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Datadog (NASDAQ: DDOG) director offloads 59K shares over two days

Filing Impact
(Very High)
Filing Sentiment
(Very Negative)
Form Type
4

Rhea-AI Filing Summary

Datadog, Inc. director Matthew Jacobson reported open-market sales of 59,424 shares of Class A Common Stock on August 13–14, 2026 across five transactions. Reported weighted-average prices ranged from about $248.79 to $256.74 per share. The shares are held through estate-planning trusts, and Jacobson disclaims beneficial ownership except for any pecuniary interest.

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Insider Jacobson Matthew
Role Director
Sold 59,424 shs ($15.00M)
Type Security Shares Price Value
Sale Class A Common Stock F5, F2 17,867 $256.2064 $4.58M
Sale Class A Common Stock F6, F2 1,645 $256.7448 $422K
Sale Class A Common Stock F1, F2 20,097 $248.7894 $5.00M
Sale Class A Common Stock F3, F2 16,651 $252.1984 $4.20M
Sale Class A Common Stock F4, F2 3,164 $253.0124 $801K
Holdings After Transaction: Class A Common Stock — 524,708 shares (Direct)
Footnotes (6)
  1. F1. The price reported in Column 4 is a weighted average price. The shares were sold in multiple transactions at prices ranging from $248.50 to $249.165. Full information regarding the number of shares sold at each separate price can be furnished to the SEC staff upon request.
  2. F2. 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. F3. The price reported in Column 4 is a weighted average price. The shares were sold in multiple transactions at prices ranging from $251.66 to $252.645. Full information regarding the number of shares sold at each separate price can be furnished to the SEC staff upon request.
  4. F4. The price reported in Column 4 is a weighted average price. The shares were sold in multiple transactions at prices ranging from $252.68 to $253.48. Full information regarding the number of shares sold at each separate price can be furnished to the SEC staff upon request.
  5. F5. The price reported in Column 4 is a weighted average price. The shares were sold in multiple transactions at prices ranging from $255.66 to $256.65. Full information regarding the number of shares sold at each separate price can be furnished to the SEC staff upon request.
  6. F6. The price reported in Column 4 is a weighted average price. The shares were sold in multiple transactions at prices ranging from $256.66 to $256.82. Full information regarding the number of shares sold at each separate price can be furnished to the SEC staff upon request.
Total shares sold 59,424 shares Aggregate net shares sold across all reported transactions
Shares sold 2026-08-13 (block 1) 20,097 shares Class A Common Stock sold at a weighted-average price of $248.7894
Shares sold 2026-08-13 (block 2) 16,651 shares Class A Common Stock sold at a weighted-average price of $252.1984
Shares sold 2026-08-13 (block 3) 3,164 shares Class A Common Stock sold at a weighted-average price of $253.0124
Shares sold 2026-08-14 (block 1) 17,867 shares Class A Common Stock sold at a weighted-average price of $256.2064
Shares sold 2026-08-14 (block 2) 1,645 shares Class A Common Stock sold at a weighted-average price of $256.7448
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.
pecuniary interest financial
"except to the extent of his pecuniary interest therein, if any."
beneficial ownership financial
"The Reporting Person disclaims beneficial ownership of the shares held by such trusts"
Beneficial ownership means the person or entity that actually enjoys the benefits of owning shares or other assets — such as receiving dividends, voting rights, or price gains — even if the legal title is held in another name. For investors it matters because knowing who truly controls and profits from a company reveals who can influence decisions, exposes potential conflicts of interest or hidden concentration of power, and affects transparency and risk in the stock.
Section 16 of the Exchange Act regulatory
"for purposes of Section 16 of the Exchange Act, except to the extent"

FAQ

What insider transaction did Datadog (DDOG) director Matthew Jacobson report on this Form 4?
Matthew Jacobson reported selling 59,424 shares of Datadog Class A Common Stock in five open-market transactions on August 13–14, 2026. All reported trades involved non-derivative shares and were coded as open-market or private sales.

On what dates did Matthew Jacobson sell Datadog (DDOG) shares and at what prices?
Sales occurred on August 13 and 14, 2026. Weighted-average prices per share were $248.7894, $252.1984, $253.0124, $256.2064, and $256.7448, each representing multiple trades within specified intraday price ranges.

How many Datadog (DDOG) shares did Matthew Jacobson sell in each reported transaction?
The reported sales were for 20,097, 16,651, and 3,164 shares on August 13, 2026, and 17,867 and 1,645 shares on August 14, 2026. In total, 59,424 shares of Class A Common Stock were sold.

Were Matthew Jacobson’s Datadog (DDOG) trades under a Rule 10b5-1 trading plan?
The Form 4 indicates the Rule 10b5-1 checkbox was not marked as a trading plan. No footnote states that the reported August 2026 sales were made pursuant to a pre-arranged Rule 10b5-1 trading agreement.

How are the Datadog (DDOG) shares involved in Matthew Jacobson’s Form 4 held?
The shares are held through estate-planning trusts, including a trust where Jacobson is a trustee and another with an independent trustee. He disclaims beneficial ownership for Section 16 purposes, except to the extent of any pecuniary interest.

What do the weighted-average prices mean in Matthew Jacobson’s Datadog (DDOG) Form 4?
Each reported per-share price is a weighted-average price for multiple trades within a price range, such as $248.50–$249.165 or $255.66–$256.65. Detailed trade-by-trade pricing can be provided to SEC staff upon request.

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

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Form 4 Insider Transactions: What Each Field Means →
SEC Form 4
FORM 4UNITED 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)
XDirector10% Owner
Officer (give title below)Other (specify below)
2a. Foreign Trading Symbol
3. Date of Earliest Transaction (Month/Day/Year)
08/13/2026		6. Individual or Joint/Group Filing (Check Applicable Line)
XForm 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)
CodeVAmount(A) or (D)Price
Class A Common Stock08/13/2026S20,097D$248.7894(1)564,035D(2)
Class A Common Stock08/13/2026S16,651D$252.1984(3)547,384D(2)
Class A Common Stock08/13/2026S3,164D$253.0124(4)544,220D(2)
Class A Common Stock08/14/2026S17,867D$256.2064(5)526,353D(2)
Class A Common Stock08/14/2026S1,645D$256.7448(6)524,708D(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)
CodeV(A)(D)Date ExercisableExpiration DateTitleAmount or Number of Shares
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 $248.50 to $249.165. 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 $251.66 to $252.645. 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 $252.68 to $253.48. Full information regarding the number of shares sold at each separate price can be furnished to the SEC staff upon request.
5. The price reported in Column 4 is a weighted average price. The shares were sold in multiple transactions at prices ranging from $255.66 to $256.65. Full information regarding the number of shares sold at each separate price can be furnished to the SEC staff upon request.
6. The price reported in Column 4 is a weighted average price. The shares were sold in multiple transactions at prices ranging from $256.66 to $256.82. Full information regarding the number of shares sold at each separate price can be furnished to the SEC staff upon request.
/s/ Matthew Jacobson08/17/2026
** Signature of Reporting PersonDate
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