OLIVO MARIA

EVP Olivo sells 10,400 TRV shares at $306.60; remains 124,742 shares long post-transaction.

Olivo, EVP and Chief Risk Officer, sold 10,400 shares on 2026-02-26 at $306.60, reducing holdings by 7.7% to 124,742 shares. The transaction occurred near the 52-week high of $308.64, though within days of a prior discretionary sale on 2026-02-06. Across his five measurable prior trades at TRV, his timing has been mixed: 2 of 4 prior sales showed negative 90-day returns (well-timed to subsequent declines), but the other 2 were positive, and the most recent sale on 2025-11-26 showed only +3.3% 90-day return. His cross-ticker track record shows 7 prior sales with a 50% well-timed rate and a 5.6% average 90-day return, meaning his sells have typically preceded modest gains rather than declines. The company fundamentals are solid with $12.5B revenue, $1.9B net income, 5.2% annual revenue growth, and a low P/E of 9.32, providing no obvious distress signal.

EVP Olivo sells 10,400 TRV shares at $300.75; retains 117,596 shares; stock down 2.9% from 52-week high.

Maria Olivo, EVP of Enterprise Risk Management and Chief Risk Officer, sold 10,400 shares of Travelers at $300.75 on 2026-02-06, reducing her position by 8.1% to 117,596 shares retained. The sale price of $300.75 is near the 52-week high of $301.49, with the stock currently trading 2.9% below that peak. At the same-ticker level, Olivo's prior four measurable sales at TRV showed mixed timing: three of four produced negative 90-day returns, but her most recent sale on 2025-11-26 has not yet accumulated sufficient time for final outcome measurement. Her broader cross-ticker record across six prior sales averaged a 90-day return of +6.1%, with 60.00% of sales well-timed (generating returns below zero after the sale). The company's fundamentals remain solid: $12.5B annual revenue, +12.2% year-over-year growth, P/E of 11.12, and $65.3B market cap. The sale itself represents a routine portfolio adjustment by a senior executive with a medium-conviction track record rather than a clear signal of confidence or concern in the underlying business.

EVP Maria Olivo sold 8,920 shares of TRV at $295.73 on 2025-11-26 for $2.6M, retaining 117.6K shares post-sale.

Maria Olivo, EVP of Strategy Development & International, executed a discretionary open-market sale of 8,920 shares at $295.73, reducing her TRV holdings by 7.1% to 117.6K shares. The sale price was 1.8% above the current market price of $290.50 and within 1.4% of the 52-week high ($294.52), suggesting favorable exit conditions. Reviewing her same-ticker history at TRV, 3 of 5 prior sales (60%) were well-timed at the 90-day mark—a mixed but not exceptional pattern. Her cross-ticker track record shows a 60.00% well-timed rate across 5 prior sells, with an average 90-day return of +6.1%, indicating her sales tend to be modestly predictive when examined over a broader portfolio. TRV's fundamentals remain solid (P/E 11.03, $1.9B net income on $12.5B revenue, +12.2% YoY growth), and the stock has appreciated +8.2% over the prior 30 days, which may have created a natural point for position reduction.

EVP Olivo sells 36.2K TRV shares at $274.20; holdings drop 23.5% to 118.1K shares amid flat 52-week performance.

OLIVO MARIA sold 36,199 shares of Travelers Companies on 2025-05-29 at $274.20, reducing her holdings by 23.5% from 154,315 to 118,116 shares. The transaction occurred at a price -0.1% from the 52-week high of $275.88, and the current price remains near that peak at $275.70. Examining her prior TRV trades, timing outcomes are mixed: two of four prior sales achieved negative 90-day returns (2024-11-18 at -9.0% and 2024-01-30 at -0.0%), while two realized positive returns (2024-08-29 at +17.8% and 2023-11-30 at +22.5%), indicating no consistent well-timed sell pattern at this ticker. Against Travelers' strong fundamentals—$11.8B quarterly revenue with +12.2% annual growth, $395.0M net income, and P/E of 14.63—this sale represents a material reduction in an already concentrated executive position, warranting attention to her subsequent trading patterns at this stock.

EVP Olivo Maria sold 10,410 shares of TRV at $261.80 for $2.7M on 2024-11-18, reducing holdings 8.6%.

Maria sold 10,410 shares at $261.80 on 2024-11-18, leaving her with 111,162 shares post-transaction. The sale occurred near the 52-week high ($265.45), with the stock currently at $259.27, representing -2.3% from that peak. Her cross-ticker track record shows 3 prior sells with an average 90-day return of +11.2% (poorly-timed outcomes, as the stock rose after her sales), and a 50.00% well-timed rate. At TRV specifically, her prior sells show mixed timing: the 2024-08-29 sale yielded +4.3% in 30 days; the 2024-01-30 sale delivered +3.8% at 30 days and -0.0% at 90 days; and the 2023-11-30 sale posted +5.9% at 30 days and +22.5% at 90 days. The company has solid fundamentals (Revenue $11,904,000,000.00, Net income $1,260,000,000.00, P/E 12.96, annual revenue growth +12.2%), and the 30-day and 90-day returns of +19.5% post-sale suggest the stock has continued its upward trajectory since the transaction.

EVP Maria Olivo sold 15,000 TRV shares at $226.45; holds 111,162 shares post-sale.

Maria Olivo, EVP of Strategy Development & International, sold 15,000 shares at $226.45 on 2024-08-29, reducing her holdings by 11.9% to 111,162 shares and realizing $3.4M in proceeds. The sale occurred near the stock's 52-week high of $230.89 and at a price within 1.2% of peak. Her cross-ticker track record shows 50.00% well-timed sells with a 90-day average return of +11.2%, but her prior TRV trades showed mixed timing: one sell followed by a 90-day -0.0% return and another by a 90-day +22.5% return. The current stock price of $228.07 remains elevated relative to the transaction price, with strong 30-day (+5.4%) and 90-day (+5.7%) momentum trailing the sale. No FLAGS indicate a prearranged trading plan, so timing relative to price action is observable. Against a backdrop of solid fundamentals (P/E 14.10, +12.2% annual revenue growth, $534M net income), this remains a routine insider transaction without extraordinary signals.