Datadog CFO David Obstler Sells $9.1M in Class A Common Stock Under 10b5-1 Plan

Datadog, Inc. ($DDOG) Form 4 Transaction Analysis

Executive Summary

On September 16, 2026, Datadog, Inc. Chief Financial Officer David M. Obstler reported the open-market sale of 40,000 shares of Class A Common Stock across multiple price tranches on September 14, 2026. The total transaction value was approximately $9.10 million, with sale prices ranging from $220.67 to $233.49 (weighted average of approximately $227.47 per share).

Key Details

• 10b5-1 Plan Execution: All transactions were conducted pursuant to a pre-arranged Rule 10b5-1 trading plan adopted on June 13, 2026.
• Filing Remarks: This Form 4 represents the first of two filings necessitated by SEC Table I line limitations.
• Post-Transaction Holdings: Following these transactions, Mr. Obstler directly retains 378,067 shares of Class A Common Stock.

Market & Governance Context

Because the sales were executed under a pre-established 10b5-1 trading plan and the insider continues to maintain a substantial direct equity position in the company, this activity is categorized as routine programmatic diversification rather than discretionary market timing.