Umpleby III Donald J

CAT Executive Chairman Umpleby sells 17,166 shares ($8.7M) at $505.29; stock now at 52-week high of $527.47

Umpleby III Donald J, Executive Chairman of Caterpillar, sold 17,166 shares for $8,673,808.14 on 2025-10-10 at $505.29 per share, reducing his holdings from 465,339 shares to 448,173 shares (-3.7%). The sale occurred while the stock was trading notably below its current 52-week high of $527.47; the stock has since climbed +22.2% in the 30-day window and +27.8% in the 90-day window from the transaction date. At the company level, fundamentals show $16.6B in latest quarterly revenue, $2.2B net income, and annual revenue contraction of -3.4%, with a P/E of 26.19 and market cap of $247.1B. His prior two sales at CAT occurred on 2025-09-22 and 2025-09-02, with the latter showing a +18.8% 30-day return; however, measurable 90-day outcomes are not yet available for either prior trade. Across his full cross-ticker open-market history, his 2 prior sales averaged a +18.8% 30-day return, though the timing pattern shows none of those sales achieved a negative 90-day return (the marker of well-timed selling before a decline).

Executive Chairman Umpleby III sold 17,166 shares of CAT at $462.65 for $7,941,849.90; retains 465,339 shares.

Umpleby III, the Executive Chairman of Caterpillar, sold 17,166 shares at $462.65 on 2025-09-22, representing a -3.6% reduction from his pre-transaction holding of 482,505 shares. The sale occurred near the 52-week high of $472.10, with the stock up 8.2% over the prior 30 days and 26.8% over 90 days—a period of sustained upward momentum. His post-transaction position of 465,339 shares remains substantial, indicating continued significant ownership. The broader context shows Caterpillar trading at a P/E of 23.40 with mixed fundamentals: while the latest quarter generated $2.2B in net income on $16.6B revenue, annual revenue growth contracted by -3.4%, suggesting near-term operational headwinds despite the stock's recent rally. This sale follows a prior sale on 2025-09-02, establishing a pattern of recent dispositions by the company's top executive.

Umpleby III sold 17,168 shares of CAT at $412.87 for $7.1M, retaining 482.5K shares post-sale.

Executive Chairman Umpleby III Donald J sold 17,168 shares for $7,088,152.16, representing a 3.4% reduction in his 499.7K pre-transaction holding. The sale occurred at $412.87, approximately 0.5% below the current price of $415.12 and 5.2% below the 52-week high of $438.02. Despite the sale, Umpleby retained 482.5K shares, maintaining a substantial equity stake in the company. In the near term, CAT stock has declined 4.3% over the past 30 days despite a stronger 19.0% gain over 90 days, with the company reporting annual revenue decline of 3.4% year-over-year against a P/E of 20.61.