Datadog (DDOG) CFO sells 16,323 shares to cover tax obligations

Rhea-AI Filing Summary

Datadog, Inc.’s Chief Financial Officer David M. Obstler reported an open-market sale of 16,323 shares of Class A common stock. The company required this sale solely to cover tax withholding obligations and related brokerage fees triggered by vesting of restricted and performance-based stock units. The shares were sold at a weighted-average price of about $267.15 per share, within a range from $267.15 to $268.44, and Obstler continues to hold 509,591 shares directly after the transaction.

Insider Trade Summary

Net Seller: 16,323 shares ($4,360,761)

Net Sell 1 txn

Insider OBSTLER DAVID M

Role Chief Financial Officer

Sold 16,323 shs ($4.36M)

Type	Security	Shares	Price	Value
Sale	Class A Common Stock	16,323	$267.1544	$4.36M

Holdings After Transaction: Class A Common Stock — 509,591 shares (Direct, null)

Footnotes (1)

1. 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 and performance-based restricted stock units, as well as any related brokerage commission fees. Price reported is a weighted-average sales price. The shares were sold at prices ranging from $267.15 to $268.44. 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: 16,323 shares Weighted-average sale price: $267.1544 per share Post-transaction holdings: 509,591 shares +1 more

4 metrics

Shares sold 16,323 shares Open-market sale on 2026-06-02

Weighted-average sale price $267.1544 per share Class A common stock sale

Post-transaction holdings 509,591 shares Shares directly held after sale

Sale price range $267.15–$268.44 per share Range of prices for sold shares

Key Terms

restricted stock units, performance-based restricted stock units, weighted-average sales price

3 terms

restricted stock units financial

"cover applicable tax withholding obligations realized upon the vesting of restricted stock units"

Restricted stock units are a type of company reward where employees are promised shares of stock, but they only fully own these shares after meeting certain conditions, like staying with the company for a set time. They matter because they can become valuable assets and are often used to motivate employees to help the company succeed.

performance-based restricted stock units financial

"upon the vesting of restricted stock units and performance-based restricted stock units"

Performance-based restricted stock units are a type of employee equity award that converts into company shares only if predefined financial or operational targets are met over a set period. Think of it like a bonus check that becomes stock only when specific goals are hit; it ties pay to results, aligning managers’ incentives with shareholders. Investors care because these awards affect future share count, executive incentives, and signal how management’s success will be measured and rewarded.

weighted-average sales price financial

"Price reported is a weighted-average sales price. The shares were sold at prices"

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Form 4 Insider Transactions: What Each Field Means →

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).

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)
06/02/2026

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	06/02/2026		S(1)		16,323	D	$267.1544(2)	509,591	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. 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 and performance-based restricted stock units, as well as any related brokerage commission fees.

2. Price reported is a weighted-average sales price. The shares were sold at prices ranging from $267.15 to $268.44. 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:

	/s/ Kerry Acocella, Attorney-in-Fact	06/04/2026
	** 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)

FAQ

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

Datadog reported that CFO David M. Obstler sold 16,323 shares of Class A common stock. The sale was required to cover tax withholding obligations from vesting restricted and performance-based stock units, rather than a discretionary reduction in his stake.

Why did Datadog CFO David M. Obstler sell 16,323 DDOG shares?

The CFO sold 16,323 shares because the company required him to sell enough stock to cover tax withholding obligations. These taxes arose when his restricted stock units and performance-based restricted stock units vested, including associated brokerage commission fees.

At what price were the Datadog (DDOG) shares sold by the CFO?

The weighted-average sales price reported was $267.1544 per share. According to the filing, the shares were actually sold in a range of prices from $267.15 to $268.44, and detailed breakdowns are available upon request from the reporting person.

How many Datadog shares does the CFO hold after this Form 4 sale?

After the transaction, CFO David M. Obstler directly holds 509,591 shares of Datadog Class A common stock. This indicates that the 16,323 shares sold for tax withholding represent a relatively small portion of his overall reported holdings.

Was the Datadog CFO sale on the open market or another type of transaction?

The filing classifies the transaction as an open-market sale of Class A common stock. Although coded as a sale, the footnotes specify it was conducted only to satisfy tax withholding obligations related to vesting equity awards, not as a discretionary portfolio move.