HG Hamilton Insurance Group, Ltd. Insider Trading

Director David A Brown sold 37,300 shares of HG at $32.16 (May 2026), retaining 450,000 shares post-sale

David A Brown, a Director of Hamilton Insurance Group, sold 37,300 shares for $1,199,653.79, representing a 7.7% reduction of his pre-transaction holdings. The sale occurred at $32.16, slightly below the current price of $32.39 and well below the 52-week high of $33.72. The company shows strong financial fundamentals with $758.9M in latest-quarter revenue, $217.0M net income, and robust 24.7% annual revenue growth, alongside a low P/E of 2.46. Brown retained substantial holdings of 450,000 shares post-transaction, maintaining meaningful exposure to the company. The sale's relatively modest scale and Brown's continued significant stake provide limited directional signal on management's broader conviction regarding the stock.

Director Bradley E Cooper buys 99 HG shares at $31.01, initiating position in $2.1B insurer with strong fundamentals (2.30 P/E, +24.7% YoY growth).

Cooper acquired 99 shares at $31.01 on 2026-04-08 in a $3.1K transaction, establishing an initial position in Hamilton Insurance Group. The purchase price sits $1.02 below the current market price of $32.03, which marks the 52-week high, indicating the director bought before the stock reached its recent peaks. The company trades at a P/E of 2.30 with annual revenue growth of +24.7%, and the stock has appreciated 12.1% over 30 days and 22.4% over 90 days, reflecting momentum in a profitable insurer with $667.6M quarterly revenue. The transaction amount is modest relative to HG's $2.1B market cap, and as a new position rather than an addition to existing holdings, it represents Cooper's initial entry into the stock.

Group Chief Audit Officer Bernhard Keith Donald sells 47,000 HG shares at $24.37; retains 53,893 post-transaction

Bernhard Keith Donald, Group Chief Audit Officer at Hamilton Insurance Group, sold 47,000 shares (47.0K shares) at $24.37 on 2025-09-05, reducing his holdings by 46.6% to 53,893 shares. The sale occurred near the 52-week high of $24.59 (within 2.4%), and at a price $0.36 above the current market price of $24.01, suggesting the transaction executed favorably relative to recent trading levels. Hamilton's fundamentals remain robust with annual revenue growth of +48.3%, a P/E ratio of 2.69, and net income of $267,786,000.00 against latest-quarter revenue of $740,765,000.00. The substantial reduction in the chief audit officer's direct stake—from 100,893 to 53,893 shares—merits investor attention regarding any internal dynamics or portfolio rebalancing considerations, particularly given this executive's governance and audit oversight responsibilities.

Hamilton Re CEO Graves sells 50.0K shares at $23.27; holds 154.7K post-sale as stock near 52-week high

Megan Jane Graves, CEO of Hamilton Re, sold 50,000 shares at $23.27 on 2025-08-12, reducing her position by 24.4% to 154,674 shares. The sale occurred near the 52-week high of $24.40, with the stock up 17.6% over 30 days and 15.8% over 90 days prior to the transaction. Her prior trades at HG show mixed timing outcomes: a May 2025 sale preceded a 90-day gain of 16.1%, while a March 2025 sale preceded a 90-day gain of 6.6%, suggesting the stock has continued to rise after her recent sells. The company's fundamentals remain strong with annual revenue growth of 48.3% and a P/E of 2.74, though the timing of this large sale during a significant rally warrants observer attention given the magnitude of the position reduction and recent stock momentum.

CEO Megan Jane Graves sells 50,000 HG shares at $23.75; holds 104,674 post-sale as stock near 52-week high

Graves sold 50,000 shares (50.0K shares) at $23.75 on 2025-08-13, reducing her position by 32.3% to 104,674 shares (104.7K shares) post-transaction. The sale occurred when HG was at +0.0% from its 52-week high of $24.40, suggesting execution near peak pricing. Across her cross-ticker track record, Graves' prior 3 sells averaged a +11.4% 90-day return (stock rose after her sells), marking a 0.00% well-timed rate—meaning none of those prior sells preceded a decline. At HG specifically, her prior 2 measurable sales on 2025-05-16 and 2025-03-14 posted +16.1% and +6.6% 90-day returns respectively, continuing a pattern of selling into strength rather than ahead of weakness. The company's fundamentals remain robust, with +48.3% annual revenue growth, $267.8M net income, and a 2.74 P/E ratio, providing no visible deterioration to explain the sale.

Director Vaughan Therese M purchased 4,750 shares of HG at $21.05; holdings increased 29.4% to 20.9K shares

Director Therese M. Vaughan purchased 4,750 shares at $21.05 on 2025-05-19, increasing her stake by 29.4% to 20,892 shares post-transaction. The purchase occurred near the 52-week high of $21.58, with the stock up 14.6% over the preceding 30 days and 16.3% over 90 days, reflecting strong recent momentum in the equity. Hamilton Insurance Group reported robust fundamentals including $768.8M in latest quarterly revenue, $181.3M in net income, and 48.3% annual revenue growth, alongside an attractive 2.75 P/E ratio. The director's cross-ticker track record shows limited prior sales activity (2 prior sells) with a 50% well-timed rate on those transactions, providing modest context but not a strong pattern at this specific ticker.

Hamilton Re CEO Thomas Megan Jane sold 25,000 shares at $21.02 on 2025-05-16, trimming holdings to 204,674 shares from 229,674.

The CEO sold 25,000 shares (10.9% reduction in holdings) at $21.02, just below current levels ($21.26). The transaction occurs in context of strong recent price momentum: the stock is up 14.6% over 30 days and 16.3% over 90 days, trading near its 52-week high of $21.58. Fundamentals remain robust with net income of $181,266,000.00 on quarterly revenue of $768,781,000.00 and a compressed P/E of 2.75, suggesting the company is trading at a low multiple despite 48.3% annual revenue growth. The prior insider sale at this ticker on 2025-03-14 generated a -13.0% 30-day return, establishing a pattern of unfavorable timing around open-market transactions by this executive.

CEO Thomas Megan Jane sold 53,256 shares of HG at $20.06; retains 229,674 shares (-18.8% reduction)

Thomas Megan Jane, CEO of Hamilton Re, sold 53,256 shares at $20.06, reducing her holdings by 18.8% to 229,674 shares—a material reduction in CEO-level equity exposure. The stock has appreciated 11.2% over 30 days and 12.8% over 90 days, and currently trades at $20.72 near its 52-week high of $21.03, suggesting the sale occurred during an uptrend. The company shows strong fundamentals with 48.3% annual revenue growth, $512.8M quarterly revenue, and a $61.0M quarterly net income, alongside an attractive P/E of 1.33; however, a CEO's decision to reduce her absolute share count by over 53K shares in a company posting these growth metrics and trading near 52-week highs warrants investor attention regarding her confidence outlook. The transaction's significance is elevated by the CEO's senior position and the scale of the reduction, though the company's operational strength tempers immediate concern.