Form 4: Datadog Director Plans $87M Stock Sale in November 2025

Datadog Director Matthew Jacobson reported planned sales of Class A Common Stock totaling over $87 million through ICONIQ Strategic Partners entities in November 2025.

Summary

• Matthew Jacobson, a Director and 10% owner of Datadog, Inc. (DDOG), reported planned sales of Class A Common Stock.
• The transactions are scheduled to occur on November 10, 2025, and November 11, 2025.
• These sales are being conducted under a Rule 10b5-1 pre-arranged trading plan, which allows insiders to sell shares at a predetermined time or price.
• A total of 436,116 shares of Class A Common Stock are planned to be sold across multiple transactions.
• The total estimated value of these planned sales is approximately $87,069,199.85.
• The shares are being sold indirectly through ICONIQ Strategic Partners VI, L.P. and ICONIQ Strategic Partners VI-B, L.P., entities where Mr. Jacobson has an indirect pecuniary interest.
• Following these planned transactions, the indirect beneficial ownership through ICONIQ Strategic Partners VI, L.P. and ICONIQ Strategic Partners VI-B, L.P. will be reduced to zero.
• Mr. Jacobson will continue to directly hold 675,558 shares of Class A Common Stock through trusts after these planned sales.

Sentiment

Score: 5

Explanation: The filing is a routine disclosure of planned insider stock sales under a 10b5-1 plan. While the scale of the sale is significant, the pre-planned nature and the director's disclaimers of full beneficial ownership make it a neutral event in terms of immediate sentiment, as it's a common practice for diversification or liquidity.

Future Outlook

The filing details planned insider stock sales scheduled for November 2025 under a Rule 10b5-1 trading plan, indicating a pre-determined divestment strategy by a director.

Management Comments

• Matthew Jacobson disclaims beneficial ownership of the securities reported herein for purposes of Section 16 of the Securities Exchange Act of 1934, as amended (the 'Exchange Act'), except to the extent of his pecuniary interest therein, if any.
• The report shall not be deemed an admission that the Reporting Person is a beneficial owner of such securities for the purpose of Section 16 of the Exchange Act, or for any other purpose.

Industry Context

This filing is a standard insider transaction report and does not provide direct insights into broader industry trends or competitive landscape. It reflects an individual director's planned portfolio management.

Related Party Transactions

• The reported sales are made by ICONIQ Strategic Partners VI, L.P. and ICONIQ Strategic Partners VI-B, L.P., entities where Matthew Jacobson, a Director of Datadog, has an indirect pecuniary interest as a General Partner and Managing Director at ICONIQ Capital.

Stakeholder Impact

• Shareholders may scrutinize significant planned insider sales, even under a 10b5-1 plan, as they can sometimes be perceived as a signal regarding management's confidence or valuation perspectives.
• The transparency of the 10b5-1 plan helps mitigate concerns about trading on non-public information, but the sheer volume of shares can still attract attention.

Key Dates

Keywords

Datadog, DDOG, Insider Trading, Form 4, Stock Sale, Matthew Jacobson, ICONIQ Capital, Director, 10b5-1 Plan