HIG HARTFORD INSURANCE GROUP, INC. Insider Trading

HIG President Adin M Tooker sold 8,895 shares at $135.13 (5/27/26) via 10b5-1 plan; retains 38,208 shares and 17,792 options.

Adin M Tooker, President of Hartford Insurance Group, executed a scheduled sale of 8,895 shares for $1,201,981.35 under a pre-arranged 10b5-1 trading plan, reducing his non-derivative holdings from 47,103 to 38,208 shares. The transaction was executed at $135.13 per share, which is 10.3% below the 52-week high of $144.50 and represents the current price of $129.62 being modestly below the sale price. His same-ticker trade history at HIG shows mixed 30-day outcomes (ranging from +0.6% to -5.8%) following prior sales, though the cross-ticker track record shows an average 90-day return of +5.4% following his 11 prior sells across all holdings. Tooker retains 38,208 non-derivative shares and maintains a derivative position of 17,792 stock options, reflecting an ongoing material stake in the company; the scheduled nature of this sale through the 10b5-1 plan indicates this is an ordinary, planned liquidity event rather than a discretionary trading decision.

EVP Rodden sells 40,693 shares at $138.05 blended avg, reducing HIG holdings 61.6%

Rodden Lori A, Executive Vice President, executed 2 separate sales on 2026-03-10 totaling 40,693 shares (40.7K shares) for $5,617,536.70, at a blended average price of $138.05. This sale reduces her post-transaction holdings to 25,391 shares (25.4K shares), representing a 61.6% reduction from her pre-transaction position of 66,084 shares (66.1K shares). The stock currently trades at $134.41, down 5.1% over 30 days and down 6.4% from the 52-week high of $143.53. Her prior 3 measurable sales at HIG posted positive 90-day returns of +11.9%, +7.5%, and +7.6%, with none classified as well-timed (0 of 3), indicating the stock subsequently rose after each sale. The company shows solid fundamentals with $7.2B revenue and a P/E of 8.65, though the recent price weakness merits monitoring against the company's operational health.

HIG President sold 8,307 shares at $140.54 for $1.2M, reducing stake to 38,208 shares (-17.9%)

President Adin M. Tooker sold 8,307 shares of Hartford Insurance Group at $140.54 on 2026-02-25, a reduction of 17.9% from his pre-transaction holdings of 46,515 shares. The sale occurred near the top of the stock's 52-week range ($143.53 high), with HIG trading at $141.07 currently and posting strong short-term momentum (+8.3% over 30 days). At the same-ticker level, Tooker's prior 5 sales at HIG showed negative 90-day returns on all but one occasion, suggesting a pattern of poor timing on this specific stock—yet his cross-ticker track record of 10 prior sales averaged a 90-day well-timed rate of 0.00%, meaning none were well-timed in aggregate. The company's fundamentals remain solid with P/E of 9.08, $7.2B in latest quarterly revenue, and annual revenue growth of +6.9%. This sale represents a material reduction in insider stake but lacks clear signaling strength given the divergence between local price strength and the insider's historical track record of poorly-timed exits at this ticker.

EVP Rodden sells 5,681 HIG shares at $141.83; down 23.6% of holdings after latest trade

Rodden Lori A, Executive Vice President at Hartford Insurance Group, sold 5,681 shares for $805,723.16 on 2026-02-11, reducing her position by 23.6% (from 24,080 to 18,399 shares). The sale occurred near the 52-week high of $142.56, with the stock trading at -0.9% from peak levels. Her prior trades at HIG show a mixed timing pattern: across three prior sales at this ticker, zero were well-timed at the 90-day mark, with post-sale 90-day returns ranging from +0.3% to +10.4%. The company's fundamentals remain solid (P/E 11.06, $7.2B revenue, $1.1B net income, +8.2% annual growth), suggesting this sale occurs in an operational context without apparent distress signals. The transaction itself represents normal portfolio management by an executive retaining 18,399 shares, with no indication of loss of confidence in the business.

HIG Chairman/CEO Swift Christopher sold 101.0K shares ($14.2M) on 2026-02-04, reducing stake 34.1%

Chairman and CEO Swift Christopher executed 2 separate sales totaling 100,970 shares for $14,214,271.68 on 2026-02-04, at a blended average price of $140.78, reducing his holdings by 34.1% from 295,786 shares to 194,816 shares. The current price stands at $142.56, at the 52-week high, with the stock up 4.9% over 30 days and 10.2% over 90 days. His cross-ticker track record shows 20 prior sells with an avg 90d return of +11.6%, indicating his prior sales have not been well-timed (90d well-timed rate of 7.14% is below his average, and positive returns mean he sold before gains occurred). At Hartford Insurance specifically, all 5 prior measurable trades were sells on 2026-02-02 with outcomes not yet measurable. The scale and timing of this largest single disposal—representing a major reduction in CEO holdings during a period of stock strength—merits investor attention to potential signals about management's outlook or portfolio rebalancing objectives.

Hartford's CEO Swift Christopher sells 201.9K shares ($27.5M) across 6 transactions on 2026-02-02, cutting holdings by 50.9%

Christopher executed 6 separate sales totaling 201,938 shares for $27,546,936.17 at a blended average price of $136.41, reducing his post-transaction holdings to 194,816 shares from 396,754 shares. The current stock price of $140.86 sits at the 52-week high (+0.0%), and the company shows solid fundamentals with $7.2B revenue, $1.1B net income, 8.2% annual revenue growth, and an 11.03 P/E ratio. His prior trades at HIG show mixed outcomes (1 of 3 prior measurable sells were well-timed at the 90-day mark), and his cross-ticker track record of 18 prior sells achieved a 6.25% well-timed rate with 13.0% average 90-day return—suggesting his prior sells have generally occurred before stock advances rather than declines. The magnitude and timing of this 50.9% reduction in holdings during a period of stock strength warrants attention to whether this reflects portfolio rebalancing or a shift in the CEO's confidence level.

CFO Beth Ann Costello sells 35,339 shares (31.3% of holdings) for $4,826,771.48 at HIG

Beth Ann Costello, EVP and CFO of Hartford Insurance Group, executed two separate open-market sales on 2026-01-02, selling a combined 35,339 shares at a blended average price of $136.58, totaling $4,826,771.48 and reducing her holdings by 31.3%. At the current price of $136.93, this transaction occurred near the company's 52-week high (currently -2.0% from the high of $139.72), and the stock has appreciated +5.8% over the 30-day period leading to this sale. Examining Costello's prior trading history at HIG specifically, her four previous sales generated positive 90-day returns (+7.8%, +0.6%, +1.1%, +5.4%, +1.2%, +5.4%, +8.0%, +6.1%), indicating a consistent pattern of selling before or into gains rather than declines; notably, 0 of 4 prior HIG sales were well-timed at the 90-day horizon. Hartford itself shows strong fundamentals with $7.2B in quarterly revenue, $1.1B in net income, +8.2% annual revenue growth, and a favorable 10.72 P/E multiple.

HIG President TOOKER ADIN M sold 6,731 shares at $137.90; holds 31,721 shares post-sale

TOOKER ADIN M, President of Hartford Insurance Group, sold 6,731 shares for $928,204.90 at $137.90 on 2025-11-26, reducing his holdings by approximately 17.5% to 31,721 shares. The sale price was -1.5% from the 52-week high of $137.57, near the upper end of the annual trading range. Across his cross-ticker insider trading history, TOOKER's 9 prior sells generated a 0.00% well-timed rate at the 90-day mark, indicating his prior sales at other companies did not precede declines. At Hartford specifically, his 5 prior trades (all sales at HIG on 2025-05-15) similarly showed a 0.00% well-timed rate at 90-days post-trade, with subsequent 90-day returns ranging from +1.3% to +2.3%—meaning the stock rose after those sales. The company trades at a P/E of 10.61 with strong recent fundamentals: $7.2B revenue, $1.1B net income, and annual growth of +8.2%.

EVP Rodden Lori A sold 7,841 shares of HIG at $122.41 (Oct 29), reducing holdings by 29.9%; cross-ticker sells avg +5.3% 90d return.

Rodden Lori A, Executive Vice President, sold 7,841 shares for $959,829.36 at $122.41 on 2025-10-29, reducing her holding from 26,240 to 18,399 shares (a 29.9% reduction). The sale occurred while HIG traded below its 52-week high by 7.8% and has declined 6.6% over the preceding 30 days. Her cross-ticker track record shows 2 prior sells with an average 90-day return of +5.3%, indicating that historically her sales have been followed by stock appreciation rather than decline. At HIG specifically, her 2 prior sales (2025-08-01 and 2024-02-07) had 90-day returns of +0.3% and +10.4% respectively, with neither proving well-timed at the 90-day mark. The stock currently trades at $124.18 against fundamentals of a 9.72 P/E and $7.2B quarterly revenue, suggesting a mature, profitable business.

EVP Rodden sells 7,710 HIG shares at $123.11 for $949.2K, reducing stake 29.5% to 18.4K shares

Rodden Lori A, Executive Vice President, executed an open-market sale of 7,710 shares at $123.11 on 2025-08-01, reducing her position by 29.5% from 26,109 to 18,399 shares. The transaction is modest in absolute terms ($949.2K) relative to Hartford Insurance's $35.9B market cap and $7.0B quarterly revenue base; the company maintains a lean 11.05 P/E and $995.0M net income, indicating financial stability. Notably, her prior sale at this ticker on 2024-02-07 was followed by a +10.4% 90-day return, meaning she sold before subsequent gains—a pattern inconsistent with well-timed positioning. With current stock price at $127.57 (up 2.1% over 30 days), this sale has been underwater in near term, though the cross-ticker timing record remains unremarkable (0.00% well-timed rate across her broader history).