Olivier Pomel

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.

CEO Olivier Pomel sells 127,141 shares for $29,457,514.01 via 10b5-1 plan; retains 612,747 common shares plus 28,301,604 in derivative holdings

Olivier Pomel, CEO of Datadog, executed 10 separate sales totaling 127,141 shares for $29,457,514.01 on 2026-06-08, with prices ranging from $229.27 to $240.05 and a blended average of $231.69. This transaction is part of a pre-arranged 10b5-1 trading plan, meaning it is scheduled rather than discretionary. Post-transaction, Pomel holds 612,747 non-derivative shares (down from 739,888 pre-transaction, a -17.2% reduction in common stock) but retains substantial derivative holdings totaling 28,301,604 shares across multiple vehicles. His cross-ticker track record shows 20 prior sells with average 90-day returns of +39.2%, while his same-ticker history at DDOG across 5 prior sales shows 90-day returns of +10.9% to +14.2%. The current stock price of $227.63 is -18.3% from the 52-week high of $278.70 and the company trades at a P/E of 734.29 with latest quarter revenue of $1,006,426,000 and annual revenue growth of +27.7%.

CEO Olivier Pomel sold 26,012 shares of DDOG at $267.15 on 2026-06-02 for $6,949,220.25; stock down 12.6% from 52-week high but up 67.2% in 30 days.

Olivier Pomel sold 26,012 shares (-3.5% of pre-transaction holdings) at $267.15, reducing his position from 750,981 to 724,969 shares. The sale occurred during a strong recent run: DDOG was up 67.2% over the prior 30 days and 93.7% over 90 days, though it has declined 12.6% from its 52-week high of $278.70. Notably, Pomel's prior 5 trades at DDOG—all 5 also executed on 2026-05-26—were all sells with post-trade 90-day returns ranging from 10.9% to 14.2%, meaning the stock rose after each sale; none of these prior trades at this ticker achieved well-timed outcomes (0 of 5 well-timed at the 90-day mark). His broader cross-ticker selling history shows an avg 90d return of +39.2% post-sell, indicating stocks have generally risen after his sales; his same-ticker pattern at DDOG mirrors this pattern of poorly-timed sells. The CEO retains substantial holdings and the company shows solid fundamentals (27.7% annual revenue growth, $1.0B latest quarterly revenue), but the repeated pattern of selling into strength at this specific ticker without prior well-timed outcomes warrants scrutiny of whether the recent momentum has overextended valuations.

CEO Olivier Pomel sells 84,698 shares for $18,936,387.76 via 10b5-1 plan on 2026-05-26

Olivier Pomel, CEO of Datadog, executed 8 separate sales totaling 84,698 shares for $18,936,387.76 at an average blended price of $223.58 on 2026-05-26. This transaction is part of a pre-arranged 10b5-1 trading plan, meaning it was scheduled rather than discretionary. Post-transaction holdings stand at 750,981 shares, representing a reduction of 84,698 shares from 835,679 shares held prior. The stock currently trades at $225.24, having risen 71.2% over 30 days and 101.2% over 90 days. Historically, Pomel's prior trades at this ticker (5 sales on 2026-05-11) delivered returns between 9.5% and 12.6% over the subsequent 30 and 90-day windows.

CEO Pomel Olivier sold 42,443 shares ($4.7M) across 10 tranches on 2026-04-09; stock down -44.9% from 52-week high

CEO Olivier executed 10 separate sales totaling 42,443 shares for $4,717,073.54 on April 9, 2026, using a range of transaction prices from $109.06 to $117.45 (blended average $111.14). This represents a -4.8% reduction in his 835.7K post-transaction holdings at a time when DDOG is trading -44.9% below its 52-week high and down -11.6% over the prior 30 days. The multi-tranche execution at incrementally higher prices suggests a staged liquidation rather than a single block trade. The CEO's cross-ticker track record shows a 100.00% well-timed rate on his prior 20 sells with an average 90-day return of -22.3%, indicating a historical pattern of selling before declines. However, at DDOG specifically, 0 of 0 prior sells have been well-timed at the 90-day mark, and his most recent same-ticker sale on 2026-03-02 produced a positive 30-day return of +7.4%, suggesting execution timing at this ticker has not aligned with the cross-ticker pattern. Note: This filing contains a derivative conversion (Table II); the shares_after figure does not represent total position magnitude.

Datadog CEO Olivier Pomel sells 42,443 shares for $5,381,599.12 across 4 transactions on 2026-03-16

Olivier Pomel, Datadog's Chief Executive Officer, executed 4 separate sales totaling 42,443 shares for $5,381,599.12 at prices ranging from $126.11 to $128.66, reducing his holdings from 747.3K shares to 704.8K shares (a -5.7% reduction). Notably, this filing is flagged for derivative conversion, meaning the Form 4 Table II (derivative securities) contains the insider's actual position and this Table I sale represents only a partial transaction of a specific batch, not a position exit. Pomel's prior open-market sales across all tickers (20 total) show a 90-day well-timed rate of 100.00% with an average 90-day return of -22.4%, indicating consistent pattern of selling before declines. At Datadog specifically, all 4 prior measurable sales were well-timed at the 90-day mark (ranging from -6.6% to -8.4% returns). The current stock price of $131.26 sits -34.3% below the 52-week high of $199.72, and the company trades at a P/E of 423.42 on annual revenue growth of +27.7%.

CEO Olivier Pomel sold 68,922 shares of DDOG at $110.54 on 2026-03-02 for $7.6M; stock now -40.8% from 52-week high amid broader decline.

Pomel Olivier, DDOG's Chief Executive Officer, sold 68,922 shares at $110.54, reducing his holdings by 8.9% to 704,821 shares. The sale occurred at a price now -40.8% above current levels, and follows a sharp 22.7% decline over the prior 90 days. His cross-ticker track record shows 20 prior sales with a 100.00% well-timed rate (all preceded stock declines), yet his five prior DDOG-specific transactions in December 2025 showed mixed timing: all five showed negative 30-day returns ranging from -13.1% to -15.4%, but 90-day outcomes remain unmeasurable. The stock's elevated valuation (P/E 381.71) against slowing momentum (-8.3% in 30 days) provides context for ongoing insider dispositions, though the sale's timing relative to DDOG's specific fundamentals cannot be inferred from price action alone.

Datadog CEO Pomel Olivier sold 11,195 shares for $1,544,121.72 on 2025-12-17; holds 518,133 shares post-sale

Pomel Olivier executed 5 separate sales totaling 11,195 shares for $1,544,121.72 at a blended average price of $137.93, reducing his stake by 2.1% to 518,133 shares. The sales occurred during a period of stock weakness, with DDOG trading at $140.39 currently, down 20.4% over the past 30 days and 29.7% from its 52-week high of $199.72. Olivier's cross-ticker track record shows 20 prior open-market sales with an average 30-day return of -10.9%, indicating a historical pattern of selling into unfavorable near-term price environments. This filing contains a derivative conversion, meaning the Form 4 Table I shares held post-transaction do not represent the insider's complete position; additional derivative holdings exist in Table II and should be reviewed separately to assess the full extent of his stake reduction.

Datadog CEO Pomel Olivier sells 48,148 shares for $7,505,591.21 across five transactions at blended avg $155.89

Pomel Olivier, CEO of Datadog, executed five separate sales totaling 48,148 shares for $7,505,591.21 on 2025-12-02 to 2025-12-03 at an average price of $155.89, reducing his holdings from 566,281 shares to 518,133 shares. This represents an 8.5% reduction in his position. The current stock price of $153.00 sits 23.4% below the 52-week high of $199.72, and the sales occurred at prices near recent market levels, not at distressed valuations. Across his cross-ticker track record, the insider's prior 20 sells have averaged a positive 30-day return of 6.2%, indicating his past sales have typically preceded modest gains rather than declines. The FLAG notes this transaction involves a derivative conversion, so the Table I shares_after (518,133 shares) does not necessarily represent his total economic position; derivative holdings are not yet reflected in our database for this filing.

DDOG CEO Pomel Olivier sold 100,754 shares for $18.3M across 6 transactions on 2025-11-17 at $181.18 avg price

On 2025-11-17, Pomel Olivier, DDOG's Chief Executive Officer, executed 6 separate open-market sales totaling 100,754 shares for $18,254,128.48, reducing his position by 15.9% from 634,112 to 533,358 shares. The sales occurred at prices ranging from $179.57 to $184.36 across a single trading day, with a blended average of $181.18. This large single-day liquidation by the CEO occurs against strong recent momentum (stock +12.8% over 30 days, +36.5% over 90 days) and elevated valuation (P/E of 320.56, current price $176.31 is -11.7% from the 52-week high of $199.72). The filing is flagged as a derivative-conversion transaction, meaning the insider's full position includes unreported Table II holdings not yet populated in available data; the shares_after figure of 533,358 represents only the reported Table I holdings and does not capture the insider's complete stake. Investors should note this limitation when assessing the magnitude of the transaction relative to total insider exposure.