X0306 4 2021-10-27 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 2021-10-27 4 C 0 15000 0.00 A 190391 D Class A Common Stock 2021-10-27 4 S 0 800 156.2912 D 189591 D Class A Common Stock 2021-10-27 4 S 0 6160 157.3794 D 183431 D Class A Common Stock 2021-10-27 4 S 0 3500 158.4261 D 179931 D Class A Common Stock 2021-10-27 4 S 0 2440 159.3777 D 177491 D Class A Common Stock 2021-10-27 4 S 0 800 160.4675 D 176691 D Class A Common Stock 2021-10-27 4 S 0 600 162.1233 D 176091 D Class A Common Stock 2021-10-27 4 S 0 700 162.9586 D 175391 D Class A Common Stock 2021-10-27 4 C 0 73750 0.00 A 73750 I By GRAT Class A Common Stock 2021-10-27 4 S 0 2344 156.2926 D 71406 I By GRAT Class A Common Stock 2021-10-27 4 S 0 21092 157.3273 D 50314 I By GRAT Class A Common Stock 2021-10-27 4 S 0 13364 158.3147 D 36950 I By GRAT Class A Common Stock 2021-10-27 4 S 0 9516 159.3286 D 27434 I By GRAT Class A Common Stock 2021-10-27 4 S 0 2900 160.2997 D 24534 I By GRAT Class A Common Stock 2021-10-27 4 S 0 1100 161.66 D 23434 I By GRAT Class A Common Stock 2021-10-27 4 S 0 14408 162.4539 D 9026 I By GRAT Class A Common Stock 2021-10-27 4 S 0 8800 163.1693 D 226 I By GRAT Class A Common Stock 2021-10-27 4 S 0 226 164.0442 D 0 I By GRAT Stock Option (Right to Buy) 1.55 2021-10-27 4 M 0 15000 0.00 D 2028-09-06 Class B Common Stock 15000 680000 D Class B Common Stock 2021-10-27 4 M 0 15000 0.00 A Class A Common Stock 15000 30603 D Class B Common Stock 2021-10-27 4 C 0 15000 0.00 D Class A Common Stock 15000 15603 D Class B Common Stock 2021-10-27 4 C 0 73750 0.00 D Class A Common Stock 73750 233647 I By GRAT 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 sold pursuant to a 10b5-1 plan entered into on June 14, 2021. Price reported is a weighted-average sales price. The shares were sold at prices ranging from $155.94 to $156.92. 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 $156.97 to $157.96. 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 $157.99 to $158.98. 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 $159.00 to $159.91. 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 $160.08 to $161.02. 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 $161.62 to $162.50. 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 $162.68 to $163.41. 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. 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 $155.86 to $156.82. 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 $156.87 to $157.86. 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 $157.87 to $158.85. 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 $158.87 to $159.84. 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 $159.875 to $160.76. 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 $160.97 to $161.95. 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 $162.00 to $162.98. 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 $163.00 to $163.56. 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 $164.00 to $164.05. 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. Option vests as to 25% on September 6, 2019 and in equal monthly installments thereafter over three years. David Obstler, by /s/ Ron A. Metzger, Attorney-in-Fact 2021-10-29