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EdgarHawk

Jeffrey E. Eberwein

Chief Executive Officer

Director Officer 10% Owner

Latest: CEO buying · May 2026

17 filings analyzed · 1 company · Latest 2026-06-23

Companies

Company Buys Sells Direction
Star Equity Holdings, Inc. STRR 53 0 Net buying

Activity

June 2026
low
Buy
5,000 shares
$55,765
Significance 3/10

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.

2026-06-17 Star Equity Holdings, Inc. STRR Cluster
medium
Buy
5,000 shares
$56,049
Significance 4/10

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.

2026-06-12 Star Equity Holdings, Inc. STRR Cluster
medium
Buy
1,884 shares
$20,517
Significance 4/10

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.

2026-06-09 Star Equity Holdings, Inc. STRR Cluster
medium
Buy
16,292 shares
$186,123
Significance 4/10

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.

2026-06-04 Star Equity Holdings, Inc. STRR Cluster
high
Buy
6,412 shares
$74,290
Significance 7/10

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).

high
Buy
16,656 shares
$195,612
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
medium
Buy
5,396 shares
$62,368
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.

low
Buy
18,403 shares
$189,123
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%.

December 2025
medium
Buy
7,268 shares
$81,503
Significance 4/10

CEO Eberwein nets 2,903 shares via 2 purchases totaling 7,268 shares for $81,502.58 offset by 1 sale of 4,365 shares for $39,794.40

Jeffrey E. Eberwein, CEO of Star Equity Holdings (STRR), executed 2 separate purchases totaling 7,268 shares for $81,502.58 and 1 sale totaling 4,365 shares for $39,794.40 on 2025-12-30 and 2025-12-31, resulting in a net acquisition of 2,903 shares. His holdings increased from 1,004,921 shares to 1,007,824 shares. The company faces material headwinds: annual revenue declined 13.2% year-over-year, the most recent quarter generated $47,959,000 in revenue against a net loss of $1,764,000, and market cap stands at $38,653,908.75 with unprofitable full-year performance. Across his broader portfolio history (cross-ticker), Eberwein's 15 prior buys averaged -1.3% returns within 30 days and -3.2% within 90 days (20% win rate), while his 5 prior sells averaged +8.8% 30-day returns and +11.1% 90-day returns with 0% well-timed rate—suggesting a pattern of selling near peaks rather than valleys. At STRR specifically, recent trading activity (5 prior trades dating back to 2025-12-08) includes alternating buys and sells with outcomes not yet measurable. The combination of deteriorating fundamentals, inconsistent insider track record, and modest net accumulation at current depressed valuation levels warrants investor attention.

medium
Buy
9,709 shares
$109,212
Significance 5/10

CEO Eberwein sells 18,635 shares for $174.0K while buying 9,709 for $109.2K; net reduction of 8,926 shares (0.9% of holdings) in mixed late-December activity.

Jeffrey E. Eberwein, Chief Executive Officer of Star Equity Holdings (STRR), executed 2 separate sales totaling 18,635 shares for $173,974.28 and 1 purchase of 9,709 shares for $109,211.69 in late December, resulting in a net sale of 8,926 shares (0.9% reduction from pre-transaction holdings of 1.01M shares). The sales occurred at $9.35 on 2025-12-24 and $9.25 on 2025-12-29, while the purchase occurred at $11.25 on 2025-12-29, indicating the CEO bought higher than his concurrent sell prices. Against sector and stock fundamentals, STRR reported annual revenue decline of -13.2%, net income of -$1.8M in the latest quarter, and a full-year unprofitable position. The stock currently trades at $11.27, near its 52-week high of $11.81, up 11.0% over 30 days. While Eberwein's cross-ticker sell track record shows a 90-day well-timed rate of 0.00% (his prior sales did not precede declines), his same-ticker history at STRR is minimal and recent trades show positive short-term returns, limiting inference about timing intent on this filing.

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