Datadog CFO sells 40,000 shares in plan trade

Datadog, Inc. (DDOG) reported that its Chief Financial Officer, David M. Obstler, executed open-market sales of a total of 40,000 shares of Class A common stock on September 14, 2026, in multiple trades under a Rule 10b5-1 trading plan dated June 13, 2026.

Rhea-AI Filing Summary

Datadog, Inc. (DDOG) reported that its Chief Financial Officer, David M. Obstler, executed open-market sales of a total of 40,000 shares of Class A common stock on September 14, 2026, in multiple trades under a Rule 10b5-1 trading plan dated June 13, 2026. The reported weighted-average sale prices for the trade slices ranged from approximately $221.24 to $233.30, with underlying trade prices spanning from $220.67 to $233.49. This Form 4 is noted as the first of two filings used to report these transactions due to line limits.

Insider Trade Summary 10b5-1

Net Seller: 40,000 shares

Net Sell 13 txns

Insider OBSTLER DAVID M

Role Chief Financial Officer

Sold 40,000 shs ($9.10M)

Type	Security	Shares	Price	Value
Sale	Class A Common Stock F1, F2	2,656	$221.2371	$588K
Sale	Class A Common Stock F1, F3	5,424	$222.1654	$1.21M
Sale	Class A Common Stock F1, F4	2,452	$223.1165	$547K
Sale	Class A Common Stock F1, F5	1,801	$224.3436	$404K
Sale	Class A Common Stock F1, F6	3,940	$225.1327	$887K
Sale	Class A Common Stock F1, F7	629	$226.1915	$142K
Sale	Class A Common Stock F1, F8	562	$227.716	$128K
Sale	Class A Common Stock F1, F9	1,189	$228.5826	$272K
Sale	Class A Common Stock F1, F10	9,623	$229.9206	$2.21M
Sale	Class A Common Stock F1, F11	5,625	$230.5076	$1.30M
Sale	Class A Common Stock F1, F12	2,414	$231.531	$559K
Sale	Class A Common Stock F1, F13	3,057	$232.7071	$711K
Sale	Class A Common Stock F1, F14	628	$233.30	$147K

Holdings After Transaction: Class A Common Stock — 378,067 shares (Direct)

Footnotes (14)

1. F1. Shares sold pursuant to a 10b5-1 plan dated June 13, 2026.
2. F2. Price reported is a weighted-average sales price. The shares were sold at prices ranging from $220.67 to $221.57. 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.
3. F3. Price reported is a weighted-average sales price. The shares were sold at prices ranging from $221.68 to $222.65. 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.
4. F4. Price reported is a weighted-average sales price. The shares were sold at prices ranging from $222.70 to $223.60. 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.
5. F5. Price reported is a weighted-average sales price. The shares were sold at prices ranging from $223.82 to $224.81. 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.
6. F6. Price reported is a weighted-average sales price. The shares were sold at prices ranging from $224.82 to $225.78. 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.
7. F7. Price reported is a weighted-average sales price. The shares were sold at prices ranging from $225.96 to $226.54. 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.
8. F8. Price reported is a weighted-average sales price. The shares were sold at prices ranging from $227.095 to $228.07. 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.
9. F9. Price reported is a weighted-average sales price. The shares were sold at prices ranging from $228.13 to $229.12. 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.
10. F10. Price reported is a weighted-average sales price. The shares were sold at prices ranging from $229.13 to $230.12. 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.
11. F11. Price reported is a weighted-average sales price. The shares were sold at prices ranging from $230.13 to $231.11. 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.
12. F12. Price reported is a weighted-average sales price. The shares were sold at prices ranging from $231.13 to $232.12. 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.
13. F13. Price reported is a weighted-average sales price. The shares were sold at prices ranging from $232.13 to $233.12. 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.
14. F14. Price reported is a weighted-average sales price. The shares were sold at prices ranging from $233.13 to $233.49. 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.

Key Figures

Shares sold: 40,000 shares Lowest weighted-average sale price: $221.24 per share Highest weighted-average sale price: $233.30 per share +3 more

6 metrics

Shares sold 40,000 shares Total Class A common shares sold by the CFO on September 14, 2026

Lowest weighted-average sale price $221.24 per share One of the reported weighted-average prices for September 14, 2026 trades

Highest weighted-average sale price $233.30 per share One of the reported weighted-average prices for September 14, 2026 trades

Lowest individual trade price range $220.67–$221.57 per share Price range described in a footnote for one group of trades

Highest individual trade price range $233.13–$233.49 per share Price range described in a footnote for another group of trades

Rule 10b5-1 plan date June 13, 2026 Date of the trading plan governing these sales

Key Terms

Rule 10b5-1 plan, weighted-average sales price, open-market transactions

3 terms

Rule 10b5-1 plan regulatory

"Shares sold pursuant to a 10b5-1 plan dated June 13, 2026."

A Rule 10b5-1 plan is a prearranged, written schedule that lets corporate insiders buy or sell company stock at set times or amounts, even if they later learn material nonpublic information. Think of it like setting an automatic thermostat for trades: it creates a clear record that trades were planned in advance, reducing the risk of insider-trading accusations and helping investors trust that insider transactions are routine rather than based on secret information.

weighted-average sales price financial

"Price reported is a weighted-average sales price."

open-market transactions financial

"Sale in open market or private transaction"

Open-market transactions are purchases or sales of a company’s securities that take place on public exchanges rather than through private agreements. They matter to investors because these trades change the number of shares available, can move the stock price, and often signal management’s view of the company’s value—like a store restocking or clearing shelves, altering supply and the price shoppers see.

FAQ

AI-generated questions and answers. How Rhea-AI works. Not financial advice.

What insider transaction did Datadog (DDOG) disclose for its CFO?

Datadog disclosed that Chief Financial Officer David M. Obstler sold 40,000 shares of Class A common stock in open-market transactions on September 14, 2026, reported in multiple line items on this Form 4.

At what prices did the Datadog (DDOG) CFO sell shares on September 14, 2026?

The CFO’s reported weighted-average sale prices ranged from about $221.24 to $233.30 per share, with individual trade prices, as described in the footnotes, spanning from $220.67 to $233.49 on September 14, 2026.

How many Datadog (DDOG) shares did the CFO sell according to this Form 4?

According to this Form 4, Chief Financial Officer David M. Obstler sold a total of 40,000 shares of Datadog Class A common stock in a series of open-market transactions on September 14, 2026.

Were the Datadog (DDOG) CFO’s share sales made under a Rule 10b5-1 plan?

Yes. A footnote states that the shares were sold pursuant to a Rule 10b5-1 plan dated June 13, 2026, indicating the trades followed a pre-arranged trading plan.

Is this the only Form 4 covering the Datadog (DDOG) CFO’s September 14, 2026 trades?

No. A remark explains that, due to a 30-line limitation in the table, these transactions are reported across two Form 4 filings, and this document is the first of the two.

AI-generated analysis. How Rhea-AI works. Not financial advice.

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Available on EDGAR 09/16/2026 - 04:39 PM Accepted by SEC EDGAR 09/16/2026 - 04:38 PM Learn about SEC filing dates

SEC Form 4

FORM 4

UNITED STATES SECURITIES AND EXCHANGE COMMISSION
Washington, D.C. 20549

STATEMENT OF CHANGES IN BENEFICIAL OWNERSHIP

Filed pursuant to Section 16(a) of the Securities Exchange Act of 1934
or Section 30(h) of the Investment Company Act of 1940

OMB APPROVAL

OMB Number:			3235-0287
Estimated average burden
hours per response:			0.5

Check this box if no longer subject to Section 16. Form 4 or Form 5 obligations may continue. See Instruction 1(b).

X

Check this box to indicate that a transaction was made pursuant to a contract, instruction or written plan for the purchase or sale of equity securities of the issuer that is intended to satisfy the affirmative defense conditions of Rule 10b5-1(c). See Instruction 10.

1. Name and Address of Reporting Person^*

OBSTLER DAVID M

(Last) (First) (Middle)

C/O DATADOG, INC.

620 8TH AVENUE, 45TH FLOOR

(Street)

NEW YORK NEW YORK 10018

(City) (State) (Zip)

UNITED STATES

(Country)

2. Issuer Name and Ticker or Trading Symbol
Datadog, Inc. [ DDOG ]

5. Relationship of Reporting Person(s) to Issuer
(Check all applicable)

	Director		10% Owner
X	Officer (give title below)		Other (specify below)
	Chief Financial Officer

2a. Foreign Trading Symbol

3. Date of Earliest Transaction (Month/Day/Year)
09/14/2026

6. Individual or Joint/Group Filing (Check Applicable Line)

X	Form filed by One Reporting Person
	Form filed by More than One Reporting Person

4. If Amendment, Date of Original Filed (Month/Day/Year)

Table I - Non-Derivative Securities Acquired, Disposed of, or Beneficially Owned
1. Title of Security (Instr. 3)	2. Transaction Date (Month/Day/Year)	2A. Deemed Execution Date, if any (Month/Day/Year)	3. Transaction Code (Instr. 8)		4. Securities Acquired (A) or Disposed Of (D) (Instr. 3, 4 and 5)			5. Amount of Securities Beneficially Owned Following Reported Transaction(s) (Instr. 3 and 4)	6. Ownership Form: Direct (D) or Indirect (I) (Instr. 4)	7. Nature of Indirect Beneficial Ownership (Instr. 4)
			Code	V	Amount	(A) or (D)	Price
Class A Common Stock	09/14/2026		S(1)		2,656	D	$221.2371(2)	415,411	D
Class A Common Stock	09/14/2026		S(1)		5,424	D	$222.1654(3)	409,987	D
Class A Common Stock	09/14/2026		S(1)		2,452	D	$223.1165(4)	407,535	D
Class A Common Stock	09/14/2026		S(1)		1,801	D	$224.3436(5)	405,734	D
Class A Common Stock	09/14/2026		S(1)		3,940	D	$225.1327(6)	401,794	D
Class A Common Stock	09/14/2026		S(1)		629	D	$226.1915(7)	401,165	D
Class A Common Stock	09/14/2026		S(1)		562	D	$227.716(8)	400,603	D
Class A Common Stock	09/14/2026		S(1)		1,189	D	$228.5826(9)	399,414	D
Class A Common Stock	09/14/2026		S(1)		9,623	D	$229.9206(10)	389,791	D
Class A Common Stock	09/14/2026		S(1)		5,625	D	$230.5076(11)	384,166	D
Class A Common Stock	09/14/2026		S(1)		2,414	D	$231.531(12)	381,752	D
Class A Common Stock	09/14/2026		S(1)		3,057	D	$232.7071(13)	378,695	D
Class A Common Stock	09/14/2026		S(1)		628	D	$233.3(14)	378,067	D

Table II - Derivative Securities Acquired, Disposed of, or Beneficially Owned (e.g., puts, calls, warrants, options, convertible securities)
1. Title of Derivative Security (Instr. 3)	2. Conversion or Exercise Price of Derivative Security	3. Transaction Date (Month/Day/Year)	3A. Deemed Execution Date, if any (Month/Day/Year)	4. Transaction Code (Instr. 8)		5. Number of Derivative Securities Acquired (A) or Disposed of (D) (Instr. 3, 4 and 5)		6. Date Exercisable and Expiration Date (Month/Day/Year)		7. Title and Amount of Securities Underlying Derivative Security (Instr. 3 and 4)		8. Price of Derivative Security (Instr. 5)	9. Number of derivative Securities Beneficially Owned Following Reported Transaction(s) (Instr. 4)	10. Ownership Form: Direct (D) or Indirect (I) (Instr. 4)	11. Nature of Indirect Beneficial Ownership (Instr. 4)
				Code	V	(A)	(D)	Date Exercisable	Expiration Date	Title	Amount or Number of Shares

Explanation of Responses:

1. Shares sold pursuant to a 10b5-1 plan dated June 13, 2026.

2. Price reported is a weighted-average sales price. The shares were sold at prices ranging from $220.67 to $221.57. 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.

3. Price reported is a weighted-average sales price. The shares were sold at prices ranging from $221.68 to $222.65. 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.

4. Price reported is a weighted-average sales price. The shares were sold at prices ranging from $222.70 to $223.60. 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.

5. Price reported is a weighted-average sales price. The shares were sold at prices ranging from $223.82 to $224.81. 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.

6. Price reported is a weighted-average sales price. The shares were sold at prices ranging from $224.82 to $225.78. 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.

7. Price reported is a weighted-average sales price. The shares were sold at prices ranging from $225.96 to $226.54. 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.

8. Price reported is a weighted-average sales price. The shares were sold at prices ranging from $227.095 to $228.07. 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.

9. Price reported is a weighted-average sales price. The shares were sold at prices ranging from $228.13 to $229.12. 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.

10. Price reported is a weighted-average sales price. The shares were sold at prices ranging from $229.13 to $230.12. 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.

11. Price reported is a weighted-average sales price. The shares were sold at prices ranging from $230.13 to $231.11. 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.

12. Price reported is a weighted-average sales price. The shares were sold at prices ranging from $231.13 to $232.12. 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.

13. Price reported is a weighted-average sales price. The shares were sold at prices ranging from $232.13 to $233.12. 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.

14. Price reported is a weighted-average sales price. The shares were sold at prices ranging from $233.13 to $233.49. 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.

Remarks:

Due to the 30 line limitation in Table I, this report is being filed across two forms. This is the first of two filings.

	/s/ Kerry Acocella, Attorney-in-Fact	09/16/2026
	** Signature of Reporting Person	Date
Reminder: Report on a separate line for each class of securities beneficially owned directly or indirectly.
* If the form is filed by more than one reporting person, see Instruction 4 (b)(v).
** Intentional misstatements or omissions of facts constitute Federal Criminal Violations See 18 U.S.C. 1001 and 15 U.S.C. 78ff(a).
Note: File three copies of this Form, one of which must be manually signed. If space is insufficient, see Instruction 6 for procedure.
Persons who respond to the collection of information contained in this form are not required to respond unless the form displays a currently valid OMB Number.
* Form 4: SEC 1474 (03-26)