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Datadog CFO Executes $3.52M Sell-to-Cover Transaction for Tax Withholdings

Low SignificanceSeptember 4, 2026 at 5:08:18 PM EDT

Datadog, Inc.

$DDOG4CIK: 0001561550

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Filing Summary

Datadog, Inc. ($DDOG) - Form 4 Filing Update Insider: David M. Obstler (Chief Financial Officer) Transaction: Disposed of 16,524 shares of Class A Common Stock at an average price of $212.90 per share ($3.52M total value). Post-Transaction Holdings: 418,067 shares. Context: Mandatory sell-to-cover transaction to satisfy tax withholding obligations from RSU/PSU vesting.

Comprehensive Analysis

Insider Trading Summary

  • Reporting Person: David M. Obstler, Chief Financial Officer of Datadog, Inc. ($DDOG)
  • Transaction Details: Sold 16,524 shares of Class A Common Stock on September 2, 2026, at a weighted-average price of $212.9041 (price range: $210.12 – $213.01), totaling approximately $3.52 million.
  • Post-Transaction Direct Ownership: 418,067 shares.

Key Context & Market Significance

  • Tax Withholding / Sell-to-Cover: Footnote 1 explicitly notes that this transaction was mandated by the Issuer solely to cover tax withholding obligations and related brokerage commissions associated with vesting restricted stock units (RSUs) and performance-based restricted stock units (PSUs).
  • Significance Assessment: Low. The disposition does not reflect discretionary insider sentiment or an open-market divestment choice, but rather a standard administrative sell-to-cover event. Obstler retains a substantial holding of 418,067 shares post-transaction.
Topics:#Datadog#DDOG#InsiderTrading#TechStocks#Form4

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