TRV TRAVELERS COMPANIES, INC. Insider Trading

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.

EVP Andy F Bessette sells 4,255 TRV shares at $308.11; retains 24,284 shares post-transaction.

Andy F Bessette, EVP and Chief Admin Officer of Travelers Companies, sold 4,255 shares at $308.11 on 2026-05-22, retaining 24,284 shares (24.3K shares) afterward. This represents a -14.9% reduction from his pre-transaction holdings of 28,539 shares (28.5K shares). His prior sells at TRV show mixed timing outcomes: 1 of 5 prior sales were well-timed at the 90-day mark, with most recent TRV sales in February 2026 posting near-flat 30-day returns (-0.1% to -0.7%) followed by modest 90-day gains (2.3% to 2.9%), while his cross-ticker track record across 8 prior open-market sales averaged a 90-day return of +3.5% with a well-timed rate of 28.57% — indicating his sells have historically occurred before stock appreciation rather than declines. The company reported revenue of $11.9B (latest quarter), net income of $1.7B, and annual revenue growth of +5.2%, providing a stable fundamental backdrop against which to assess this partial reduction in holdings.