Michael Frederick Klein

EVP Klein sells 10,000 shares at avg $307.65 for $3.1M; retains 45.1K shares post-sale

Michael Frederick Klein, EVP & President of Personal Insurance, executed three separate sales totaling 10,000 shares for $3,076,545.97 on 2026-05-26, with transaction prices ranging from $307.10 to $308.79. Post-transaction, Klein retains 45,124 shares, representing an 18.1% reduction from his pre-transaction holdings of 55,124 shares. His cross-ticker track record shows 19 prior open-market sales; however, outcomes for his 5 prior TRV trades remain unmeasurable. The company's latest quarterly fundamentals show revenue of $11,924,000,000.00 and net income of $1,711,000,000.00, with annual revenue growth at +5.2%. The sale size and pattern are consistent with an executive executing a planned reduction of a significant but not dominant portion of his holdings.

Klein sells 10,000 TRV shares ($3.0M) at $303.77 avg; stock now $301.42; prior TRV trades poorly timed at 90d.

Michael Frederick Klein, EVP & President of Personal Insurance, executed 2 separate sales on 2026-04-20 totaling 10,000 shares for $3,037,690.74, reducing his holdings from 55,124 shares to 45,124 shares (-18.1%). The blended average price of $303.77 was near the 52-week high of $312.03. Klein's prior 4 measurable sales at TRV show a 90-day timing pattern of just 1 well-timed sale, with the most recent February 2026 sale up +1.7% at 30 days but outcome not yet measurable at 90 days. His cross-ticker track record across 19 prior sells shows a 66.67% well-timed rate and an average 90-day return of -1.1%, but at TRV specifically, timing has been inconsistent: 3 of 4 prior sales resulted in positive 90-day returns, meaning the stock rose after he sold.

EVP Klein Michael Frederick sold 10,000 TRV shares at $301.18 for $3.0M; holds 33.6K shares post-sale.

Klein Michael Frederick, EVP & President of Personal Insurance, sold 10,000 shares (22.9% reduction in holdings) at $301.18 on 2026-02-06, generating $3,011,783.00. The transaction occurred near the 52-week high of $301.49, with the stock now trading at $292.82 (-2.9% from peak). His prior five trades at TRV show mixed timing outcomes: two sales were well-timed (post-transaction declines), while three were poorly-timed (post-transaction gains of 4.1%–8.8%). His cross-ticker history across 18 prior sales shows an average 90-day return of -1.1% and a 90d well-timed rate of 66.67%, indicating moderate historical accuracy in identifying selling windows. The company's fundamentals remain solid with revenue of $12,470,000,000.00 and net income of $1,888,000,000.00, a P/E of 11.12, and annual growth of 12.2%, providing no apparent distress signal; the sale appears consistent with routine rebalancing by a senior executive in a well-capitalized insurer.

EVP Klein sells 8,572 shares for $2,320,728.06 at blended avg $270.73; 4 of 4 prior TRV sales were well-timed by 90d mark.

Michael Frederick Klein, EVP & President of Personal Insurance at Travelers, executed two separate sales on 2025-10-28 totaling 8,572 shares (8.6K shares) for $2,320,728.06, reducing his holdings from 42,210 shares (42.2K) to 33,638 shares (33.6K), a net reduction of -20.3% of his pre-transaction position. His prior trading record at TRV is noteworthy: across 5 prior trades at this ticker, all 4 measurable sells exhibited well-timed 90-day outcomes (stock fell after the sale), though only the most recent 2025-08-04 sale has shown positive 30-day price action at +5.6%. The current stock price of $267.91 is -6.0% from the 52-week high of $284.97 and reflects a -3.1% decline over the past 30 days, suggesting the 2025-10-28 sales occurred near recent trading peaks. The company's fundamentals remain solid—$12.5B quarterly revenue, $1.9B net income, +12.2% annual growth, and a 10.18 P/E ratio—yet the timing pattern of Klein's consistent prior sales ahead of subsequent declines warrants close observation of whether this transaction again precedes downward pressure.

EVP Klein sells 10,000 TRV shares ($2.6M) at $261.99; holds 33,638 post-sale. Stock +0.4% in 30d vs mixed same-ticker outcomes.

Klein Frederick, EVP & President of Personal Insurance at Travelers, sold 10,000 shares on 2025-08-04 at $261.99 for a total value of $2,619,855.00, reducing his holdings from 43,638 to 33,638 shares. His prior open-market activity across all tickers shows a 75.00% well-timed sell rate at the 90-day mark (average 90-day return of -2.4%), suggesting historical timing acumen; however, his same-ticker history at TRV is mixed, with only 1 of 2 measurable prior sales well-timed at 90 days (a -6.6% return on the 2024-10-23 sale offset by a +21.7% return on the 2024-07-25 sale). The stock has moved +0.4% in the 30 days since the sale and currently trades at $265.17, near the top of its 52-week range, with fundamentals intact (P/E 11.38, annual revenue growth +12.2%, net income $1.5B). The sale size represents a -22.9% reduction in his holdings, a material step down that warrants observation of whether follow-up transactions or company guidance changes emerge.

EVP Klein sells 9,044 shares of TRV at blended avg $274.17; post-trade holdings 33,638 shares (-21.2%)

Klein Michael Frederick, EVP & President of Personal Insurance at Travelers Companies, executed 3 separate sales on 2025-05-29 totaling 9,044 shares for $2,479,575.96 at transaction prices ranging from $273.12 to $274.68. The sales reduced his holdings by 21.2% from 42,682 to 33,638 shares. At TRV specifically, Klein has a history of 5 prior sales, with 4 of the 5 well-timed at the 90-day mark—meaning the stock declined after those sales. His cross-ticker track record shows a 75.00% well-timed rate on 12 prior sells. The current price of $275.70 sits near the 52-week high of $275.88, and the stock has gained 4.4% over 30 days and 6.7% over 90 days. This transaction occurs in a strong price environment for TRV, with the company posting solid fundamentals: $11.8B annual revenue (+12.2% growth), $395.0M net income, and a P/E of 14.63.

EVP Michael Klein sold 10,000 TRV shares at $256.17; holds 22,797 post-sale. Strong timing history at this ticker.

Michael Frederick Klein, EVP & President of Personal Insurance, sold 10,000 shares of Travelers for $2,561,742.00 on 2024-10-23 at $256.17, reducing his holdings by 30.5%. His prior trade timing at TRV has been strong: 4 of 5 prior sells were well-timed at the 90-day mark, with the most recent July 2024 sale generating a 90d return of +21.7% (indicating he sold before the stock continued rising after the sale). The stock's current price of $256.42 is -3.4% from the 52-week high of $265.45, and has appreciated +7.8% over the past 30 days and +19.9% over 90 days. Travelers' fundamentals remain solid: $11.9B in latest quarterly revenue, $1.3B net income, and +12.2% annual revenue growth, with a lean P/E of 12.81. This sale occurs in a period of strong stock momentum and follows a multi-year pattern of well-executed exits at this specific company.

EVP Klein sold 10,000 shares of TRV at $211.44 on 2024-07-25 (5 of 5 prior TRV trades well-timed at 90-day mark)

Klein Michael Frederick, EVP & President of Personal Insurance at Travelers, sold 10,000 shares (-30.5% vs pre-transaction holdings of 32,797 shares) worth $2,114,370.00 on 2024-07-25. This is notable because his track record at Travelers specifically demonstrates a consistent timing pattern: all 5 prior sales at TRV had negative 90-day returns, indicating they preceded stock declines. His cross-ticker track record across 10 prior sells shows an 80.00% well-timed rate at the 90-day mark, with an average 90d return of -4.3%. The stock at transaction time was $211.44, and is now trading at $213.93 (+5.2% over 30 days), but remains -7.4% from its 52-week high of $230.89. The company's fundamentals show solid growth (revenue +12.2% year-over-year) with a P/E of 13.22, suggesting a discount valuation backdrop that could mask insider concerns about near-term or medium-term risks.