Insider Trading June 23, 2026 06:27 PM

Star Equity CEO Jeffrey Eberwein Adds to Holdings With $55,764 Stock Purchase

Insider acquisition coincides with recent preferred stock agreement and executive compensation updates

By Ajmal Hussain
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STRR

Jeffrey E. Eberwein, Chief Executive Officer and a ten percent owner of Star Equity Holdings, Inc. (NASDAQ: STRR), has acquired an additional $55,764 worth of the company's common stock through open market transactions. The purchases, executed between June 18 and June 22, 2026, bring his direct ownership to 1,115,714 shares. This activity occurs as the stock trades near $11.02, following a 31% annual return, while the company simultaneously finalizes a preferred stock issuance agreement and updates executive compensation frameworks for the upcoming fiscal years.

Star Equity CEO Jeffrey Eberwein Adds to Holdings With $55,764 Stock Purchase
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Key Points

  • CEO Jeffrey E. Eberwein increased his direct stake in Star Equity Holdings by purchasing $55,764 worth of common stock across two transactions in June 2026, bringing his total direct holdings to 1,115,714 shares.
  • Star Equity Holdings entered an At Market Issuance Sales Agreement with Ladenburg Thalmann & Co. Inc. to potentially sell up to $8.7 million of 10% Series A Cumulative Perpetual Preferred Stock, though the company retains full discretion on execution.
  • The Compensation Committee approved updated executive compensation frameworks for 2025 and 2026, including specific RSU and cash bonus allocations for CEO Jeffrey E. Eberwein, COO Richard K. Coleman, Jr., and CAO Matthew K. Diamond.

Jeffrey E. Eberwein, serving as Chief Executive Officer, Director, and a ten percent owner of Star Equity Holdings, Inc. (NASDAQ: STRR), has executed open market purchases totaling $55,764 in the company's common stock. The acquisition activity spans a five-day window from June 18 to June 22, 2026, with share prices fluctuating between $11.01 and $11.16 during the period.

On June 18, 2026, Mr. Eberwein initiated the transaction sequence by acquiring 234 shares at a price of $11.01 each. The following days saw no reported purchases until June 22, when he executed a significantly larger transaction, acquiring 4,766 shares at $11.16 per share. Following these specific acquisitions, Mr. Eberwein's direct holding in Star Equity Holdings common stock stands at 1,115,714 shares. This total comprises 1,087,839 shares of common stock, 21,125 shares of restricted stock, and 6,750 restricted stock units (RSUs). Each RSU represents the right to receive one share of common stock upon settlement. It is important to note that these reported holdings exclude 2,000 shares indirectly owned through contributory 401(k) and IRA accounts.

The insider buying activity arrives as Star Equity Holdings stock delivers a 31% return over the past year, though it currently trades at $11.02. According to InvestingPro analysis, the stock appears undervalued relative to its Fair Value, placing it among opportunities on the most undervalued stocks list. An InvestingPro tip notes that management has been aggressively buying back shares, reinforcing the insider confidence signal. Investors can access 9 additional ProTips and a comprehensive Pro Research Report for STRR on the platform.

In parallel developments, Star Equity Holdings has entered into an At Market Issuance Sales Agreement with Ladenburg Thalmann & Co. Inc. This agreement allows the company to offer and sell shares of its 10% Series A Cumulative Perpetual Preferred Stock for up to $8.7 million. The company is not obligated to sell any shares under this agreement, and the sales agent will use commercially reasonable efforts to sell the shares based on specific instructions from Star Equity Holdings.

Additionally, the company has updated its executive compensation plans for 2025 and 2026. The Compensation Committee has approved modifications to the 2025 executive incentive compensation program. This includes a restricted stock unit (RSU) bonus valued at $268,380 for CEO Jeffrey E. Eberwein. COO Richard K. Coleman, Jr. will receive a cash bonus of $90,000 and an RSU bonus of $45,000, while CAO Matthew K. Diamond will receive a cash bonus of $45,743 and an RSU bonus of $53,021. Jacob Zabkowicz, Global CEO of Hudson Talent Solutions LLC, is set to receive a cash bonus of $150,000. The RSU awards for Mr. Eberwein and Mr. Diamond were granted in the prior year, contingent on performance conditions, whereas Mr. Coleman's RSU bonus is a new grant.

Risks

  • The At Market Issuance Sales Agreement grants the sales agent discretion to sell preferred stock based on company instructions, introducing execution timing and pricing uncertainty for the $8.7 million potential capital raise.
  • Executive compensation modifications include performance-contingent RSU awards granted in the prior year, creating dependency on future performance metrics that may not align with current market conditions.
  • Current stock trading at $11.02 represents a slight decline from the purchase prices during the insider transaction window, highlighting short-term volatility despite the 31% annual return.

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