Datadog (DDOG) director sells 38,594 shares, retains 584K

Q: What insider transactions did Datadog (DDOG) director Matthew Jacobson report?

Matthew Jacobson reported open-market sales of 38,594 Datadog Class A shares . These included 20,574 shares on May 29 and two June 1 sales of 17,318 and 702 shares, all executed at weighted average prices disclosed in the filing.

Q: At what prices did Matthew Jacobson sell Datadog (DDOG) shares?

Jacobson’s reported Datadog sales used weighted average prices of $243.0184, $277.4448, and $277.8246. Footnotes explain the actual trades ranged from $242.46 to $243.43 on May 29 and $276.80 to $277.89 on June 1.

Q: Were the Datadog (DDOG) insider sales made in the open market?

Yes. Each transaction is coded as an open-market sale of Datadog Class A Common Stock. The filing describes them as sales in open market or private transactions, with detailed weighted average prices and ranges for the executed trades.

Q: How are the Datadog (DDOG) shares held for Matthew Jacobson’s reported position?

The filing states the reported Datadog shares are directly held through trusts . One trust lists him as trustee and another is an estate planning trust with an independent trustee. He disclaims beneficial ownership beyond any pecuniary interest in those trusts.

Filing Impact

(Very High)

Filing Sentiment

(Very Negative)

Form Type

Rhea-AI Filing Summary

Datadog, Inc. director Matthew Jacobson reported open-market sales of 38,594 shares of Class A Common Stock. The transactions occurred on May 29 and June 1, with 20,574 shares sold at a weighted average price of $243.0184 and additional blocks of 17,318 and 702 shares at weighted average prices of $277.4448 and $277.8246.

The prices reflect weighted averages across multiple trades, with May 29 sales ranging from $242.46 to $243.43 and June 1 sales ranging from $276.80 to $277.89. After these sales, trusts associated with Jacobson directly hold 584,132 shares, and he disclaims beneficial ownership beyond any pecuniary interest.

Insider Trade Summary

Net Seller: 38,594 shares ($9,999,682)

Net Sell 3 txns

Insider Jacobson Matthew

Role null

Sold 38,594 shs ($10.00M)

Type	Security	Shares	Price	Value
Sale	Class A Common Stock	17,318	$277.4448	$4.80M
Sale	Class A Common Stock	702	$277.8246	$195K
Sale	Class A Common Stock	20,574	$243.0184	$5.00M

Holdings After Transaction: Class A Common Stock — 584,834 shares (Direct, null)

Footnotes (1)

The price reported in Column 4 is a weighted average price. The shares were sold in multiple transactions at prices ranging from $242.46 to $243.43. Full information regarding the number of shares sold at each separate price can be furnished to the SEC staff upon request. These shares are directly held by the Reporting Person through a trust of which he is a trustee and another estate planning trust having an independent trustee. The Reporting Person disclaims beneficial ownership of the shares held by such trusts for purposes of Section 16 of the Exchange Act, except to the extent of his pecuniary interest therein, if any. This report shall not be deemed an admission that the Reporting Person is a beneficial owner of such securities for the purpose of Section 16 of the Exchange Act, or for any other purpose The price reported in Column 4 is a weighted average price. The shares were sold in multiple transactions at prices ranging from $276.80 to $277.79. Full information regarding the number of shares sold at each separate price can be furnished to the SEC staff upon request. The price reported in Column 4 is a weighted average price. The shares were sold in multiple transactions at prices ranging from $277.80 to $277.89. Full information regarding the number of shares sold at each separate price can be furnished to the SEC staff upon request.

Key Figures

Shares sold May 29: 20,574 shares Shares sold June 1 (block 1): 17,318 shares Shares sold June 1 (block 2): 702 shares +2 more

5 metrics

Shares sold May 29 20,574 shares Open-market sale of Class A Common Stock at $243.0184 weighted average

Shares sold June 1 (block 1) 17,318 shares Open-market sale at $277.4448 weighted average price

Shares sold June 1 (block 2) 702 shares Open-market sale at $277.8246 weighted average price

Total shares sold 38,594 shares Net shares sold across three open-market transactions

Shares held after sales 584,132 shares Direct holdings through trusts following reported transactions

Key Terms

weighted average price, estate planning trust, Section 16 of the Exchange Act, pecuniary interest

4 terms

weighted average price financial

"The price reported in Column 4 is a weighted average price."

Weighted average price is the average price of a security where each trade or component is counted according to its size, so bigger trades pull the average more than smaller ones. Think of it like calculating the average cost of a grocery haul where items you bought more of have greater influence on the final per-item cost. Investors use it to understand the true average price paid or received, judge execution quality, and compare trading performance against market movement.

estate planning trust financial

"another estate planning trust having an independent trustee."

Section 16 of the Exchange Act regulatory

"for purposes of Section 16 of the Exchange Act, except to the extent"

pecuniary interest financial

"except to the extent of his pecuniary interest therein, if any."

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Form 4 Insider Transactions: What Each Field Means →

06/02/2026 - 04:16 PM

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^*

Jacobson Matthew

(Last)

(First)

(Middle)

C/O ICONIQ CAPITAL

50 BEALE ST., STE. 2300

(Street)

SAN FRANCISCO

CALIFORNIA

94105

(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)

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

2a. Foreign Trading Symbol

3. Date of Earliest Transaction (Month/Day/Year)
05/29/2026

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)
1. Title of Security (Instr. 3)	2. Transaction Date (Month/Day/Year)	2A. Deemed Execution Date, if any (Month/Day/Year)	Code	V	Amount	(A) or (D)	Price		6. Ownership Form: Direct (D) or Indirect (I) (Instr. 4)	7. Nature of Indirect Beneficial Ownership (Instr. 4)
Class A Common Stock	05/29/2026		S		20,574	D	$243.0184⁽¹⁾	602,152	D⁽²⁾
Class A Common Stock	06/01/2026		S		17,318	D	$277.4448⁽³⁾	584,834	D⁽²⁾
Class A Common Stock	06/01/2026		S		702	D	$277.8246⁽⁴⁾	584,132	D⁽²⁾

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)
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)	Code	V	(A)	(D)	Date Exercisable	Expiration Date	Title	Amount or Number of Shares	8. Price of Derivative Security (Instr. 5)		10. Ownership Form: Direct (D) or Indirect (I) (Instr. 4)	11. Nature of Indirect Beneficial Ownership (Instr. 4)

Explanation of Responses:

1. The price reported in Column 4 is a weighted average price. The shares were sold in multiple transactions at prices ranging from $242.46 to $243.43. Full information regarding the number of shares sold at each separate price can be furnished to the SEC staff upon request.

2. These shares are directly held by the Reporting Person through a trust of which he is a trustee and another estate planning trust having an independent trustee. The Reporting Person disclaims beneficial ownership of the shares held by such trusts for purposes of Section 16 of the Exchange Act, except to the extent of his pecuniary interest therein, if any. This report shall not be deemed an admission that the Reporting Person is a beneficial owner of such securities for the purpose of Section 16 of the Exchange Act, or for any other purpose

3. The price reported in Column 4 is a weighted average price. The shares were sold in multiple transactions at prices ranging from $276.80 to $277.79. Full information regarding the number of shares sold at each separate price can be furnished to the SEC staff upon request.

4. The price reported in Column 4 is a weighted average price. The shares were sold in multiple transactions at prices ranging from $277.80 to $277.89. Full information regarding the number of shares sold at each separate price can be furnished to the SEC staff upon request.

	/s/ Matthew Jacobson	06/02/2026
	** 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)

Source: View Original Filing on SEC EDGAR

FAQ

What insider transactions did Datadog (DDOG) director Matthew Jacobson report?

Matthew Jacobson reported open-market sales of 38,594 Datadog Class A shares. These included 20,574 shares on May 29 and two June 1 sales of 17,318 and 702 shares, all executed at weighted average prices disclosed in the filing.

At what prices did Matthew Jacobson sell Datadog (DDOG) shares?

Jacobson’s reported Datadog sales used weighted average prices of $243.0184, $277.4448, and $277.8246. Footnotes explain the actual trades ranged from $242.46 to $243.43 on May 29 and $276.80 to $277.89 on June 1.

How many Datadog (DDOG) shares does Matthew Jacobson hold after these sales?

After the reported transactions, trusts associated with Matthew Jacobson directly hold 584,132 Datadog Class A shares. The filing notes he disclaims beneficial ownership of shares held by the trusts, except to the extent of any pecuniary interest.

Were the Datadog (DDOG) insider sales made in the open market?

Yes. Each transaction is coded as an open-market sale of Datadog Class A Common Stock. The filing describes them as sales in open market or private transactions, with detailed weighted average prices and ranges for the executed trades.

How are the Datadog (DDOG) shares held for Matthew Jacobson’s reported position?

The filing states the reported Datadog shares are directly held through trusts. One trust lists him as trustee and another is an estate planning trust with an independent trustee. He disclaims beneficial ownership beyond any pecuniary interest in those trusts.