.

CEO Jeffrey E. Eberwein buys 6,412 shares across 3 transactions (June 2–4) at $11.59 avg; 2 other insiders also bought in past 14 days

Jeffrey E. Eberwein, Chief Executive Officer of Star Equity Holdings, Inc., executed 3 separate open-market purchases totaling 6,412 shares for $74,290.22 at a blended average price of $11.59 between June 2–4, 2026. His post-transaction holdings stand at 1,087,538 shares, a +0.6% increase. The stock currently trades at $11.65, near the top of its 52-week range ($1.93–$11.99), and has climbed +24.6% over the past 30 days and +15.7% over 90 days. Notably, a CLUSTER pattern shows 2 other insiders also purchased shares within the past 14 days, suggesting coordinated interest among the leadership team. At the company level, fundamentals remain challenged: the most recent quarter showed revenue of $50,061,000.00 and a net loss of $-3,793,000.00, with the company unprofitable over its full fiscal year, although annual revenue growth reached +22.9%. The CEO's prior trades at this ticker have a strong timing pattern: 4 of 5 prior buys were well-timed at the 90-day mark, with particularly strong execution on May 20 (+14.2% 90d return) and May 21 (+6.6% 90d return).

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.

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.

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.