Form 4: Datadog CEO Sells Shares Under 10b5-1 Plan

Datadog CEO Olivier Pomel reported the sale of Class A common stock and conversion of Class B shares, all under a pre-arranged 10b5-1 trading plan.

Summary

• Olivier Pomel, CEO and Director of Datadog, Inc. (DDOG), reported multiple transactions on March 16, 2026.
• Acquired 42,443 shares of Class A Common Stock through conversion from Class B Common Stock.
• Exercised options to acquire 38,118 shares of Class B Common Stock at an exercise price of $0.9092.
• Exercised options to acquire 35,715 shares of Class B Common Stock at an exercise price of $10.74.
• Disposed of a total of 42,443 shares of Class A Common Stock through multiple sales.
• The sales were executed at weighted-average prices ranging from $126.1077 to $128.6608.
• All reported sales of Class A Common Stock were conducted pursuant to a Rule 10b5-1 trading plan established on December 15, 2025.
• Following these transactions, Olivier Pomel directly beneficially owns 704,821 shares of Class A Common Stock and 9,037,058 shares of Class B Common Stock (including those from option exercises).

Sentiment

Score: 6

Explanation: StockSavvy.ai views this as a neutral to slightly positive filing. While there are sales, they are part of a pre-arranged 10b5-1 plan, and the exercise of options and conversion of Class B to Class A stock are routine equity management activities.

Positives

• The exercise of stock options indicates the reporting person is realizing value from previously granted equity.
• Conversion of Class B to Class A stock increases the direct holding of publicly traded shares.

Negatives

• The sale of 42,443 shares of Class A Common Stock reduces the direct ownership stake in the company.

Future Outlook

NA

Industry Context

StockSavvy.ai notes that insider transactions, particularly those executed under a Rule 10b5-1 plan, are common practice for executives to manage their equity holdings and diversify their portfolios in a compliant manner. These planned sales typically do not reflect a change in management's outlook on the company's future performance.

Stakeholder Impact

• Shareholders: The sale of shares by the CEO, even if planned, could be perceived negatively by some investors, though the 10b5-1 plan mitigates this concern. The conversion of Class B to Class A stock increases the float of Class A shares.

Key Dates

Recommendation

The transactions reported are routine insider activities, primarily sales under a pre-arranged 10b5-1 plan and option exercises. These do not indicate a fundamental shift in the company's prospects or management's confidence, thus a 'hold' recommendation is appropriate as the filing itself does not provide new information to alter an existing investment thesis.

Keywords

Datadog, DDOG, Olivier Pomel, CEO, Insider Trading, Form 4, Stock Sale, Stock Option Exercise, 10b5-1 Plan, Class A Common Stock, Class B Common Stock, Equity Conversion