Insider Trading July 10, 2026 05:12 PM

Gloo Holdings Director Derek Green Acquires $2M in Class A Shares Amid Stock Decline

Insider purchase coincides with public offering and upgraded price target, though shares remain near 52-week lows

By Maya Rios
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GLOO

Derek Todd Green, a director at Gloo Holdings, Inc. (NASDAQ:GLOO), purchased nearly $2 million worth of the company's Class A common stock on July 10, 2026. The acquisition of 615,384 shares at $3.25 per share occurred through HL American Investments LLC, which Green directs as assistant vice president of investments. This transaction took place as Gloo Holdings priced a public offering of 7 million shares and Benchmark raised its price target to $15.00 following strong first-quarter fiscal 2026 results. Despite the insider buying and positive analyst sentiment, GLOO shares continue to trade near their 52-week low, reflecting broader market pressures on the energy and utilities sector.

Gloo Holdings Director Derek Green Acquires $2M in Class A Shares Amid Stock Decline
GLOO
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Key Points

  • Insider director Derek Green purchased nearly $2M in Class A shares through HL American Investments LLC at $3.25 per share.
  • Gloo Holdings priced a public offering of 7 million shares with potential total gross proceeds of $26.16M, while Benchmark raised its price target to $15.00.
  • Shares remain near 52-week low of $3.00 despite strong Q1 fiscal 2026 results and positive analyst sentiment.

Derek Todd Green, serving as a director at Gloo Holdings, Inc. (NASDAQ:GLOO), executed a significant acquisition of the company's Class A common stock on July 10, 2026. The transaction involved the purchase of 615,384 shares at a price of $3.25 per share, totaling nearly $2 million. This purchase was facilitated through HL American Investments LLC in a firm commitment underwritten public offering that closed on the same date. Green, who serves as the assistant vice president of investments for HL American Investments LLC, is considered to have beneficial ownership of these shares.

The timing of this insider acquisition is particularly notable given the current market conditions for GLOO. The stock is trading at $2.95, which is close to its 52-week low of $3.00. This represents a significant decline of 62% over the past year. According to InvestingPro analysis, which provides comprehensive insights on over 1,400 US equities including detailed Pro Research Reports, the company's Fair Value suggests the stock may be undervalued at current levels.

Following this transaction, HL American Investments LLC holds 865,384 shares of Gloo Holdings Class A common stock indirectly. Additionally, Mr. Green directly holds 25,000 shares of Class A common stock, which represent restricted stock units (RSUs). These RSUs are scheduled to vest in two equal halves on the first and second annual stockholder meetings following the grant date, or their respective one- and two-year anniversaries, provided Mr. Green remains an Outside Director.

Mr. Green also indirectly holds 55,555 shares of Class B common stock, which is convertible into Class A common stock on a 1:1 basis at any time, with no expiration date. This convertible feature provides flexibility in the ownership structure and potential future conversion to Class A shares.

In other recent developments, Gloo Holdings announced the pricing of its underwritten public offering of 7 million shares of Class A common stock at $3.25 per share. The company anticipates gross proceeds of approximately $22.75 million before accounting for underwriting discounts, commissions, and estimated offering expenses. Additionally, Gloo has granted underwriters a 30-day option to purchase up to an additional 1,050,000 shares at the public offering price, potentially bringing total gross proceeds to around $26.16 million. This development followed the company's filing of a registration statement with the Securities and Exchange Commission for the public offering.

In another update, Benchmark raised its price target for Gloo Holdings to $15.00 from $14.00, maintaining a Buy rating on the stock. This adjustment comes after Gloo reported its fiscal first-quarter 2026 results, which exceeded expectations. The firm had anticipated this strong performance in its prior analysis. These recent developments reflect Gloo's ongoing strategic and financial activities.

Risks

  • Stock price has declined 62% over the past year, trading near 52-week low, indicating potential valuation pressure.
  • Public offering may dilute existing shareholders, though proceeds are intended for strategic activities.
  • Conversion of Class B to Class A shares and vesting schedules create future ownership changes that could impact market dynamics.

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