FOUR Shift4 Payments, Inc. Insider Trading

10% Owner Isaacman buys 388,500 shares ($15.9M) across 2 transactions at FOUR, raising stake to 1.79M shares

Isaacman, a 10% owner of Shift4 Payments, executed 2 separate purchases totaling 388,500 shares for $15,943,101.70 at a blended average price of $41.04 on May 11-12, 2026, expanding his holdings by 27.8% to 1,787,455 shares. This represents a material accumulation by a significant shareholder at a time when FOUR trades at $40.87, down 61.7% from its 52-week high of $106.81 and declining 10.1% over the prior 30 days. His prior 5 trades at this ticker have yielded mixed timing outcomes—only 1 of his prior FOUR purchases has yet shown a measurable 90-day return (down 20.9%), while his cross-ticker track record shows 66.67% 90-day win rate—suggesting varied execution at this specific holding. The company remains fundamentally sound, with $1.1B in quarterly revenue, 25.5% annual revenue growth, and a 27.61 P/E ratio, though the sharp recent decline from peak valuation warrants attention to what may be driving the pullback.

Isaacman (10% owner) bought 43.8K shares of Shift4 Payments at $45.75, accumulating to 1.41M shares amid 55.8% decline from 52-week high.

Isaacman, a 10% owner, purchased 43,827 shares at $45.75 on 2026-03-10, bringing total holdings to 1.41M shares—a 3.2% increase from pre-transaction levels. The purchase occurs in a difficult market environment: the stock trades at $47.23, down 55.8% from its 52-week high of $106.81 and down 19.4% over the past 30 days. At the same ticker, Isaacman's prior buy on 2025-08-11 achieved a 30-day return of +2.4% but a 90-day return of -20.9%; his 2025-08-08 purchase showed +6.9% at 30 days but -18.4% at 90 days—neither trade was well-timed on the 90-day metric. Three more recent purchases (2026-02-26, 2026-02-27, and 2026-03-02) have no measurable outcomes yet. The company itself shows solid fundamentals with $1.2B in quarterly revenue, +25.5% annual growth, and a P/E of 45.41, though the market cap of $3.8B suggests investors have priced in significant headwinds. This filing marks a continuation of near-daily accumulation at depressed price levels, but the lack of well-timed outcomes in his same-ticker history indicates prior purchases at similar points have not produced near-term gains.

10% owner Jared Isaacman buys 45,693 shares at $43.83; stock down 55.6% from 52-week high and 31.6% in 90 days.

Jared Isaacman, holding 1.37M shares (1,366,900 shares post-transaction), purchased 45,693 shares at $43.83 on 2026-03-02 for $2.0M in an open-market transaction. This buy occurs as FOUR trades at $47.46, down 55.6% from its 52-week high of $106.81 and down 31.6% over the prior 90 days, signaling a material pullback in the stock. Isaacman's same-ticker history shows mixed outcomes: of 5 prior trades at FOUR (including two recent buys on 2026-02-27 and 2026-02-26 whose results are not yet measurable), only 1 of 3 measurable buys achieved a positive 90-day return, suggesting limited success timing reversals at this ticker. His cross-ticker track record shows a 66.67% 90-day win rate with an average 90-day return of 3.4%, indicating moderate but not exceptional timing precision across his broader portfolio. The acquisition occurs amid solid fundamentals—$1.2B quarterly revenue with 25.5% annual growth and a 45.63 P/E—but the stock's recent sharp decline and his mixed historical accuracy at this specific ticker present competing signals that warrant monitoring.

10% owner Jared Isaacman buys 296,237 shares for $13,658,260.21 across 2 Feb 26–27 transactions at FOUR (blended $46.11)

Isaacman, a 10% shareholder, executed 2 separate purchases totaling 296,237 shares for $13,658,260.21, increasing his holdings by 28.9% from 1,024,970 to 1,321,207 shares. The blended average purchase price of $46.11 sits 1.8% below the current price of $46.94, but notably the stock is -56.0% from its 52-week high and down -20.5% over the past 30 days. At the same ticker FOUR, Isaacman's prior 4 measurable buys show mixed outcomes: 2 of 4 yielded positive 90-day returns (2024-06-14 at +15.8%, 2024-06-06 at +11.7%), while 2 showed declines (2025-08-11 at -20.9%, 2025-08-08 at -18.4%). His cross-ticker buy history averages +5.7% at 30 days and +3.4% at 90 days with a 66.67% win rate, though this provides limited bearing on FOUR-specific outcomes. The magnitude of this $13.7M stake increase and the recent steep price decline form the salient context for investor attention.

CEO David Taylor Lauber sold 12,000 shares at $69.00 avg on 2025-12-11; stock down 47.4% from 52-week high and 5.4% past 30 days.

David Taylor Lauber, Chief Executive Officer of Shift4 Payments, executed 2 separate sales totaling 12,000 shares for $828,031.05 on 2025-12-11, reducing holdings by 4.2% to 273,588 shares. The sales occurred at a blended average price of $69.00, while the current price stands at $66.12—a 4.2% decline since the transaction. The broader context shows significant recent weakness: the stock is down 5.4% over the past 30 days and 23.4% over 90 days, trading 47.4% below its 52-week high of $125.66. At the same ticker (FOUR), Lauber's prior sales in 2024 were mixed on timing: the June 2024 sale subsequently returned +5.2% at 30 days and +20.0% at 90 days, while the March 2024 sale was followed by -17.9% at 30 days and -12.5% at 90 days. The current sales occur in a period of pronounced downward momentum, warranting close monitoring of whether this represents capitulation selling or a discrete portfolio adjustment given the stock's steep decline from annual highs.

Isaacman purchases 196,426 shares ($16.3M) in two tranches, raising stake to 939,715 shares (+26.4%)

Isaacman, Executive Chairman of Shift4 Payments, executed 2 separate purchases totaling 196,426 shares for $16,266,182.03 at blended average price $82.81 on August 8–11, 2025. The purchase increased his holdings by 26.4% from 743,289 to 939,715 shares. His prior trades at FOUR show a strong pattern: 4 of 4 prior buys (May–June 2024) generated positive 90-day returns (+8.8% to +23.2%), indicating well-timed entry points. The company's fundamentals are solid—$966.2M quarterly revenue with +29.9% annual growth and $34.0M net income—though the stock is currently -34.0% from its 52-week high and down -17.8% over the past 30 days. This large, multi-transaction insider accumulation into recent weakness, combined with the insider's consistent 90-day timing success at this ticker, merit investor attention.

CFO Nancy Disman sells 10,000 FOUR shares ($903.3K) in 2 transactions at $90.33 avg; stock up 1.5% in 30d

Nancy Disman, Chief Financial Officer, executed 2 separate sales totaling 10,000 shares (10.0K shares) for $903,319.12 ($903.3K) at a blended average price of $90.33 on 2025-06-16, reducing her holdings from 177.6K to 167.6K shares (-5.6%). The current price is $92.03, above the transaction prices, and the stock has gained 1.5% over the past 30 days and 4.3% over 90 days, placing it -26.8% below its 52-week high. Reviewing Disman's same-ticker history at FOUR, her 5 prior sales showed mixed timing outcomes: 3 sales in March 2025 each underperformed within 30 days but captured modest 90-day gains; 2 sales in December 2024 showed near-flat early performance but both resulted in negative 90-day returns. At the cross-ticker level, her 12 prior sells averaged a +4.8% 30-day return and +5.6% 90-day return with a 33.33% well-timed rate. The company's fundamentals remain solid with $848.3M quarterly revenue, +29.9% annual growth, and a P/E of 33.83, though the current valuation reflects high market expectations. This sale does not constitute a material reduction in her significant remaining stake and occurs within her historical pattern of periodic open-market dispositions.

FOUR CFO Disman sold 10,000 shares on 2025-03-14 at blended $84.98; stock now $87.20, down -28.1% in 30 days.

Nancy Disman, CFO of Shift4 Payments, executed 3 separate sales totaling 10,000 shares for $849,790.41 at prices ranging from $84.44 to $86.34. The sales occurred as the stock was in sharp recent decline: the 30-day change is -28.1% and the 90-day change is -15.7%, with the current price of $87.20 positioned 30.6% below the 52-week high of $125.66. Disman's prior trades at FOUR show mixed timing: 3 of 5 prior sells were well-timed at the 90-day mark, though her two most recent FOUR sales on 2024-12-16 resulted in negative 90-day returns of -15.6% and -16.6%, suggesting she sold before or during the recent decline. Post-transaction, she retains 177,622 shares (a 5.3% reduction from prior holdings), maintaining a substantial position in a company with $909.2M in quarterly revenue and 29.9% annual revenue growth, though the elevated P/E of 26.75 and recent stock weakness merit investor attention.

Shift4 CFO Jordan Frankel sold 12,500 shares at $88.36; stock down 29.3% from 52-week high

Frankel sold 12,500 shares (5.1% of pre-transaction holdings) on 2025-03-10 at $88.36, reducing his stake to 232,454 shares. The stock has declined 29.3% from its 52-week high of $125.66 and is down 26.6% over the past 30 days. Shift4 remains fundamentally sound with $909.2M in quarterly revenue, $53.8M in net income, and 29.9% annual revenue growth, trading at a P/E of 27.26. Notably, Frankel's prior sell at this ticker on 2024-09-16 was followed by positive returns (30d +15.4%, 90d +23.4%), indicating the stock rebounded after that trade rather than declining—a poorly-timed outcome by the standard of pre-decline exits. The current transaction occurs during a sharper drawdown, but without scheduled-trade disclosures or prior pattern of well-timed sells at this ticker, the timing signal remains ambiguous.

CFO Nancy Disman sold 20,000 shares of FOUR at blended avg $100.61 on 2024-12-16, retaining 162,959 shares

Nancy Disman, Chief Financial Officer of Shift4 Payments, executed 2 separate sales totaling 20,000 shares for $2,012,184.06 on 2024-12-16, reducing her holdings by 10.9% from 183.0K to 163.0K shares. The shares sold at a blended average price of $100.61, which is 2.8 points below the current price of $103.49 and 10.0% below the 52-week high of $114.95. Disman's cross-ticker track record shows a 28.57% well-timed rate on prior sells with an average 90-day return of +10.3%, suggesting moderate historical accuracy, though at this specific ticker (FOUR) only 2 of her 5 prior sales were well-timed at the 90-day mark. The stock has appreciated +6.7% over the past 30 days and +23.8% over 90 days since this sale date, indicating her execution was not preceded by a material decline, though the post-sale price action does not yet constitute a timing outcome for the current filing.