What happened
Datadog, Inc. (NASDAQ: DDOG) CTO and director Alexis Le-Quoc sold 43,224 Class A shares on Oct. 28 for a total of $12.06 million.
The form reports nine sales. Weighted-average prices ran from $276.38 to $284.33 a share, and individual trades ranged from $275.73 to $284.81. The filing says all were made under a Rule 10b5-1 plan dated June 13, 2025.
Before selling, Le-Quoc converted the same number of Class B shares into Class A stock. The filing says each Class B share converts at the holder's option into one Class A share and has no expiration date.
Afterward Le-Quoc held 488,033 Class A shares directly and 169 through the Alexis Le-Quoc Revocable Trust. Le-Quoc also held 2,073,582 Class B shares directly and 6,146,835 through the trust.
Key numbers
| Metric | Latest | Change | Source |
|---|---|---|---|
| Class A shares sold | 43,224 | SEC Form 4 | |
| Total sale value | $12.06 million | SEC Form 4 | |
| Weighted-average sale prices | $276.38 to $284.33 | SEC Form 4 | |
| Direct Class A shares held after sale | 488,033 | SEC Form 4 | |
| Sale as share of direct holding before trade | 8.1% | Calculated from SEC Form 4 |
Read more: Datadog (DDOG) company research
Why it matters
By OptimistFi's calculation, the sale was 8.1% of the 531,257 Class A shares Le-Quoc held directly just before selling. That holding included the shares converted from Class B the same day.
Le-Quoc's Class B positions are far larger than the remaining direct Class A stake. The sale leaves most of the reported ownership in place.
Those Class B shares can become Class A shares whenever Le-Quoc chooses, as some did on Oct. 28. The plan also predates the trades by more than 16 months.
OptimistFi has argued that Datadog can be a durable compounder if it stays the independent observability and security platform and turns usage growth into high-margin cash flow. A planned sale of this size leaves that case unchanged.
Because the sale ran under the earlier plan, it does not by itself say anything about management's view of the business.
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What's next
Datadog's next quarterly report is the next test of the case. Evidence that usage growth is turning into high-margin cash flow would support OptimistFi's view. A slowdown in either would weaken it.
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Sources
- SEC Form 4, Alexis Le-Quoc, Datadog, Inc. — Statement of changes in beneficial ownership covering transactions on Oct. 28, 2026, signed Oct. 30, 2026.
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Originally published on OptimistFi, evidence-first equity research. More at optimistfi.com.
