Kerry Acocella

Kerry Acocella (General Counsel) sold 5,371 shares ($1.3M) across 8 transactions on 2026-06-15 via 10b5-1 plan.

Kerry Acocella, General Counsel and Secretary, executed 8 separate sales totaling 5,371 shares for $1,256,311.08 on 2026-06-15, reducing his holdings from 133,237 to 127,866 shares. This transaction is part of a pre-arranged 10b5-1 trading plan, making it scheduled rather than discretionary. At the blended average price of $233.91, the sales occurred above the current price of $226.63. Acocella's cross-ticker track record shows an average 90-day return of +5.8% following his prior sells, while his same-ticker history at DDOG reflects mixed outcomes: +123.8% on 2026-03-02, -19.9% on 2025-12-05, and -19.4% on 2025-12-05, with two more recent sales not yet measurable. The scheduled nature of the transaction eliminates discretionary timing as a signal, though the sale pattern and his continued substantial holdings of 127.9K shares warrant monitoring.

General Counsel Kerry Acocella sells 7,252 DDOG shares at $267.15 (−10.2% from 52-week high) after recent +70.6% 30-day rally.

Kerry Acocella, General Counsel and Secretary, sold 7,252 shares for $1,937,403.71 on 2026-06-02 at $267.15, reducing holdings by 5.2% to 133,237 shares. The sale occurred near the 52-week high ($278.70) after the stock's 30-day surge of +70.6% and 90-day climb of +104.6%, suggesting execution following exceptional recent momentum. At the same ticker, Acocella's timing shows a mixed pattern: two recent May and March sells posted strong 30-day and 90-day gains (well-timed rates at 66.9% and 7.4%–123.8%), while three December 2025 sales were poorly timed, with negative 90-day returns of −19.9%, −19.4%, and −18.9%. His cross-ticker track record shows a 40% well-timed rate on 19 prior sells (average 90d return +12.4%), indicating modest predictive accuracy. The current sale is material in absolute terms ($1.9M) but represents a modest reduction of an already-substantial position.

General Counsel Acocella Kerry sold 13,857 shares of Datadog amid stock rally, marking her 19th total sale with mixed prior timing results.

Kerry Acocella, Datadog's General Counsel, sold a material stake worth over two million dollars as the stock rallied sharply over the past quarter. This represents her continued pattern of selling — now the third sale in five months — against a backdrop of mixed historical results on her prior exits. While most of her recent sales were poorly timed (the stock subsequently climbed after two consecutive December exits), her most recent prior sale in early March proved well-timed as shares later declined, showing no consistent edge in her exit decisions. The sale occurred while the company posts healthy fundamentals with growing revenue and profitability, though the stock already trades well below its recent highs after a recent surge. As an officer with direct knowledge of operations, her persistent selling is worth noting, but the pattern of mixed outcomes on her previous trades suggests caution against reading conviction into the direction of this sale.

Kerry Acocella (General Counsel) sold 17,653 shares of DDOG at $110.54 on 2026-03-02; stock now $118.33, -40.8% from 52-week high

Acocella sold 17,653 shares (12.3% of holdings) at $110.54, netting $1,951,286.71, while holding 125,721 shares post-transaction. The stock has declined 8.3% in 30 days and 22.7% over 90 days from the transaction date, placing the sale below the current price of $118.33 and well below the 52-week high of $199.72. His prior trades at DDOG show a 50% well-timed rate at the 90-day horizon (1 of 2 measurable outcomes), and his cross-ticker track record across 17 prior sells shows a 30.00% 90-day well-timing rate with an average 90-day return of +5.4%, indicating that his historical sales have not generally preceded declines. The sale occurs at a valuation level (P/E of 381.71) that remains elevated despite recent price weakness.

Datadog GC Kerry Acocella sold 3,938 shares at blended avg $151.35 on Dec 5; stock -20.2% in 30 days

Acocella executed 3 separate sales totaling 3,938 shares for $596,034.60 on 2025-12-05, reducing her DDOG holdings by 4.5%. The stock has declined 20.2% over the 30 days following the transaction. Her same-ticker history at DDOG shows 4 prior measurable sells, all of which yielded positive 90-day returns (ranging +12.0% to +14.9%)—meaning the stock rose after those earlier sales, leaving those positions poorly timed from a sell-before-decline perspective. This current sale occurs at a stock price 23.6% below the 52-week high and follows a recent sale just 3 days prior (Dec 2), suggesting sustained portfolio activity amid elevated volatility. The timing outcome for this transaction remains unresolved, but the pattern of recent consecutive sales during a sharp drawdown merits monitoring.

Datadog General Counsel Acocella sells 5,018 shares at $158.60; stock now at $153.00, down 23.4% from 52-week high.

Kerry Acocella, General Counsel and Secretary, sold 5,018 shares of DDOG at $158.60 on 2025-12-02 for a total value of $795,847.27, reducing holdings from 93,419 to 88,401 shares. The sale occurred when DDOG was trading near recent resistance but has since declined to $153.00, placing it 23.4% below its 52-week high of $199.72. Across all his prior open-market sales (cross-ticker), Acocella averaged a 90-day return of +9.3% with a well-timed rate of 22.22%, suggesting his prior sells have rarely anticipated declines; specifically at DDOG, none of his 5 prior sales showed negative 90-day returns, indicating poor timing at this ticker. The company reports strong fundamentals with $885.7M in latest quarterly revenue and 26.1% annual growth, though valuation is stretched at a P/E of 278.18, and the recent -2.9% 30-day decline warrants observation against the broader +12.4% 90-day uptrend.

Kerry Acocella (General Counsel) sold 4.0K shares at blended avg $134.72 on 2025-09-05 for $533.2K; retains 93.4K shares.

Kerry Acocella executed three separate sales totaling 3,958 shares for $533,219.21 on 2025-09-05, reducing holdings by 4.1%. The current stock price of $140.46 stands 16.7% below the 52-week high but up 7.3% over the past 30 days and up 18.4% over 90 days, suggesting continued investor appetite. At Datadog, Acocella's prior sales over the past three months show mixed timing: the 2025-06-02 sale had the stock rise 17.0% thereafter (poorly timed), while the 2025-03-03 sale slightly preceded a gain and the 2024-06-25 sale preceded a decline. The company posted quarterly revenue of $826.8M with 26.1% annual growth and a P/E of 255.38. This sale occurs within a pattern of recent share disposals (two others on 2025-09-02 and 2025-08-29) and represents modest outflow from a General Counsel position that retains substantial ongoing equity exposure.

General Counsel Kerry Acocella sold 18,113 shares of DDOG for $2,503,665.01 across two transactions at blended average $138.22

Kerry Acocella, General Counsel and Secretary, executed two separate sales totaling 18,113 shares for $2,503,665.01 (blended average $138.22) on 2025-08-29 and 2025-09-02, reducing her holdings by 15.7% to 97,377 shares. The selling occurred when DDOG was trading near the upper end of its 52-week range ($168.65 high), though the current price of $132.60 now sits 21.4% below that high, indicating the stock has declined since the insider's transactions. Among Acocella's prior sales at DDOG, 2 of 4 measurable prior sales showed negative 90-day returns (well-timed), though her cross-ticker track record shows modest timing precision with a 50.00% well-timed rate across 8 prior sells. The fundamental backdrop shows a high-growth company (26.1% annual revenue growth) but with an elevated P/E of 241.09, which may reflect the market's current valuation profile at the time of sale.

General Counsel Kerry Acocella sold 5,099 shares of DDOG at $116.84 on 2025-06-02 for $595,772.26.

Kerry Acocella, serving as General Counsel and Secretary, sold 5,099 shares at $116.84, reducing holdings by 4.2% to 115,490 shares. This represents a routine partial position reduction, with the transaction price approximately 2.4% below the current market price of $119.70. Acocella's cross-ticker track record shows 7 prior open-market sells with a 90-day well-timed rate of 66.67%, indicating that roughly two-thirds of his previous sales preceded stock declines; at DDOG specifically, 2 of 3 measurable prior sales were well-timed at the 90-day mark. The stock is currently 29.0% below its 52-week high of $168.65, and while it has gained 13.2% over the past 30 days, the broader valuation context shows a P/E of 217.64 against recent quarter revenue of $761.6M and net income of $24.6M. This sale does not represent a liquidation or dramatic conviction shift but fits within Acocella's established pattern of periodic sales.

General Counsel Kerry Acocella sold 11,538 shares of DDOG at $115.86 on 2025-03-03 for $1.3M; stock down 31.8% from 52-week high.

Kerry Acocella, General Counsel and Secretary, sold 11,538 shares at $115.86 on 2025-03-03, reducing his holdings by 11.4% to 89,821 shares. The transaction occurs amid significant price weakness: DDOG is down 31.8% from its 52-week high and has declined 19.6% over the past 30 days and 29.5% over 90 days. Acocella's prior trades at DDOG show a pattern where 4 of 5 previous sales were well-timed at the 90-day mark, with the most recent DDOG sales in June 2024 and March 2024 followed by negative 90-day returns of -3.2%, -4.4%, -5.5%, and -6.9%, suggesting historical timing accuracy in identifying downturns. The current sale occurs at a price 30.8% below the 52-week high, following a steep recent decline.