Bailo Karen

Commercial Lines President Bailo Karen sold 3,517 shares of PGR at $212.00 on 2026-03-05 for $745,604.00

Karen Bailo, Commercial Lines President at Progressive Corp, sold 3,517 shares at $212.00, reducing her holdings by 9.8% to 32,347 shares. The sale occurred well above the current price of $206.80 and near the bottom of the 52-week range, with the stock down 29.0% from its 52-week high of $291.22. Her prior trading at PGR shows mixed timing outcomes: 1 of 4 prior sells resulted in positive 90-day returns, with her most recent sale at this ticker (2025-07-28) followed by a 90-day decline of 12.1%, while her cross-ticker sales have averaged a 90d return of 6.2%, suggesting a 25.00% well-timed rate across holdings. The company remains well-positioned fundamentally with $22.5B in revenue, $2.6B net income, and a P/E of 8.95, though the recent price momentum is negative over 90 days (-8.6%).

Progressive Commercial Lines President Bailo Karen sold 8,922 shares at $249.24 for $2.2M, reducing stake by 21.6%

Bailo Karen, Commercial Lines President at Progressive, executed a sale of 8,922 shares at $249.24 on 2025-07-28, reducing her holdings from 41,267 to 32,345 shares (a 21.6% reduction). The transaction occurred when PGR's stock was trading 17.0% below its 52-week high of $291.22 and has declined 9.4% in the past 30 days and 13.0% over 90 days. Examining her same-ticker history at PGR, her prior three sales (most recently on 2025-01-22, 2024-07-22, and 2024-03-05) each saw positive 90-day returns, meaning the stock subsequently rose after each sale, yielding a 0 of 3 well-timed rate. This current sale occurs during a period of meaningful stock weakness, contrasting with her prior sell patterns that preceded gains. The company fundamentals remain relatively strong with P/E of 16.25 and annual revenue growth of 21.4%, though recent trading momentum is negative.

Progressive Commercial Lines President Bailo sells 2,120 shares at $243.29; prior two PGR sales both posted positive 90d returns.

Karen Bailo, Commercial Lines President, sold 2,120 shares at $243.29 on 2025-01-22, reducing her holdings by 6.2% to 32,345 shares and realizing $515,774.80. The transaction occurred near the upper end of the stock's 52-week range ($170.14–$268.88), though the current price of $239.51 is now -10.9% from the 52-week high. Examining her transaction history at Progressive, her prior two sales (2024-07-22 and 2024-03-05) both resulted in positive 90-day returns of 17.3% and 10.5% respectively—meaning the stock rose after she sold both times, indicating those sales were poorly timed. This sale carries limited directional signal since her prior timing pattern at this specific ticker shows 0 of 2 well-timed sells at the 90-day mark. The company's fundamentals remain solid with annual revenue growth of +25.2%, a P/E of 17.29, and recent quarterly net income of $2,333,400,000, providing no obvious distress signal.

Progressive Commercial Lines President Karen Bailo sold 7,882 shares at $214.01; prior PGR sale on 2024-03-05 posted +10.5% 90-day return (poorly timed).

Karen Bailo sold 7,882 shares at $214.01 on 2024-07-22, reducing her holdings by -19.6% to 32,342 shares. Stock price is currently $215.44, just 0.66% above transaction price. Her prior sale at PGR on 2024-03-05 posted a +10.5% 90-day return, indicating the stock rose after that earlier sale—a poorly-timed exit. With Progressive's fundamentals solid (annual revenue growth of +25.2%, P/E of 21.81, market cap $126.2B), the sale appears discretionary rather than a signal of operational concern, though the pattern of prior under-timed exits warrants routine monitoring.