Andrew R J Bonfield

CFO Emeritus Bonfield exercises and immediately sells $14.4M in CAT shares near all-time highs, offsetting three option exercises in single-day transaction.

Andrew Bonfield, CFO Emeritus of Caterpillar, executed a complex transaction on May 6, 2026, exercising three separate option grants totaling over 23,000 shares and immediately selling nearly the same volume for approximately $14.4 million—a classic wash that suggests tax or liquidity planning rather than a conviction-driven trade. The timing is noteworthy: the stock trades at all-time highs after a rapid rally, and Bonfield's own track record in CAT shows all five of his prior sales in this stock saw shares rise afterward, meaning none of those exits preceded subsequent declines. This insider has historically demonstrated poor timing on exits from this specific company, and the current sale—executed at peak prices—follows the same pattern. The underlying company remains profitable with solid revenue, though it commands a stretched valuation, and the rapid 30-day appreciation that preceded this transaction appears to have triggered his exit rather than fundamental deterioration providing a rationale to sell.

CAT CFO Bonfield sells 10,000 shares ($5.75M) across 7 transactions on 2025-12-31 at $572.71–$578.41

Andrew R J Bonfield, Chief Financial Officer of Caterpillar Inc, executed 7 separate sales totaling 10,000 shares for $5,750,589.07 on year-end 2025-12-31, at prices ranging from $572.71 to $578.41 with a blended average of $575.06. This represents an 18.0% reduction of his position from 55,460 shares to 45,460 shares held post-transaction. The current price of $616.10 is 1.5% below the 52-week high of $625.61, and the stock has appreciated 26.6% over the past 90 days and 2.1% over the past 30 days, suggesting the CFO sold well below recent highs. Across Bonfield's cross-ticker track record, his 16 prior open-market sells have averaged a -6.3% 90-day return with a 55.56% well-timed rate; however, his 5 prior trades at CAT (all from 2025-12-01) show near-flat near-term outcomes, with outcome data for the 90-day window not yet measurable. The year-end timing of this multi-tranche execution warrants observation of whether it reflects rebalancing associated with equity compensation events or other structured liquidity scheduling rather than discretionary conviction signals.

CAT CFO Andrew Bonfield sold 10,000 shares for $5.7M in 7 separate transactions; stock near 52-week high

On 2025-12-01, CFO Andrew Bonfield executed 7 separate open-market sales totaling 10,000 shares for $5,714,447.96 at prices ranging from $568.57 to $574.52, with a blended average of $571.44. The current price of $582.47 stands at -0.5% from the 52-week high of $585.49, meaning the stock remains near its 2025 peak. This represents a -15.3% reduction in Bonfield's CAT holdings, bringing his post-transaction stake to 55,460 shares. His prior five trades at CAT were all well-timed, with negative 90-day returns (-7.0% to -23.7%), while his cross-ticker track record shows a 55.56% well-timed sell rate over nine prior transactions. The 90-day price appreciation of +40.3% and 30-day change of +0.9% confirm CAT has been in a sustained uptrend, creating a natural inflection point for a material insider sale at elevated valuations.

CFO Andrew Bonfield sold 10,000 CAT shares at $380.09 on 2025-01-16 for $3,800,900; reduces holdings by 18.1%

CFO Andrew Bonfield executed a sale of 10,000 shares ($3,800,900 total) at $380.09, reducing his CAT holdings from 55,182 to 45,182 shares (18.1% reduction). The stock has recovered 6.1% over 30 days and currently trades at $386.02, near its 52-week range midpoint but -7.4% from the 52-week high of $416.88. At the same ticker, Bonfield's prior four sales on 2024-11-25 all registered negative 30-day returns (-9.0% to -9.6%), suggesting a pattern of selling into local strength; his measured 90-day outcome from the February 2024 sale showed marginal gains (+1.2%). The company fundamentals remain solid with $16.1B quarterly revenue, $2.5B net income, and +12.8% annual revenue growth. This sale occurs without disclosed scheduled trading plan documentation and represents a meaningful but not majority position reduction for a CFO in a cyclical industrial stock.

CAT CFO Bonfield sells 10,000 shares at blended avg $405.36 on 2024-11-25; holds 55,182 post-sale

Andrew R J Bonfield, Chief Financial Officer of Caterpillar Inc, executed 4 separate sales totaling 10,000 shares for $4,053,559.57 at prices between $404.10 and $406.79, reducing his holdings by 15.3% from 65,182 to 55,182 shares. The sale occurred near the 52-week high ($416.88), with the stock at $407.83 current price and +5.7% over the prior 30 days and +17.1% over 90 days, indicating strong recent momentum. Across his cross-ticker track record, Bonfield's 4 prior open-market sells averaged +4.5% returns at 30 days and +7.9% at 90 days with 0.00% well-timed rate—all subsequent outcomes positive, indicating his historical sells have been poorly timed. At CAT specifically, his 4 prior sales posted mixed timing: two sales in early February returned near breakeven (+0.8–0.9% at 30d, +1.1–1.2% at 90d), while two sales in late January–early February showed stronger positive 90-day returns (+8.2% and +21.2%), with zero well-timed outcomes at the 90-day mark. This current sale's context—substantial volume, elevated valuations near 52-week highs, and a strong uptrend—warrants monitoring relative to forward earnings and cash-generation dynamics at a company with $16.1B quarterly revenue, $2.5B net income, and 18.45 P/E.