SEC Insider Transactions from OBSTLER DAVID M.

Last updated: 2026-04-03 23:05 UTC | Total transactions: 104

David M. Obstler, Chief Financial Officer of Datadog, Inc. ($DDOG), sold shares on the open market eleven times over the last 365 days, totaling about $23.3 million. His most recent sale occurred on March 2, 2026. These sales rank 599th among 11,678 individual insiders in our database, where the average is about $8.6 million across roughly 6.4 transactions per insider. Obstler made no open market purchases during this period.

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Transaction Date Company Ticker Insider Name Title Transaction Type Security Shares Price Shares Owned Following Total Shares Outstanding % of Owned % of Outstanding
April 1, 2026 Datadog, Inc. $DDOG OBSTLER DAVID M Chief Financial Officer A Class A Common Stock 59295 $0.00 525,914.0000 363,472,000 12.71% 0.02%
March 2, 2026 Datadog, Inc. $DDOG OBSTLER DAVID M Chief Financial Officer S Class A Common Stock 40057 $110.54 466,619.0000 363,472,000 7.91% 0.01%
Feb. 5, 2026 Datadog, Inc. $DDOG OBSTLER DAVID M Chief Financial Officer A Class A Common Stock 132538 $0.00 506,676.0000 363,472,000 35.42% 0.04%
Dec. 2, 2025 Datadog, Inc. $DDOG OBSTLER DAVID M Chief Financial Officer S Class A Common Stock 12513 $158.60 374,138.0000 362,001,000 3.24% 0.00%
Sept. 2, 2025 Datadog, Inc. $DDOG OBSTLER DAVID M Chief Financial Officer S Class A Common Stock 12619 $133.85 386,651.0000 358,636,000 3.16% 0.00%
July 3, 2025 Datadog, Inc. $DDOG OBSTLER DAVID M Chief Financial Officer M Stock Option (Right to Buy) 15000 $0.00 0.0000 358,636,000 100.00% 0.00%
July 3, 2025 Datadog, Inc. $DDOG OBSTLER DAVID M Chief Financial Officer S Class A Common Stock 15000 $147.43 399,270.0000 358,636,000 3.62% 0.00%
July 3, 2025 Datadog, Inc. $DDOG OBSTLER DAVID M Chief Financial Officer C Class A Common Stock 15000 $1.55 414,270.0000 358,636,000 3.76% 0.00%
July 3, 2025 Datadog, Inc. $DDOG OBSTLER DAVID M Chief Financial Officer M Class B Common Stock 15000 $0.00 123,000.0000 358,636,000 13.89% 0.00%
July 3, 2025 Datadog, Inc. $DDOG OBSTLER DAVID M Chief Financial Officer C Class B Common Stock 15000 $0.00 108,000.0000 358,636,000 12.20% 0.00%
June 30, 2025 Datadog, Inc. $DDOG OBSTLER DAVID M Chief Financial Officer M Stock Option (Right to Buy) 15000 $0.00 15,000.0000 358,636,000 50.00% 0.00%
June 30, 2025 Datadog, Inc. $DDOG OBSTLER DAVID M Chief Financial Officer C Class B Common Stock 15000 $0.00 108,000.0000 358,636,000 12.20% 0.00%
June 30, 2025 Datadog, Inc. $DDOG OBSTLER DAVID M Chief Financial Officer M Class B Common Stock 15000 $0.00 123,000.0000 358,636,000 13.89% 0.00%
June 30, 2025 Datadog, Inc. $DDOG OBSTLER DAVID M Chief Financial Officer C Class A Common Stock 15000 $1.55 414,270.0000 358,636,000 3.76% 0.00%
June 30, 2025 Datadog, Inc. $DDOG OBSTLER DAVID M Chief Financial Officer S Class A Common Stock 15000 $135.25 399,270.0000 358,636,000 3.62% 0.00%
June 26, 2025 Braze, Inc. $BRZE OBSTLER DAVID M Director A Class A Common Stock 5033 $0.00 68,052.0000 102,189,000 7.99% 0.00%
June 18, 2025 Datadog, Inc. $DDOG OBSTLER DAVID M Chief Financial Officer C Class B Common Stock 15000 $0.00 108,000.0000 358,636,000 12.20% 0.00%
June 18, 2025 Datadog, Inc. $DDOG OBSTLER DAVID M Chief Financial Officer M Class B Common Stock 15000 $0.00 123,000.0000 358,636,000 13.89% 0.00%
June 18, 2025 Datadog, Inc. $DDOG OBSTLER DAVID M Chief Financial Officer M Stock Option (Right to Buy) 15000 $0.00 30,000.0000 358,636,000 33.33% 0.00%
June 18, 2025 Datadog, Inc. $DDOG OBSTLER DAVID M Chief Financial Officer S Class A Common Stock 15000 $130.25 399,270.0000 358,636,000 3.62% 0.00%
June 18, 2025 Datadog, Inc. $DDOG OBSTLER DAVID M Chief Financial Officer C Class A Common Stock 15000 $1.55 414,270.0000 358,636,000 3.76% 0.00%
June 17, 2025 Datadog, Inc. $DDOG OBSTLER DAVID M Chief Financial Officer C Class B Common Stock 20000 $0.00 108,000.0000 358,636,000 15.63% 0.01%
June 17, 2025 Datadog, Inc. $DDOG OBSTLER DAVID M Chief Financial Officer C Class A Common Stock 20000 $1.55 419,270.0000 358,636,000 5.01% 0.01%
June 17, 2025 Datadog, Inc. $DDOG OBSTLER DAVID M Chief Financial Officer S Class A Common Stock 20000 $125.25 399,270.0000 358,636,000 4.77% 0.01%
June 17, 2025 Datadog, Inc. $DDOG OBSTLER DAVID M Chief Financial Officer M Stock Option (Right to Buy) 20000 $0.00 45,000.0000 358,636,000 30.77% 0.01%
June 17, 2025 Datadog, Inc. $DDOG OBSTLER DAVID M Chief Financial Officer M Class B Common Stock 20000 $0.00 128,000.0000 358,636,000 18.52% 0.01%
June 4, 2025 Datadog, Inc. $DDOG OBSTLER DAVID M Chief Financial Officer C Class B Common Stock 20000 $0.00 108,000.0000 358,636,000 15.63% 0.01%
June 4, 2025 Datadog, Inc. $DDOG OBSTLER DAVID M Chief Financial Officer C Class A Common Stock 20000 $1.55 419,270.0000 358,636,000 5.01% 0.01%
June 4, 2025 Datadog, Inc. $DDOG OBSTLER DAVID M Chief Financial Officer S Class A Common Stock 20000 $120.25 399,270.0000 358,636,000 4.77% 0.01%
June 4, 2025 Datadog, Inc. $DDOG OBSTLER DAVID M Chief Financial Officer M Stock Option (Right to Buy) 20000 $0.00 65,000.0000 358,636,000 23.53% 0.01%
June 4, 2025 Datadog, Inc. $DDOG OBSTLER DAVID M Chief Financial Officer M Class B Common Stock 20000 $0.00 128,000.0000 358,636,000 18.52% 0.01%
June 2, 2025 Datadog, Inc. $DDOG OBSTLER DAVID M Chief Financial Officer M Stock Option (Right to Buy) 22500 $0.00 85,000.0000 358,636,000 20.93% 0.01%
June 2, 2025 Datadog, Inc. $DDOG OBSTLER DAVID M Chief Financial Officer M Class B Common Stock 22500 $0.00 130,500.0000 358,636,000 20.83% 0.01%
June 2, 2025 Datadog, Inc. $DDOG OBSTLER DAVID M Chief Financial Officer C Class B Common Stock 22500 $0.00 108,000.0000 358,636,000 17.24% 0.01%
June 2, 2025 Datadog, Inc. $DDOG OBSTLER DAVID M Chief Financial Officer S Class A Common Stock 5600 $118.11 399,270.0000 358,636,000 1.38% 0.00%
June 2, 2025 Datadog, Inc. $DDOG OBSTLER DAVID M Chief Financial Officer S Class A Common Stock 16900 $117.59 404,870.0000 358,636,000 4.01% 0.00%
June 2, 2025 Datadog, Inc. $DDOG OBSTLER DAVID M Chief Financial Officer C Class A Common Stock 22500 $1.55 421,770.0000 358,636,000 5.64% 0.01%
June 2, 2025 Datadog, Inc. $DDOG OBSTLER DAVID M Chief Financial Officer S Class A Common Stock 12516 $116.84 399,270.0000 358,636,000 3.04% 0.00%
April 1, 2025 Datadog, Inc. $DDOG OBSTLER DAVID M Chief Financial Officer A Class A Common Stock 66269 $0.00 411,786.0000 358,636,000 19.18% 0.02%
March 3, 2025 Datadog, Inc. $DDOG OBSTLER DAVID M Chief Financial Officer S Class A Common Stock 27755 $115.86 345,517.0000 358,636,000 7.44% 0.01%
Feb. 25, 2025 Datadog, Inc. $DDOG OBSTLER DAVID M Chief Financial Officer A Class A Common Stock 69859 $0.00 373,272.0000 358,636,000 23.02% 0.02%
Dec. 2, 2024 Datadog, Inc. $DDOG OBSTLER DAVID M Chief Financial Officer S Class A Common Stock 10745 $152.14 303,413.0000 357,635,000 3.42% 0.00%
Nov. 20, 2024 Datadog, Inc. $DDOG OBSTLER DAVID M Chief Financial Officer M Class B Common Stock 33334 $0.00 141,334.0000 357,635,000 30.86% 0.01%
Nov. 20, 2024 Datadog, Inc. $DDOG OBSTLER DAVID M Chief Financial Officer C Class B Common Stock 33334 $0.00 108,000.0000 357,635,000 23.59% 0.01%
Nov. 20, 2024 Datadog, Inc. $DDOG OBSTLER DAVID M Chief Financial Officer C Class A Common Stock 33334 $1.55 347,492.0000 357,635,000 10.61% 0.01%
Nov. 20, 2024 Datadog, Inc. $DDOG OBSTLER DAVID M Chief Financial Officer S Class A Common Stock 23822 $135.76 323,670.0000 357,635,000 6.86% 0.01%
Nov. 20, 2024 Datadog, Inc. $DDOG OBSTLER DAVID M Chief Financial Officer S Class A Common Stock 9512 $136.43 314,158.0000 357,635,000 2.94% 0.00%
Nov. 20, 2024 Datadog, Inc. $DDOG OBSTLER DAVID M Chief Financial Officer M Stock Option (Right to Buy) 33334 $0.00 107,500.0000 357,635,000 23.67% 0.01%
Oct. 11, 2024 Datadog, Inc. $DDOG OBSTLER DAVID M Chief Financial Officer C Class B Common Stock 33333 $0.00 108,000.0000 357,635,000 23.58% 0.01%
Oct. 11, 2024 Datadog, Inc. $DDOG OBSTLER DAVID M Chief Financial Officer M Class B Common Stock 33333 $0.00 141,333.0000 357,635,000 30.86% 0.01%
Oct. 11, 2024 Datadog, Inc. $DDOG OBSTLER DAVID M Chief Financial Officer M Stock Option (Right to Buy) 33333 $0.00 140,834.0000 357,635,000 19.14% 0.01%
Oct. 11, 2024 Datadog, Inc. $DDOG OBSTLER DAVID M Chief Financial Officer S Class A Common Stock 33333 $130.39 314,158.0000 357,635,000 9.59% 0.01%
Oct. 11, 2024 Datadog, Inc. $DDOG OBSTLER DAVID M Chief Financial Officer C Class A Common Stock 33333 $1.55 347,491.0000 357,635,000 10.61% 0.01%
Oct. 8, 2024 Datadog, Inc. $DDOG OBSTLER DAVID M Chief Financial Officer M Class B Common Stock 33333 $0.00 141,333.0000 357,635,000 30.86% 0.01%
Oct. 8, 2024 Datadog, Inc. $DDOG OBSTLER DAVID M Chief Financial Officer C Class A Common Stock 33333 $1.55 347,491.0000 357,635,000 10.61% 0.01%
Oct. 8, 2024 Datadog, Inc. $DDOG OBSTLER DAVID M Chief Financial Officer S Class A Common Stock 33333 $125.70 314,158.0000 357,635,000 9.59% 0.01%
Oct. 8, 2024 Datadog, Inc. $DDOG OBSTLER DAVID M Chief Financial Officer M Stock Option (Right to Buy) 33333 $0.00 174,167.0000 357,635,000 16.06% 0.01%
Oct. 8, 2024 Datadog, Inc. $DDOG OBSTLER DAVID M Chief Financial Officer C Class B Common Stock 33333 $0.00 108,000.0000 357,635,000 23.58% 0.01%
Sept. 3, 2024 Datadog, Inc. $DDOG OBSTLER DAVID M Chief Financial Officer S Class A Common Stock 125 $111.80 314,158.0000 350,292,000 0.04% 0.00%
Sept. 3, 2024 Datadog, Inc. $DDOG OBSTLER DAVID M Chief Financial Officer S Class A Common Stock 10745 $113.52 314,283.0000 350,292,000 3.31% 0.00%
June 27, 2024 Braze, Inc. $BRZE OBSTLER DAVID M Director A Class A Common Stock 4213 $0.00 63,019.0000 98,096,000 7.16% 0.00%
June 3, 2024 Datadog, Inc. $DDOG OBSTLER DAVID M CHIEF FINANCIAL OFFICER S Class A Common Stock 10745 $109.46 325,028.0000 350,292,000 3.20% 0.00%
May 29, 2024 Datadog, Inc. $DDOG OBSTLER DAVID M CHIEF FINANCIAL OFFICER A Class A Common Stock 60582 $0.00 335,773.0000 350,292,000 22.01% 0.02%
April 11, 2024 Datadog, Inc. $DDOG OBSTLER DAVID M CHIEF FINANCIAL OFFICER C Class A Common Stock 15000 $0.00 290,191.0000 350,292,000 5.45% 0.00%
April 11, 2024 Datadog, Inc. $DDOG OBSTLER DAVID M CHIEF FINANCIAL OFFICER S Class A Common Stock 15000 $130.28 275,191.0000 350,292,000 5.17% 0.00%
April 11, 2024 Datadog, Inc. $DDOG OBSTLER DAVID M CHIEF FINANCIAL OFFICER C Class B Common Stock 15000 $0.00 108,000.0000 350,292,000 12.20% 0.00%
April 11, 2024 Datadog, Inc. $DDOG OBSTLER DAVID M CHIEF FINANCIAL OFFICER S Class A Common Stock 15000 $130.28 275,191.0000 350,292,000 5.17% 0.00%
April 11, 2024 Datadog, Inc. $DDOG OBSTLER DAVID M CHIEF FINANCIAL OFFICER M Stock Option (Right to Buy) 15000 $0.00 207,500.0000 350,292,000 6.74% 0.00%
April 11, 2024 Datadog, Inc. $DDOG OBSTLER DAVID M CHIEF FINANCIAL OFFICER C Class A Common Stock 15000 $1.55 290,191.0000 350,292,000 5.45% 0.00%
April 11, 2024 Datadog, Inc. $DDOG OBSTLER DAVID M CHIEF FINANCIAL OFFICER M Class B Common Stock 15000 $0.00 123,000.0000 350,292,000 13.89% 0.00%
April 11, 2024 Datadog, Inc. $DDOG OBSTLER DAVID M CHIEF FINANCIAL OFFICER C Class B Common Stock 15000 $0.00 108,000.0000 350,292,000 12.20% 0.00%
March 21, 2024 Datadog, Inc. $DDOG OBSTLER DAVID M CHIEF FINANCIAL OFFICER C Class A Common Stock 3833 $0.00 279,024.0000 350,292,000 1.39% 0.00%
March 21, 2024 Datadog, Inc. $DDOG OBSTLER DAVID M CHIEF FINANCIAL OFFICER M Class B Common Stock 3732 $0.00 126,732.0000 350,292,000 3.03% 0.00%
March 21, 2024 Datadog, Inc. $DDOG OBSTLER DAVID M CHIEF FINANCIAL OFFICER C Class B Common Stock 3732 $0.00 123,000.0000 350,292,000 2.94% 0.00%
March 21, 2024 Datadog, Inc. $DDOG OBSTLER DAVID M CHIEF FINANCIAL OFFICER C Class B Common Stock 3833 $0.00 123,000.0000 350,292,000 3.02% 0.00%
March 21, 2024 Datadog, Inc. $DDOG OBSTLER DAVID M CHIEF FINANCIAL OFFICER S Class A Common Stock 3732 $125.36 275,191.0000 350,292,000 1.34% 0.00%
March 21, 2024 Datadog, Inc. $DDOG OBSTLER DAVID M CHIEF FINANCIAL OFFICER C Class A Common Stock 3732 $1.55 278,923.0000 350,292,000 1.36% 0.00%
March 21, 2024 Datadog, Inc. $DDOG OBSTLER DAVID M CHIEF FINANCIAL OFFICER M Stock Option (Right to Buy) 3732 $0.00 222,500.0000 350,292,000 1.65% 0.00%
March 21, 2024 Datadog, Inc. $DDOG OBSTLER DAVID M CHIEF FINANCIAL OFFICER S Class A Common Stock 3833 $125.37 275,191.0000 350,292,000 1.37% 0.00%
March 13, 2024 Datadog, Inc. $DDOG OBSTLER DAVID M CHIEF FINANCIAL OFFICER C Class B Common Stock 11167 $0.00 126,833.0000 350,292,000 8.09% 0.00%
March 13, 2024 Datadog, Inc. $DDOG OBSTLER DAVID M CHIEF FINANCIAL OFFICER M Class B Common Stock 11268 $0.00 138,101.0000 350,292,000 8.88% 0.00%
March 11, 2024 Datadog, Inc. $DDOG OBSTLER DAVID M CHIEF FINANCIAL OFFICER C Class A Common Stock 70000 $1.55 345,191.0000 350,292,000 25.44% 0.02%
March 11, 2024 Datadog, Inc. $DDOG OBSTLER DAVID M CHIEF FINANCIAL OFFICER S Class A Common Stock 7468 $119.12 337,723.0000 350,292,000 2.16% 0.00%
March 11, 2024 Datadog, Inc. $DDOG OBSTLER DAVID M CHIEF FINANCIAL OFFICER S Class A Common Stock 31834 $120.34 305,889.0000 350,292,000 9.43% 0.01%
March 11, 2024 Datadog, Inc. $DDOG OBSTLER DAVID M CHIEF FINANCIAL OFFICER S Class A Common Stock 17896 $121.28 287,993.0000 350,292,000 5.85% 0.01%
March 11, 2024 Datadog, Inc. $DDOG OBSTLER DAVID M CHIEF FINANCIAL OFFICER S Class A Common Stock 12802 $121.87 275,191.0000 350,292,000 4.45% 0.00%
March 11, 2024 Datadog, Inc. $DDOG OBSTLER DAVID M CHIEF FINANCIAL OFFICER C Class A Common Stock 70000 $0.00 345,191.0000 350,292,000 25.44% 0.02%
March 11, 2024 Datadog, Inc. $DDOG OBSTLER DAVID M CHIEF FINANCIAL OFFICER S Class A Common Stock 7143 $119.06 338,048.0000 350,292,000 2.07% 0.00%
March 11, 2024 Datadog, Inc. $DDOG OBSTLER DAVID M CHIEF FINANCIAL OFFICER S Class A Common Stock 29222 $120.30 308,826.0000 350,292,000 8.64% 0.01%
March 11, 2024 Datadog, Inc. $DDOG OBSTLER DAVID M CHIEF FINANCIAL OFFICER S Class A Common Stock 17970 $121.12 290,856.0000 350,292,000 5.82% 0.01%
March 11, 2024 Datadog, Inc. $DDOG OBSTLER DAVID M CHIEF FINANCIAL OFFICER S Class A Common Stock 15665 $121.82 275,191.0000 350,292,000 5.39% 0.00%
March 13, 2024 Datadog, Inc. $DDOG OBSTLER DAVID M CHIEF FINANCIAL OFFICER C Class A Common Stock 11268 $1.55 286,459.0000 350,292,000 4.09% 0.00%
March 13, 2024 Datadog, Inc. $DDOG OBSTLER DAVID M CHIEF FINANCIAL OFFICER S Class A Common Stock 11268 $125.28 275,191.0000 350,292,000 3.93% 0.00%
March 13, 2024 Datadog, Inc. $DDOG OBSTLER DAVID M CHIEF FINANCIAL OFFICER C Class A Common Stock 11167 $0.00 286,358.0000 350,292,000 4.06% 0.00%
March 13, 2024 Datadog, Inc. $DDOG OBSTLER DAVID M CHIEF FINANCIAL OFFICER S Class A Common Stock 11167 $125.28 275,191.0000 350,292,000 3.90% 0.00%
March 11, 2024 Datadog, Inc. $DDOG OBSTLER DAVID M CHIEF FINANCIAL OFFICER M Stock Option (Right to Buy) 70000 $0.00 237,500.0000 350,292,000 22.76% 0.02%
March 11, 2024 Datadog, Inc. $DDOG OBSTLER DAVID M CHIEF FINANCIAL OFFICER M Class B Common Stock 70000 $0.00 196,833.0000 350,292,000 55.19% 0.02%
March 11, 2024 Datadog, Inc. $DDOG OBSTLER DAVID M CHIEF FINANCIAL OFFICER C Class B Common Stock 70000 $0.00 126,833.0000 350,292,000 35.56% 0.02%
March 11, 2024 Datadog, Inc. $DDOG OBSTLER DAVID M CHIEF FINANCIAL OFFICER C Class B Common Stock 70000 $0.00 138,000.0000 350,292,000 33.65% 0.02%
March 13, 2024 Datadog, Inc. $DDOG OBSTLER DAVID M CHIEF FINANCIAL OFFICER M Stock Option (Right to Buy) 11268 $0.00 226,232.0000 350,292,000 4.74% 0.00%
March 13, 2024 Datadog, Inc. $DDOG OBSTLER DAVID M CHIEF FINANCIAL OFFICER C Class B Common Stock 11268 $0.00 126,833.0000 350,292,000 8.16% 0.00%
March 4, 2024 Datadog, Inc. $DDOG OBSTLER DAVID M CHIEF FINANCIAL OFFICER S Class A Common Stock 4 $130.52 275,191.0000 350,292,000 0.00% 0.00%
March 4, 2024 Datadog, Inc. $DDOG OBSTLER DAVID M CHIEF FINANCIAL OFFICER S Class A Common Stock 31003 $128.58 275,195.0000 350,292,000 10.13% 0.01%
Feb. 27, 2024 Datadog, Inc. $DDOG OBSTLER DAVID M CHIEF FINANCIAL OFFICER A Class A Common Stock 60189 $0.00 306,198.0000 350,292,000 24.47% 0.02%