GSHD Goosehead Insurance, Inc. Insider Trading

10% Owner Ryan buys 2,800 GSHD shares at $35.56; now holds 7,800 shares (+56.0%). Stock down -67.6% from 52-week high, cluster pattern with 2 other insiders in 14 days.

Langston Patrick Ryan, a 10% owner of Goosehead Insurance, purchased 2,800 shares at $35.56 on 2026-05-29, increasing his stake by 56.0% to 7,800 shares. This transaction coincides with a cluster pattern: 2 other insiders also bought within the past 14 days. The stock is currently trading at $36.65, representing a -67.6% decline from the 52-week high of $113.00 and a -29.9% decline over the past 90 days. Despite the recent weakness, the company's fundamentals remain intact with annual revenue growth of +16.2%, a P/E of 25.45, and most recent quarterly revenue of $93.1M. The convergence of multiple insider purchases at a depressed price point relative to recent highs warrants investor attention to whether this reflects conviction in stabilized fundamentals or simply price-level accumulation.

CFO John Arthur Martin purchases 5,000 shares of GSHD at $34.73; stock down 69.6% from 52-week high; cluster of 2 other insider buys in past 14 days

John Arthur Martin, the Chief Financial Officer, acquired 5,000 shares at $34.73 on 2026-05-28 for a total value of $173,650.00, establishing a new position in the company. The purchase occurs amid significant price deterioration: the stock is -69.6% from its 52-week high of $113.00, down 27.2% over 30 days and 36.6% over 90 days. This buy arrives within a cluster pattern where 2 other insiders also purchased within the past 14 days, suggesting coordinated response to depressed valuation. The company's fundamentals remain positive (16.2% annual revenue growth, $93.1M quarterly revenue, P/E 23.88), establishing a backdrop where insiders are acquiring despite significant recent price weakness.

Mark & Robyn Jones Descendants Trust 2014 (10% Owner) sold 45,588 shares of GSHD at $40.07 on 2026-05-26; trust retains LLC Units in Goosehead Financial

The trust sold its entire non-derivative common equity position in Goosehead Insurance at $40.07, representing a sale at a price 64.6% below the 52-week high of $113.00 and follows the stock's 30-day decline of -17.1%. Notably, across this insider's history at GSHD, 5 of 5 prior sells achieved negative 90-day returns (ranging from -19.4% to -22.7%), indicating a consistent pattern of selling ahead of subsequent price declines. However, the insider's overall economic interest in Goosehead remains substantial through direct ownership of LLC Units in Goosehead Financial, LLC, so this represents a restructuring of the ownership vehicle rather than a complete withdrawal from the business. The company's fundamentals show annual revenue growth of +16.2% and a P/E of 27.78, providing context for evaluating whether the current depressed valuation reflects fundamental weakness or market sentiment disconnected from operational performance.

Mark & Robyn Jones Descendants Trust 2014 (10% Owner) sells entire 82,689-share GSHD stake for $3,453,750.36

The Mark & Robyn Jones Descendants Trust 2014, a 10% owner, executed a complete exit of its entire 82,689 shares in two separate sales on 2026-05-22 for a combined $3,453,750.36 at a blended average price of $41.77, leaving zero post-transaction holdings. The insider's prior 5 trades at GSHD all generated negative 90-day returns ranging from -19.4% to -22.7%, and this historical pattern extends to his cross-ticker track record showing a 100.00% well-timed rate on 20 prior sells with an average 90-day return of -21.7%. The stock is currently trading at $42.49, down -4.9% over 30 days and -4.4% over 90 days, and remains -63.0% below the 52-week high of $114.76. A complete liquidation by a significant shareholder warrants scrutiny regarding the insider's assessment of risk or opportunity ahead.

10% owner Mark & Robyn Jones Descendants Trust 2014 fully exits 70.8K GSHD shares for $2.9M; timing consistent with prior sell pattern.

Mark & Robyn Jones Descendants Trust 2014, a 10% beneficial owner, filed 3 separate sales totaling 70,751 shares for $2,926,610.17 on 2026-05-21, reducing holdings to zero from 70.8K shares pre-transaction. The sales occurred at prices ranging from $40.62 to $42.21, yielding a blended average price of $41.36, while the stock currently trades at $42.49, down 4.9% over 30 days and 63.0% from its 52-week high of $114.76. At GSHD specifically, the trust's 5 prior sales (August 2025) all generated negative 90-day returns (-7.3% to -10.5%), with a 100% rate of subsequent stock declines at the 90-day mark; this complete liquidation extends that pattern at a time when the stock has substantially underperformed its peak. The cross-ticker track record shows 20 prior open-market sells with an average 90-day return of -21.7% and a 100% well-timed rate, indicating consistent sale execution before further declines. This full exit by a major shareholder, coupled with the demonstrated pattern of selling into downturns at this ticker, should prompt examination of whether the trust's complete exit reflects broader valuation or operational concerns.

General Counsel Thornthwaite Martin Ellis bought 5,000 shares of GSHD at $41.50; stock down -63.3% from 52-week high of $114.76. Two other insiders also purchased within 14 days.

Thornthwaite Martin Ellis, General Counsel, purchased 5,000 shares at $41.50 for a total value of $207,500.00, establishing an initial position in GSHD. The transaction occurred when the stock was trading -63.3% below its 52-week high of $114.76, and the stock has declined -16.8% over the past 90 days. Beyond this single executive's activity, 2 other insiders also bought within the past 14 days, creating a cluster pattern of insider purchases. The company reports strong fundamentals with annual revenue growth of +16.2% and a market cap of $891.1M, though the P/E of 29.26 remains elevated relative to the current price movement.

Jones Mark E. Jr. (President & COO) bought 2,650 shares of GSHD at $37.50; stock down -67.2% from 52-week high of $114.76.

Jones Mark E. Jr., President & COO of Goosehead Insurance, purchased 2,650 shares at $37.50 on 2026-05-15, increasing his holdings from 4,364 to 7,014 shares. The purchase occurs at $37.50 while the current price is $37.65, but the stock has declined -67.2% from its 52-week high and -8.6% over the prior 30 days. Examining his prior trading activity at this ticker, across 5 previous buys, none demonstrated positive 90-day returns—a 0% win rate at GSHD. His broader cross-ticker track record shows 5 prior buys with an average 90-day return of -10.6% and a 0.00% win rate. The timing and persistence of purchases despite consistent underwater outcomes warrants scrutiny of whether this reflects genuine conviction or a mechanical rebalancing pattern detached from near-term stock performance.

CEO Mark Miller buys 5.0K GSHD shares at $36.89 amid -67.2% pullback from 52-week high.

Mark Miller, President and CEO, purchased 5,000 shares at $36.89 on 2026-05-14, expanding his holdings from 35,000 to 40,000 shares. The transaction occurred when GSHD was down 67.2% from its 52-week high of $114.76 and down 8.6% over the prior 30 days, suggesting the CEO acted during a period of material stock weakness. Examination of his same-ticker history at GSHD reveals a 4 of 5 prior trades were well-timed at the 90-day mark, including a buy on 2024-04-29 that returned +52.5% over 90 days, indicating a pattern of favorable entry points at this specific security. The current P/E of 26.15 and annual revenue growth of +16.2% show fundamentals have not deteriorated sharply, positioning this purchase in a context of reduced valuations rather than obvious distress.