DDOG Datadog, Inc. Insider Trading

Datadog CEO Olivier Pomel sold 127,141 shares for $32,929,121.77 via 13 separate transactions on 2026-07-13

Olivier Pomel, Chief Executive Officer of Datadog, executed 13 separate sales totaling 127,141 shares for $32,929,121.77 on 2026-07-13 as part of a pre-arranged 10b5-1 trading plan. His non-derivative holdings declined from 739,888 shares to 612,747 shares (-17.2%), though derivative holdings of 27,868,801 shares remain, indicating the transaction represents a scheduled vest-and-sell rather than a material reduction in total economic exposure. The blended average sale price of $259.00 compares to a current price of $264.46, with the stock up +13.5% over 30 days and +114.2% over 90 days; his cross-ticker track record shows 20 prior sells with an average 30-day return of +11.6%, indicating a pattern of selling into strength.

Amit Agarwal sold 20,000 shares (92.4% of holdings) for $5,348,252.89 via scheduled 10b5-1 plan

Director Amit Agarwal executed 13 separate sales totaling 20,000 shares for $5,348,252.89 on July 9, 2026 at prices ranging from $255.73 to $269.59, reducing his direct holdings to 1,640 shares. This large scheduled divestiture under a pre-arranged 10b5-1 trading plan is not discretionary and reflects a programmatic reduction rather than a conviction-driven trade decision. Agarwal retains 290,059 shares in derivative holdings through a trust vehicle, preserving substantial economic exposure to DDOG despite the sizable non-derivative sale. The transaction occurred in a context of strong recent momentum—the stock rose 13.2% over 30 days and 135.4% over 90 days—but the 10b5-1 structure means this sale was scheduled in advance and executed regardless of current price levels or market conditions.

CTO Alexis Le-Quoc sells 53,912 shares for $13.9M in 11 scheduled transactions (10b5-1 plan)

Alexis Le-Quoc, CTO of Datadog, executed 11 separate sales on 2026-07-08 totaling 53,912 shares for $13,868,383.59, with a blended average price of $257.24. This activity is part of a pre-arranged 10b5-1 trading plan and therefore scheduled rather than discretionary. After the sale, Le-Quoc retains 509,805 non-derivative shares, along with 4,942,714 shares through derivative holdings (stock options and Class B common stock), representing a -9.6% reduction in non-derivative holdings. The current stock price of $269.00 is -3.5% from the 52-week high and +18.3% from the 30-day prior level; Le-Quoc's transaction prices of $251.46–$261.46 are consistent with the stock's recent performance trajectory in early July 2026. The scheduled nature of this trade under a 10b5-1 plan removes discretionary timing as a signal; investors should focus on the retained substantial position (both non-derivative and derivative combined) rather than the partial non-derivative sale as the material fact.

Amit Agarwal sells 20,000 DDOG shares for $5,224,412.89 via 8 scheduled transactions; retains 1,640 shares plus 310,059 derivative holdings.

Amit Agarwal, a Director at Datadog, executed 8 separate sales totaling 20,000 shares for $5,224,412.89 on 2026-07-02 under a pre-arranged 10b5-1 trading plan, reducing his non-derivative holdings from 21,640 shares to 1,640 shares. The transaction prices ranged from $258.59 to $264.83, executing within the 52-week range of $98.01–$278.70 and at a blended average price of $261.22, which is -8.4% from the 52-week high of $278.70. This scheduled divestment is part of a planned trading program rather than a discretionary market decision; Agarwal retains 310,059 derivative shares held by trust, preserving meaningful equity exposure despite the reduction in non-derivative shares. His cross-ticker track record shows 20 prior sells, though 5 prior same-ticker transactions at DDOG on 2026-06-25 do not yet have measurable outcomes.

Director Michael James Callahan sold 12,500 DDOG shares at $267.47 on 2026-07-01 per 10b5-1 plan; retains 14,996 non-derivative shares plus 98,042 derivative holdings

Director Michael James Callahan sold 12,500 shares at $267.47 on 2026-07-01 as part of a pre-arranged 10b5-1 trading plan, reducing his non-derivative holdings to 14,996 shares post-transaction. This represents a scheduled, non-discretionary transaction rather than a market-timing decision. Callahan retains substantial derivative holdings of 98,042 shares through a trust vehicle, indicating continued material exposure to Datadog. His cross-ticker track record shows 12 prior sells with an average 90-day return of -24.8%, though this sell is scheduled under a 10b5-1 plan and thus not subject to timing-based characterization. The stock currently trades at $255.37, down 8.4% from its 52-week high but up 9.1% over the prior 30 days and 119.1% over 90 days.

Director Michael James Callahan sold 12,500 DDOG shares (45.5% of non-derivative holdings) at $247.47 under 10b5-1 plan

Michael James Callahan executed a scheduled sale of 12,500 shares on 2026-06-29 at $247.47 per share under a pre-arranged 10b5-1 trading plan, reducing his non-derivative holdings from 27,496 to 14,996 shares. This is part of an ongoing pattern: Callahan executed four prior sales at DDOG on 2026-06-12, indicating a systematic divestment schedule rather than a discretionary market timing decision. His cross-ticker track record shows an average 90-day return of -24.8% following his prior sells, though outcomes from the recent June 12 DDOG sales are not yet measurable. The current stock price of $264.48 is 5.1% below the 52-week high of $278.70, and Callahan retains 110,542 shares in derivative holdings (Class B Common Stock by trust), indicating the sale represents a partial reduction of non-derivative equity rather than a full position exit.

Amit Agarwal (Director) executed 9 separate sales totaling 20,000 shares for $4.4M on 2026-06-25 under 10b5-1 plan; 1,640 shares remain.

Agarwal sold 20,000 shares (-92.4% vs pre-transaction holdings) across 9 transactions on a single day at prices ranging from $214.52 to $223.23, with a blended average of $220.12. This filing is part of a pre-arranged 10b5-1 trading plan and therefore represents a scheduled divestment rather than a discretionary decision. While the current stock price of $248.57 stands 10.8% below the 52-week high but 110.6% above the 90-day prior level, the scheduled nature of this sale means timing considerations do not apply to this specific transaction. The director retains 1,640 non-derivative shares and maintains derivative holdings of 330,059 shares through a trust vehicle, preserving significant economic exposure to DDOG despite the large share reduction.

CTO Alexis Le-Quoc sells 43,224 shares (43.2K) for $9,551,316.48 via 10b5-1 plan on 2026-06-22

Chief Technology Officer Alexis Le-Quoc executed 11 separate sales totaling 43,224 shares for $9,551,316.48 on 2026-06-22, reducing non-derivative holdings from 553,029 shares to 509,805 shares (a 7.8% reduction). The transaction was executed via a pre-arranged 10b5-1 trading plan, meaning the sale was scheduled rather than discretionary. At the time of sale, Datadog traded near its blended average price of $220.97, within the 52-week range of $98.01–$278.70 and currently 20.9% below the 52-week high. The insider retains 509.8K non-derivative shares plus 2,395,188 derivative shares (Class B Common Stock), maintaining substantial equity exposure to the company. This represents a routine scheduled divestiture typical of executive liquidity management under a pre-arranged plan.

Director Amit Agarwal sold 20,000 shares at blended avg $220.92 on 2026-06-18 under 10b5-1 plan

Amit Agarwal executed 9 separate sales totaling 20,000 shares for $4,418,365.06 on 2026-06-18, reducing his non-derivative holdings from 21,640 to 1,640 shares, though he retains 350,059 derivative shares through a trust vehicle. This sale was executed under a pre-arranged 10b5-1 trading plan, making it a scheduled transaction rather than a discretionary decision. The stock price has declined 20.9% from its 52-week high of $278.70 to the current $220.57, yet has gained 78.9% over the past 90 days. The company reported strong fundamentals with revenue of $1,006,426,000 and annual revenue growth of 27.7%, though the elevated P/E of 711.52 warrants attention. While Agarwal's cross-ticker track record shows an average 30-day return of +30.6% after prior sells, the current filing is mechanically scheduled under the 10b5-1 plan rather than discretionary, so prior timing outcomes do not characterize this particular execution.

CEO Olivier Pomel sold 84,698 shares of DDOG for $19,675,499.58 via 10 transactions on 2026-06-16

Olivier Pomel executed 10 separate sales totaling 84,698 shares for $19,675,499.58 on 2026-06-16, reducing his non-derivative holdings from 697,445 to 612,747 shares (a -12.1% reduction). The transaction occurred via a pre-arranged 10b5-1 trading plan, indicating these were scheduled dispositions rather than discretionary sales. Despite the large dollar volume, Pomel retains substantial holdings of 612,747 non-derivative shares and maintains additional derivative holdings of 8,946,913 shares in Class B Common Stock, demonstrating continued significant equity ownership in the company. The blended average sale price of $232.30 is above the current market price of $223.00 and reflects execution across a range of intraday prices, consistent with a pre-arranged trading schedule rather than a response to specific market conditions.