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Datadog CRO Sean Michael Walters Sells $2.59M in Class A Common Stock Under Rule 10b5-1 Plan

Low SignificanceSeptember 15, 2026 at 5:10:38 PM EDT

Datadog, Inc.

$DDOG4CIK: 0001561550

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Filing Summary

Insider Sale Alert: Datadog, Inc. ($DDOG) • Insider: Walters Sean Michael (Chief Revenue Officer) • Transaction Date: September 11, 2026 • Type: Sale (Rule 10b5-1) • Shares Sold: 11,710 Class A Common Stock • Average Price: ~$221.04 • Total Proceeds: ~$2,588,361.74 • Post-Transaction Holdings: 233,135 direct shares (plus 8 indirect)

Comprehensive Analysis

Insider Transaction Summary

Datadog, Inc. ($DDOG) Chief Revenue Officer Sean Michael Walters reported open-market sales of 11,710 shares of Class A Common Stock on September 11, 2026, generating gross proceeds of approximately $2,588,362.

Execution Breakdown:

  • 800 shares at a weighted-average price of $219.6846 ($219.13 – $220.08)
  • 5,824 shares at a weighted-average price of $220.6722 ($220.18 – $221.17)
  • 4,286 shares at a weighted-average price of $221.4015 ($221.19 – $221.89)
  • 500 shares at a weighted-average price of $222.3125 ($222.20 – $222.45)
  • 300 shares at a weighted-average price of $224.4533 ($224.13 – $224.86)

Key Takeaways:

  • Pre-Arranged Trading Plan: All transactions were executed under a pre-established Rule 10b5-1 trading plan adopted on December 12, 2025.
  • Remaining Holdings: Following the dispositions, Mr. Walters continues to hold 233,135 shares directly and 8 shares indirectly via his son, representing a relatively minor reduction (~4.8%) of his direct equity stake.
Topics:#Datadog#DDOG#InsiderTrading#TechStocks#SECForm4

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