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EdgarHawk

Comparato Christopher P

Director

Director
10 filings analyzed · 1 company · Latest 2025-05-15

Companies

Company Buys Sells Direction
Toast, Inc. TOST 0 28 Net selling

Activity

May 2025
2025-05-15 Toast, Inc. TOST
medium
Sell
70,000 shares
$3,132,093
Significance 5/10

Director Christopher P Comparato sold 70,000 shares at $44.73–$45.10 on 2025-05-14 ($3.1M); still holds 187.1K shares post-sale.

Comparato executed 2 separate sales totaling 70,000 shares on 2025-05-14, reducing holdings by 27.2% at prices near the 52-week high of $45.23. His prior trades at TOST show mixed timing outcomes (2 of 2 measurable 90-day periods were well-timed, though only 2 trades have measurable 90-day data), while his cross-ticker track record shows 20 prior sells with an average 90-day return of +17.7% and a 29.41% well-timed rate. The company's fundamentals show $1.3B quarterly revenue with 28.3% annual growth and positive net income of $56.0M, though the P/E ratio of 1507.67 reflects minimal trailing earnings relative to market valuation. The transaction occurs at elevated price levels following a +29.8% 30-day rally, leaving open the question of execution timing in a stock near its 52-week peak.

April 2025
2025-04-18 Toast, Inc. TOST
high
Sell
70,000 shares
$2,394,650
Significance 6/10

Toast director Comparato sells 70,000 shares (70.0K shares) for $2,394,650.30 ($2.4M); holds 179,316 shares post-sale; stock -21.2% from 52-week high

Director Christopher P Comparato executed 2 separate sales totaling 70,000 shares (70.0K shares) for $2,394,650.30 ($2.4M), reducing holdings by 28.1% from 249,316 to 179,316 shares. His prior 4 trades at TOST were all well-timed at the 90-day horizon, with 4 of 4 showing negative 90-day returns (meaning the stock declined after his sales). TOST stock currently trades at -21.2% from its 52-week high of $43.54, and his cross-ticker sell track record shows a 90d well-timed rate of 36.84% across 20 prior transactions. The company reports strong fundamentals (revenue growth +28.3% annually, net income $56,000,000.00) but carries a notably elevated P/E of 1143.00, reflecting minimal near-term earnings relative to valuation.

March 2025
2025-03-21 Toast, Inc. TOST
high
Sell
70,000 shares
$2,499,490
Significance 6/10

Director Comparato sells 70,000 TOST shares at $35.71; holds 164.8K post-sale as stock down 19.2% from 52-week high

Christopher P Comparato, a Director, sold 70,000 shares (70.0K shares) of Toast, Inc. at $35.71 on 2025-03-20, reducing his holdings from 234.8K to 164.8K shares (-29.8%). The sale occurs as the stock trades at $35.19, down 19.2% from its 52-week high of $43.54 and down 12.0% over the past 30 days. In Comparato's cross-ticker insider history, his 20 prior sells had a 90d well-timed rate of 40.00%, and 4 of his 5 prior sales at TOST were well-timed (negative 90d returns); his most recent TOST sales in December 2024 and November 2024 showed 90d returns of -2.6%, -4.4%, -6.2%, and -7.3% respectively, consistent with selling ahead of declines. Against this backdrop of a director reducing position size by nearly 30% during a period of significant price weakness, fundamental metrics show TOST generated $1.3B in quarterly revenue with $56.0M net income and 28.3% annual revenue growth, though the valuation carries an elevated P/E of 1173.00.

December 2024
2024-12-20 Toast, Inc. TOST
medium
Sell
145,000 shares
$5,225,883
Significance 5/10

Director Comparato sold 145,000 shares (44.3% of holdings) for $5.2M on 2024-12-19

Director Christopher P. Comparato executed 2 separate sales totaling 145,000 shares for $5,225,883.36, reducing his stake from 327,451 to 182,451 shares. The sale occurs with the stock at $37.58, down 13.7% from its 52-week high and down 11.6% over the past 30 days, despite a 35.6% gain over 90 days. At Toast, Comparato's prior 5 trades (all sells) show mixed timing outcomes: while his cross-ticker track record shows a 28.57% well-timed rate at the 90-day mark, his same-ticker history at TOST shows only 0 of 1 prior measurable sell was well-timed at the 90-day mark (the 2024-09-17 sale generated a positive 30-day return of 10.8% but a 90-day return of +44.9%, indicating the stock rose after he sold). The company remains unprofitable on a full-year basis despite strong fundamentals—revenue of $1,305,000,000 and 41.5% annual growth—adding context that this is not a distressed or declining business.

November 2024
2024-11-22 Toast, Inc. TOST
high
Sell
135,000 shares
$5,753,820
Significance 6/10

Director Comparato sells 135,000 TOST shares ($5.8M) at $42.60–$43.11; holds 142,451 shares post-sale amid 80.5% 90-day surge.

Comparato, a director of Toast, executed 2 separate sales totaling 135,000 shares (135.0K shares) for $5,753,820.31 on 2024-11-21, reducing his stake by -48.7% to 142,451 shares. The sales occurred near the 52-week high of $42.74, with the stock up 80.5% over the prior 90 days and +46.1% over the prior 30 days. His prior sales at TOST show mixed timing outcomes (0 of 2 measurable 90-day outcomes were well-timed); his cross-ticker track record shows 16 prior sales with a 90d well-timed rate of 30.77%, suggesting below-average timing precision. This substantial reduction in holdings, executed at elevated valuations following a strong rally, occurs while Toast remains unprofitable on a full-year basis despite $1.3B quarterly revenue and +41.5% annual growth, presenting a complex signal combining liquidity event with near-peak execution.

October 2024
2024-10-18 Toast, Inc. TOST
high
Sell
125,000 shares
$3,651,632
Significance 6/10

Director Comparato sold 125,000 TOST shares (48.1% of holdings) for $3,651,631.74 at blended $29.21, near 52-week high.

Christopher P Comparato, a director at Toast, executed 2 separate sales totaling 125,000 shares (125.0K shares) for $3,651,631.74 ($3.7M) on 2024-10-17 at a blended average price of $29.21, reducing his holdings by 48.1% from 259,627 to 134,627 shares. The blended sale price of $29.21 sits within 1.1 points of the current price of $30.32, which is at the 52-week high; however, his prior trades at Toast show a 0 of 2 well-timed rate at the 90-day mark (both recent prior sales resulted in positive 90-day returns, meaning the stock rose after he sold). While TOST has posted strong revenue growth of 41.5% year-over-year with $1.2B in latest quarterly revenue, the company was unprofitable over its most recent full fiscal year, and the stock has appreciated 15.2% over the past 30 days and 11.6% over 90 days—timing a large director liquidation at peak valuations in an unprofitable growth company warrants investor attention to whether fundamentals support the rally.

September 2024
2024-09-18 Toast, Inc. TOST
high
Sell
115,000 shares
$3,064,980
Significance 6/10

Director Comparato sold 115,000 TOST shares (48.9% of holdings) for $3.1M at $26.65 on 2024-09-17

Director Christopher P Comparato executed a substantial sale of 115,000 shares at $26.65, reducing his stake from 235,107 to 120,107 shares—a 48.9% reduction in holdings. The sale occurred near the 52-week high of $27.71, with the stock currently at $26.31. At the same-ticker level, Comparato's prior TOST sales in June, July, and August have produced mixed 30-day returns (ranging from -8.7% to +9.6%), with only 0 of 1 measurable 90-day outcomes showing a decline after his sales. His cross-ticker track record shows 13 prior sells with a 44.44% well-timed rate and average negative 90-day returns of -1.7%, suggesting modest predictive value. Against broader context: Toast reported $1.2B in revenue with +41.5% annual growth, yet the company was unprofitable over its most recent full fiscal year. The combination of significant share reduction and timing near recent highs warrants attention to whether this represents a material shift in insider conviction at a growth-stage but unprofitable software company.

August 2024
2024-08-21 Toast, Inc. TOST
medium
Sell
100,000 shares
$2,434,744
Significance 6/10

Director Comparato sells 100,000 shares at $24.35 avg; stock down -11.7% in 30d, -4.6% in 90d

Director Christopher P Comparato executed 2 separate sales totaling 100,000 shares (100.0K shares) for $2,434,744.00 ($2.4M) at a blended average price of $24.35, reducing his holdings by 45.4% from 220,107 shares (220.1K shares) to 120,107 shares (120.1K shares). The timing of this sale is notable given that TOST has fallen -11.7% in the 30 days since and -4.6% in the 90 days since the transaction, while the current price of $24.21 sits -12.6% from the 52-week high and within a 52-week range of $13.81–$27.71. Across his cross-ticker track record, Comparato has executed 11 prior sells with an average 90-day return of -4.6% and a well-timed rate of 57.14%, but at TOST specifically, his 1 measurable prior 90-day outcome (a sale on 2023-12-15) returned +42.8%—a poorly-timed sell in retrospect. The company reported $1.2B in latest quarterly revenue and +41.5% annual revenue growth, but remains unprofitable at the full-year level, which may be weighing on investor sentiment.

July 2024
2024-07-19 Toast, Inc. TOST
medium
Sell
90,000 shares
$2,388,879
Significance 5/10

Director Comparato sells 90,000 TOST shares for $2,388,879.30; now holds 112,282 shares (-44.5%)

Christopher P Comparato, a director, executed 2 separate sales totaling 90,000 shares for $2,388,879.30 on 2024-07-17, reducing his holdings by 44.5% to 112,282 shares. The sales occurred at blended average price of $26.54, while the stock currently trades at $27.17 and is up 25.7% over 90 days. At this same ticker (TOST), Comparato's prior 5 trades show mixed timing outcomes: 3 measurable sales from 2023–2024 had 90-day returns of +42.8%, +44.7%, and +0.9%, meaning 0 of 3 were well-timed by the sell standard (negative 90-day return post-sale). This substantial reduction in holdings, combined with the stock's strong recent momentum and the company's unprofitable state despite 41.5% annual revenue growth, merits investor attention to confirm whether this sale reflects board-level strategic repositioning or other material factors not yet disclosed.

June 2024
2024-06-21 Toast, Inc. TOST
medium
Sell
80,000 shares
$1,938,280
Significance 5/10

Toast director Comparato sells 80,000 shares (45% of position) for $1.9M; stock down 4.3% in 30 days vs blended sale price of $24.23

Comparato sold 80,000 shares across 2 separate transactions on 2024-06-18 for a blended average price of $24.23, reducing his position by 45.0% from 177.8K to 97.8K shares. The sales totaled $1,938,280.42. Over his prior 5 trades at Toast, he achieved 2 well-timed sells at the 90-day mark, with uneven near-term outcomes: a 2023-12-15 sale gained +6.1% in 30 days; an 2023-11-29 sale gained +19.5%; but an 2023-10-16 sale lost -18.4% in 30 days. The company is unprofitable (net income $-83.0M over the most recent full fiscal year) despite strong revenue growth of +41.5% annually. The current stock price of $25.54 is 7.8% below the 52-week high and has declined 4.3% over the past 30 days relative to the transaction prices, placing this sale in the moderate range of his historical timing outcomes at this ticker.

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