X0306 4 2022-03-01 0 0001561550 Datadog, Inc. DDOG 0001120741 OBSTLER DAVID M C/O DATADOG, INC. 620 8TH AVENUE, 45TH FLOOR NEW YORK NY 10018 0 1 0 0 Chief Financial Officer Class A Common Stock 2022-03-01 4 C 0 3750 0.00 A 3750 I By GRAT Class A Common Stock 2022-03-01 4 S 0 600 158.785 D 3150 I By GRAT Class A Common Stock 2022-03-01 4 S 0 587 160.0387 D 2563 I By GRAT Class A Common Stock 2022-03-01 4 S 0 583 161.1875 D 1980 I By GRAT Class A Common Stock 2022-03-01 4 S 0 880 162.3132 D 1100 I By GRAT Class A Common Stock 2022-03-01 4 S 0 300 163.51 D 800 I By GRAT Class A Common Stock 2022-03-01 4 S 0 600 164.5033 D 200 I By GRAT Class A Common Stock 2022-03-01 4 S 0 200 166.66 D 0 I By GRAT Class A Common Stock 2022-03-02 4 S 0 1223 157.8366 D 172787 D Class A Common Stock 2022-03-02 4 S 0 1 161.5613 D 172786 D Class B Common Stock 2022-03-01 4 C 0 3750 0.00 D Class A Common Stock 3750 199897 I By GRAT Class B Common Stock Class A Common Stock 15603 15603 D Each share of Class B Common Stock is convertible at any time at the option of the Reporting Person into one share of Class A Common Stock and has no expiration date. Each share of Class B Common Stock will convert automatically into one share of Class A Common Stock upon the earliest of: (i) any transfer, whether or not for value, except for certain "Permitted Transfers" as defined in the Issuer's amended and restated certificate of incorporation, (ii) the death of the Reporting Person in the case of shares held directly or in a trustee capacity, and (iii) the tenth anniversary of the Issuer's initial public offering of its Class A Common Stock. Shares are held directly by the David Obstler 2019 GRAT, of which Reporting Person is Trustee. Shares sold pursuant to a 10b5-1 plan entered into on September 10, 2021. Price reported is a weighted-average sales price. The shares were sold at prices ranging from $158.42 to $159.36. The Reporting Person will provide upon request to the SEC, the Issuer or security holder of the Issuer, full information regarding the number of shares sold at each separate price. Price reported is a weighted-average sales price. The shares were sold at prices ranging from $159.64 to $160.59. The Reporting Person will provide upon request to the SEC, the Issuer or security holder of the Issuer, full information regarding the number of shares sold at each separate price. Price reported is a weighted-average sales price. The shares were sold at prices ranging from $160.67 to $161.62. The Reporting Person will provide upon request to the SEC, the Issuer or security holder of the Issuer, full information regarding the number of shares sold at each separate price. Price reported is a weighted-average sales price. The shares were sold at prices ranging from $161.78 to $162.71. The Reporting Person will provide upon request to the SEC, the Issuer or security holder of the Issuer, full information regarding the number of shares sold at each separate price. Price reported is a weighted-average sales price. The shares were sold at prices ranging from $162.98 to $163.90. The Reporting Person will provide upon request to the SEC, the Issuer or security holder of the Issuer, full information regarding the number of shares sold at each separate price. Price reported is a weighted-average sales price. The shares were sold at prices ranging from $163.99 to $164.79. The Reporting Person will provide upon request to the SEC, the Issuer or security holder of the Issuer, full information regarding the number of shares sold at each separate price. Price reported is a weighted-average sales price. The shares were sold at prices ranging from $166.59 to $166.73. The Reporting Person will provide upon request to the SEC, the Issuer or security holder of the Issuer, full information regarding the number of shares sold at each separate price. The Reporting Person was required by the Issuer to sell only the number of shares of common stock necessary to cover applicable tax withholding obligations realized upon the vesting of restricted stock units, as well as any related brokerage commission fees. Includes 160 shares acquired on May 14, 2021 and 163 shares acquired on November 15, 2021 under the Issuer's Employee Stock Purchase Plan. David Obstler, by /s/ Ron A. Metzger, Attorney-in-Fact 2022-03-03