PCOR PROCORE TECHNOLOGIES, INC. Insider Trading

Director Craig F. Courtemanche Jr. sells 56,122 shares at blended $43.90 per 10b5-1 plan; retains 919,704 shares + 168,366 stock options

Craig F. Courtemanche Jr., Director at Procore Technologies, executed 2 separate sales totaling 56,122 shares (56.1K shares) for $2,463,531.29 on 2026-07-10 at a blended average price of $43.90, reducing his non-derivative holdings from 975,826 to 919,704 shares. The transaction is governed by a pre-arranged 10b5-1 trading plan, indicating this is a scheduled execution rather than a discretionary decision. Courtemanche retains material non-derivative holdings of 919.7K shares plus 168,366 in-the-money stock options, preserving significant ongoing exposure to the company. The stock currently trades at $43.04, down 47.7% from its 52-week high of $82.32, and company fundamentals show Procore remains unprofitable with net income of $-9.1M on quarterly revenue of $359.3M, though annual revenue growth remains positive at +14.8%.

Director Craig F. Jr. Courtemanche sells 56,122 shares (56.1K) for $2,533,544.78 via 10b5-1 plan at PCOR

Craig F. Jr. Courtemanche, a Director at Procore Technologies, executed 2 separate sales totaling 56,122 shares for $2,533,544.78 on 2026-06-10 at a blended average price of $45.14, reducing his non-derivative holdings from 975,826 to 919,704 shares. This transaction is part of a pre-arranged 10b5-1 trading plan, meaning it was scheduled in advance rather than discretionary. His post-transaction non-derivative holdings of 919,704 shares remain substantial, and he retains 224,492 shares in derivative securities (primarily stock options). Context: the stock is currently at $42.36, down 48.5% from its 52-week high of $82.32, and the company reported a net loss of $9.1M in its latest quarter despite 14.8% annual revenue growth. His prior sales at this ticker in May 2026 showed mixed near-term returns (ranging from -17.4% to -13.4% over 30 days), and his broader cross-ticker track record across 20 prior sells reflects an average 90-day return of -9.2%.

Director Courtemanche exercises options and sells all shares same-day; 8th open-market sale at PCOR with mixed prior timing.

Craig F. Courtemanche Jr., a director of Procore, exercised stock options and immediately liquidated the entire position in a same-day exercise-and-sell pattern—a transaction that generates no net change in his stake but produces over $2.8 million in proceeds. The sales occurred at prices ranging from approximately $50 to $52 per share, significantly above the $2.42 exercise price, capturing the spread between option grant and current market value. This is his 8th open-market sale at Procore over roughly three years, and his prior five sales at this company show mixed timing: two were well-timed exits (the stock subsequently declined), while three occurred before the stock rose further, suggesting inconsistent judgment about near-term direction. Against a backdrop of Procore trading well below its 52-week high and the company running unprofitable with negative earnings, the timing of this liquidation—converting vested options to cash rather than holding the shares—may simply reflect option-exercise mechanics and personal capital allocation rather than conviction about the company's trajectory.

Director Courtemanche sells 56,122 shares for $2,673,528.61 via 3 scheduled sales; 10b5-1 plan execution.

Courtemanche Craig F. Jr., a Director at Procore Technologies, executed 3 separate sales totaling 56,122 shares (56.1K shares) for $2,673,528.61 ($2.7M) on 2026-04-10, with a blended average price of $47.64. This transaction is part of a pre-arranged 10b5-1 trading plan, meaning it was scheduled and non-discretionary. Post-transaction, he retains 927,580 shares (927.6K shares), representing a net reduction of 5.7% from his pre-transaction holdings of 983,702 shares (983.7K shares). As a scheduled disposition under a 10b5-1 plan, this sale reflects a pre-planned liquidity execution rather than a discretionary trading decision.

Director Courtemanche sold 56,121 shares for $3.2M at $57.23 avg; stock down 28.4% from highs, company unprofitable

Courtemanche Craig F. Jr., a Director, executed 3 separate sales totaling 56,121 shares (56.1K shares) for $3,211,888.66 ($3.2M) on 2026-03-10 at prices ranging from $56.99 to $58.41, with a blended average of $57.23. This represents a 5.7% reduction in his holdings (from 983.7K to 927.6K shares). At the PCOR ticker level, his prior 5 trades show mixed timing outcomes: only 1 of 3 measurable 90-day periods resulted in a decline after his sale, and his most recent two sells (2025-12-15) are down only modestly at the 30-day mark (-1.9% and -1.1%). The broader context reveals Procore is unprofitable (full-year net income was negative) despite 14.8% annual revenue growth, and the stock is trading 28.4% below its 52-week high of $79.60 after a 23.4% decline over the past 90 days—a period that includes recent insider sales that have not yet been followed by material further declines. The current price of $57.03 is essentially at the transaction prices, offering no timing signal in either direction.

Director Courtemanche sold 75,000 PCOR shares at avg $72.70 for $5.5M on 2025-12-15

Courtemanche Craig F. Jr. (Director) executed two separate sales totaling 75,000 shares for $5,452,572.87, reducing his holdings by 6.1%. At the transaction prices ($72.62 and $73.21), he was selling near the stock's current level of $73.41, well below the 52-week high of $88.33. Viewed against his prior trading at PCOR over the last 16 months, he has sold 5 times with mixed timing outcomes: 2 of his 4 measurable 90-day outcomes were well-timed (stock subsequently declined), while the other 2 saw subsequent gains of +21.2% and +18.8%. The company itself is facing headwinds—despite revenue growth of +21.2% year-over-year, it remains unprofitable with a net loss of $-9.1M in the latest quarter. His cross-ticker track record shows a 57.89% well-timed sell rate, modestly better than random but with an average 90-day return of -2.8% after his sales, suggesting his prior sales across all tickers have preceded small declines on average.

Director Kevin O'Connor sells 19,230 shares at blended avg $75.28 for $1.4M at Procore (PCOR)

Kevin J O'Connor, a Director at Procore Technologies, executed 3 separate sales totaling 19,230 shares for $1,447,548.58 at a blended average price of $75.28 on December 3-4, 2025, reducing his holdings from 1.06M to 1.04M shares (-1.8%). The sales occurred as Procore's stock trades at $77.57, up 8.4% over the prior 30 days and 10.6% over 90 days, positioning the sales below the current market price. At the company level, Procore reported $338.9M in quarterly revenue with 21.2% annual growth but remains unprofitable with a -$9.1M net loss over its most recent full fiscal year. O'Connor's cross-ticker track record shows 20 prior sells with a 37.50% well-timed rate and average 90-day return of +4.0%, indicating his prior sales at other tickers have generally occurred before stock appreciation rather than declines. At Procore specifically, all 5 measurable prior sales remain within the observation window (conducted on 2025-11-12 and 2025-11-13) with outcomes not yet determinable.

PCOR Chief Revenue Officer sold 10,000 shares at $75.30; prior same-ticker sale 90d performance -18.4%

Stack Lawrence Joseph, Chief Revenue Officer, sold 10,000 shares (194.1K pre-transaction) of Procore at $75.30 on 2025-12-02, consistent with his prior open-market trade history. His cross-ticker track record shows 1 prior sell with an average 90-day return of -18.4%, and his lone prior PCOR sale on 2025-02-21 delivered a 90-day return of -18.4%—placing that trade in a 100% well-timed bracket. The current stock price of $76.79 is 13.1% below the 52-week high of $88.33, and Procore remains unprofitable with a full-year net income of $-9.1M despite quarterly revenue of $338.9M and annual growth of +21.2%. The transaction timing relative to recent stock momentum (up 8.6% in 30 days, up 9.5% in 90 days) and the CRO's historical execution pattern warrant attention to detect early signals of senior management's perspective on valuation or growth sustainability.

Director Courtemanche sells 300,000 PCOR shares ($21.6M) at $71.91; holds 657,123 post-sale (-31.3%)

Director Craig F. Courtemanche Jr. sold 300,000 shares of Procore at $71.91 on 2025-11-19, reducing his holdings by 31.3% to 657,123 shares and generating $21,573,000.00 in proceeds. The current price of $71.09 is 19.5% below the 52-week high of $88.33, and the stock has declined 2.0% over 30 days despite a positive 4.8% gain over 90 days. Courtemanche's prior five trades at Procore show a mixed pattern: three of the five sales (all on 2024-07-01) were well-timed at the 90-day mark with negative returns, while his two most recent 2024 sales (2024-11-21 and 2024-08-22) were poorly timed, with the stock advancing +7.2% and +0.6% respectively in the 30 days following. Procore remains unprofitable (net income of $-9.1M in the latest quarter) despite strong revenue growth of 21.2% annually, providing context for elevated valuation risk in a $11.1B market-cap company. The sale reflects a substantial reduction in a director's position at a critical point where the stock trades well below peak but the company's earnings path remains uncertain.

Director Kevin O'Connor sells 45.8K shares for $3.6M across 5 transactions at $77.66–$79.39; retains 1,062,134 shares

O'Connor executed 5 separate sales totaling 45,811 shares for $3,559,722.79 over November 12–13, 2025, at a blended average price of $77.70. The current price is $75.49, placing the sales 2.9% above today's level. His prior sales at PCOR show mixed recent outcomes: four of his five prior trades at this ticker posted positive 30-day returns (+7.3%, +5.9%, +4.3%, +3.5%), while one showed a -4.0% 30-day return; however, none of the prior five trades have yet generated a measurable 90-day outcome. His cross-ticker track record across 20 prior sells shows a 40.00% well-timed rate and an average 90-day return of +2.5%, indicating his sells have historically lagged subsequent stock appreciation. Post-transaction, O'Connor retains 1,062,134 shares (approximately 91% of his pre-transaction position), signaling continued material exposure to the company. The company reported quarterly revenue of $338,851,000.00 with a net loss of $9,101,000.00, alongside 21.2% annual revenue growth but negative full-year net income, reflecting a company in growth phase but not yet consistently profitable.