
What happened
Procore Technologies, Inc. (NYSE: PCOR) director and chairman of the board Craig F. Courtemanche Jr. sold 56,122 shares on 2026-10-12. The filing shows 55,930 shares sold at $56.19 and 192 shares at $56.73, and it puts the proceeds at about $3.15 million.
Courtemanche exercised stock options for 56,122 shares at $2.42 the same day, and the option line shows an 11/10/2026 expiration date. The Form 4 says the trades were made under a Rule 10b5-1 plan dated December 9, 2025. The filing also lists indirect holdings in family trusts and a spouse.
Key numbers
| Metric | Latest | Change | Source |
|---|---|---|---|
| Shares sold | 56,122 shares | SEC Form 4 | |
| Sale value | about $3.15 million | SEC Form 4 | |
| Shares held after sale | 908,316 shares | SEC Form 4 | |
| Option exercise price | $2.42 | SEC Form 4 |
Why it matters
OptimistFi's case is that Procore is a high-gross-margin construction software platform whose stock works only if adoption keeps rising and losses turn into durable cash and GAAP profitability. This filing is a small insider-liquidity data point, not an operating update, and the preplanned structure keeps the read-through limited.
OptimistFi's calculation puts the 56,122 shares at about 5.8% of Courtemanche's 964,438-share holding before the reported sale, so the trade trims the stake without resetting it. The same-day exercise means the sale came out of shares created in the filing itself, which keeps the transaction closer to a transaction snapshot than a fresh view on Procore.
Courtemanche still held 908,316 shares afterward, so the report leaves a sizable direct position in place even after monetizing part of the stake. The caveat is the filing's own structure, because the sale sits inside a Rule 10b5-1 plan rather than an open-ended discretionary trade.
That is why the trade matters more as an ownership update than as a view on Procore's business.
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What's next
The option used in the exercise had an expiration date of 11/10/2026, and the filing identifies December 9, 2025 as the plan date. More sales under that plan would strengthen the view that this is planned liquidity, while no follow-on trades would keep the Form 4's impact limited to this single sale. Either way, the filing already shows Courtemanche remains a sizable holder with 908,316 shares after the trade.
More from OptimistFi
- PCOR stock: the Procore Technologies thesis, its status and the next test to watch
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- OptimistFi: evidence-first equity research
Sources
- SEC Form 4 — Filed 2026-10-14 for Procore Technologies, Inc. and Craig F. Courtemanche Jr.
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Originally published on OptimistFi, evidence-first equity research. More at optimistfi.com.
