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EdgarHawk

Fassino Anthony D.

Group President

Officer

Latest: Group President selling · May 2026

9 filings analyzed · 1 company · Latest 2026-05-12

Companies

Company Buys Sells Direction
CATERPILLAR INC CAT 0 29 Net selling

Activity

May 2026
2026-05-12 CATERPILLAR INC CAT
low
Sell
16,283 shares
$14,928,266
Significance 4/10

Group President Fassino exercises stock award and sells nearly all shares on same day, maintaining zero net position.

Anthony Fassino, Group President at Caterpillar, executed a three-part transaction on the same day: exercising nearly 21,400 shares from a stock award, immediately withholding about 5,100 shares for tax obligations, and selling the remaining shares in two separate blocks. The net result is zero change in his overall stake despite the large transaction flow. His prior sales at this company have shown mixed results — over a 90-day horizon, only one of his five previous exits proved well-timed as shares subsequently fell, while four saw the stock rise afterward, indicating inconsistent execution on the sell side. Caterpillar itself is a profitable company with growing revenue, and the stock is trading essentially at its 52-week high, suggesting little margin of safety at current levels. The exercise-and-sell pattern is routine for stock-based compensation vesting, and Fassino's zero net position change suggests no material conviction either way in the company's near-term prospects.

2026-05-07 CATERPILLAR INC CAT
medium
Sell
9,152 shares
$8,477,067
Significance 5/10

CAT Group President exercises and immediately sells shares, achieving net-zero position change despite rising stock near 52-week highs.

Anthony Fassino, Group President at Caterpillar, exercised stock options and disposed of shares on the same day, resulting in no net change to his shareholding. The transactions totaled approximately $11.1 million in dispositions against $2.6 million in acquisitions, a pattern that merits attention given the stock's position near its 52-week highs and the company's strong profitability. Fassino's prior sales in CAT show mixed timing outcomes — some preceded further gains (suggesting he exited too early), while others preceded declines (well-timed exits). The current transaction occurs as the stock has appreciated substantially over recent months, and the Group President's choice to exercise options only to liquidate the resulting shares on the same trading day—rather than hold or accumulate—suggests a disciplined approach to managing exposure at elevated valuations. For investors, this is a data point worth incorporating alongside the company's solid revenue and earnings profile; the filing itself does not constitute a clear directional signal, but the exercise-and-sell pattern is notably different from a straightforward conviction buy or hold.

February 2026
2026-02-17 CATERPILLAR INC CAT
medium
Sell
7,891 shares
$6,130,518
Significance 6/10

CAT Group President sells 7,891 shares for $6.1M at $776.90; stock now $764.76, -14.5% holding reduction.

Anthony D. Fassino, Group President, sold 7,891 shares at $776.90 on 2026-02-13, reducing his post-transaction holdings to 46,643 shares (-14.5% reduction in holdings). The sale occurred near the 52-week high of $775.00, with CAT trading at $764.76 currently (down 1.3% from that peak). Across his prior trades at CAT, Fassino has achieved mixed outcomes: a 2025-11-10 sell was followed by a 90d return of +27.4%, while two 2024 sales in November showed negative 90d returns (-16.8% and -11.7%), indicating 2 of 3 prior measurable sells at this ticker were well-timed (stock fell after). His cross-ticker track record shows a 50.00% well-timed rate on 12 prior sells with an average 90d return of +0.6%, suggesting modest predictive value in his sell decisions historically. The timing of this sale near the 52-week high, combined with the 30-day price momentum of +18.2% and 90-day strength of +38.3%, warrants attention to whether this represents a material reassessment of valuation at elevated multiples (P/E: 48.31).

2026-02-09 CATERPILLAR INC CAT
medium
Sell
6,033 shares
$4,356,731
Significance 5/10

Group President Anthony D. Fassino sold 6,033 CAT shares at $722.15; stock now at $742.12 near 52-week high after +20.2% rally in 30 days.

Fassino sold 6,033 shares (representing a -12.8% reduction in his holdings) on 2026-02-06 at $722.15, four days before the stock reached its current price of $742.12 near the 52-week high of $742.12. The stock has gained 20.2% over the past 30 days and 30.7% over 90 days, creating unfavorable timing optics for the sale. His track record across all tickers shows a 50.00% well-timed rate on 11 prior sells (measured by negative 90-day returns), while his same-ticker history at CAT shows 2 of 4 measurable prior sells were well-timed at the 90-day mark. The most recent CAT trade (2025-11-10) proved well-timed with a +27.4% 90-day return (post-sale appreciation), whereas the 2024-11-29 and 2024-11-06 sales did precede declines. This sale occurs as the company reports strong quarterly results ($2.3B net income) but faces -3.4% annual revenue decline and a P/E of 37.46.

2026-02-03 CATERPILLAR INC CAT
medium
Sell
10,671 shares
$7,261,082
Significance 4/10

Caterpillar Group President Fassino sold 10,671 shares at $680.45 for $7.3M on Feb 2, reducing stake 20.6%

Anthony D. Fassino, Caterpillar's Group President, sold 10,671 shares at $680.45 on 2026-02-02, reducing his holdings from 51.8K to 41.2K shares—a -20.6% reduction in his position. The stock has since appreciated to $702.89 (current price), making this particular sale poorly-timed on a 30-day basis relative to subsequent market performance; his prior four measurable sales at CAT show mixed outcomes (2 of 4 well-timed at the 90-day mark), with the most recent November 2025 sale up +7.9% in 30 days. Against his broader cross-ticker track record (10 prior sells, 55.56% well-timed rate), this is an open-market disposition that warrants observation of whether it reflects typical portfolio management or a broader signal—particularly given CAT's recent strength (+17.5% in 30 days, +23.5% in 90 days) and elevated valuation (P/E 35.48) relative to historical trading ranges.

November 2025
2025-11-12 CATERPILLAR INC CAT
medium
Sell
8,184 shares
$4,666,353
Significance 5/10

CAT Group President Fassino sells 8,184 shares ($4.7M) at $570.18; stock up 37.2% in 90 days.

Anthony D. Fassino sold 8,184 shares of Caterpillar at $570.18 on 2025-11-10, reducing his holdings by 16.5% to 41,512 shares and realizing $4,666,353.12. The sale occurs near the 52-week high ($585.49), with the stock currently at $573.02 after a strong 37.2% gain over the prior 90 days and 13.5% gain over 30 days, reflecting broad momentum in CAT. His prior five sales at this ticker show mixed timing: 2 of 5 resulted in subsequent declines (well-timed), while 3 generated gains post-sale, with the most recent November 2024 sale proving poorly timed (−10.7% at 30 days, −16.8% at 90 days). The current sale at an elevated price point on strong recent momentum warrants monitoring for whether it signals a shift in conviction or simply coincides with the stock's recent momentum run.

December 2024
2024-12-02 CATERPILLAR INC CAT
medium
Sell
6,279 shares
$2,565,537
Significance 5/10

Fassino sold 6,279 shares of CAT for $2.6M on 2024-11-29; stock up 6.0% in 30 days post-sale.

Fassino, Group President, sold 6,279 shares at $408.59, reducing holdings by -15.8% to 33,565 shares. CAT has risen 6.0% over the 30 days following the sale (current price $402.51 vs transaction price $408.59), and his prior trades at CAT show consistent positive 30-day returns (ranging 7.8%–11.3%), though all four measurable 90-day outcomes were negative (5.0%–14.9%), meaning his prior CAT sells were poorly timed overall. His cross-ticker track record shows a 90-day well-timed rate of 42.86% (below 50%), indicating timing challenges. CAT itself trades near 52-week highs at -3.4% from the range peak, and the company posted strong fundamentals with annual revenue growth of +12.8% and P/E of 18.21.

November 2024
2024-11-07 CATERPILLAR INC CAT
medium
Sell
5,509 shares
$2,257,809
Significance 5/10

Fassino sells 5,509 CAT shares for $2.3M; stock up 5.2% in 30d, but insider's prior CAT sales have missed rallies

Fassino, Group President, sold 5,509 shares at $409.84 on 2024-11-06, reducing holdings by 14.1% to 33,442 shares and generating $2,257,808.56. Caterpillar stock has rallied 5.2% over the prior 30 days and 20.7% over 90 days, trading 2.1% below its 52-week high of $416.88. Examined against his prior CAT history, 4 of 5 measurable same-ticker sales (2024-02-15, 2024-02-22, 2024-02-28, 2024-08-30) saw the stock move higher in the 30-day window (average +10.4%) and 3 of 4 with 90-day outcomes saw gains; only 1 of 4 prior CAT sales achieved a negative 90-day return. This pattern suggests his prior exits at this ticker have been poorly timed relative to subsequent rallies. The current sale occurs in a strong momentum environment following a 20.7% three-month gain, creating a question of whether this exit precedes further appreciation or marks a tactical inflection point.

September 2024
2024-09-03 CATERPILLAR INC CAT
low
Sell
3,185 shares
$1,119,082
Significance 4/10

Group President Fassino sold 3,185 shares of CAT at $351.36 on 2024-08-30 ($1.1M)

Fassino Anthony D. sold 3,185 shares for $1,119,081.60, reducing his holdings from 36,627 shares to 33,442 shares. The sale occurred at $351.36 per share, near the 52-week high of $379.30 (and -10.3% from that peak). Among his 5 prior CAT-specific trades, timing outcomes have been mixed: 3 of 5 prior sales resulted in the stock gaining ground over the subsequent 90 days (2024-02-28, 2024-02-22, 2024-02-15 all posted positive 90d returns), while 2 of 5 were followed by declines (2023-08-30 and 2023-08-29, both down 11%+ at 90 days), yielding a 40% well-timed rate at the 90-day mark on his CAT history. His cross-ticker track record shows 50% well-timing on 6 prior sells. The stock's current price of $340.24 sits 3.2% below the transaction price, and the company reports strong fundamentals (annual revenue growth of +12.8%, P/E of 15.00, $2.7B net income on $16.7B quarterly revenue). The modest sale size relative to his remaining 33,442-share position does not suggest urgent reassessment of the company's outlook.

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