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Datadog CFO trusts sell 24,000 shares in plan trade

Datadog, Inc. (DDOG) reports that Chief Financial Officer David M. Obstler had trusts associated with his family convert and sell shares on September 14, 2026.

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Form Type
4

Rhea-AI Filing Summary

Datadog, Inc. (DDOG) reports that Chief Financial Officer David M. Obstler had trusts associated with his family convert and sell shares on September 14, 2026. Trusts converted 24,000 Class B shares into 24,000 Class A shares and sold 24,000 Class A shares in multiple trades under a Rule 10b5-1 plan. Obstler continues to hold 8,103 Class B shares directly, each convertible into one Class A share.

Positive

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Negative

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Insider OBSTLER DAVID M
Role Chief Financial Officer
Sold 24,000 shs ($5.46M)
Approx. gross sale proceeds $5.46M
Type Security Shares Price Value
Conversion Class B Common Stock F1, F2 12,000 $0.00 $0.00
Conversion Class B Common Stock F1, F17 12,000 $0.00 $0.00
Conversion Class A Common Stock F1, F2 12,000 $0.00 $0.00
Sale Class A Common Stock F3, F4, F2 798 $221.2365 $177K
Sale Class A Common Stock F3, F5, F2 1,624 $222.1661 $361K
Sale Class A Common Stock F3, F6, F2 738 $223.1165 $165K
Sale Class A Common Stock F3, F7, F2 545 $224.3433 $122K
Sale Class A Common Stock F3, F8, F2 1,182 $225.1332 $266K
Sale Class A Common Stock F3, F9, F2 190 $226.1915 $43K
Sale Class A Common Stock F3, F10, F2 169 $227.7159 $38K
Sale Class A Common Stock F3, F11, F2 360 $228.5859 $82K
Sale Class A Common Stock F3, F12, F2 2,873 $229.9209 $661K
Sale Class A Common Stock F3, F13, F2 1,689 $230.5094 $389K
Sale Class A Common Stock F3, F14, F2 724 $231.5317 $168K
Sale Class A Common Stock F3, F15, F2 918 $232.7079 $214K
Sale Class A Common Stock F3, F16, F2 190 $233.2997 $44K
Conversion Class A Common Stock F1, F17 12,000 $0.00 $0.00
Sale Class A Common Stock F3, F4, F17 786 $221.2389 $174K
Sale Class A Common Stock F3, F5, F17 1,635 $222.1623 $363K
Sale Class A Common Stock F3, F6, F17 725 $223.1157 $162K
Sale Class A Common Stock F3, F7, F17 525 $224.3448 $118K
Sale Class A Common Stock F3, F8, F17 1,169 $225.1313 $263K
Sale Class A Common Stock F3, F9, F17 181 $226.1915 $41K
Sale Class A Common Stock F3, F10, F17 163 $227.7183 $37K
Sale Class A Common Stock F3, F11, F17 358 $228.5972 $82K
Sale Class A Common Stock F3, F12, F17 2,935 $229.9168 $675K
Sale Class A Common Stock F3, F18, F17 1,729 $230.5063 $399K
Sale Class A Common Stock F3, F14, F17 713 $231.5314 $165K
Sale Class A Common Stock F3, F15, F17 899 $232.7071 $209K
Sale Class A Common Stock F3, F16, F17 182 $233.2996 $42K
holding Class B Common Stock F1 -- -- --
Holdings After Transaction: Class B Common Stock — 68,397 contracts (Indirect, By Trust); Class A Common Stock — 0 shares (Indirect, By Trust); Class B Common Stock — 8,103 contracts (Direct)
Footnotes (18)
  1. F1. 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.
  2. F2. Shares are held directly by Obstler Children 2019 Trust FBO the Reporting Person's child, of which the Reporting Person's spouse is Trustee. Obstler Children 2019 Trust FBO the Reporting Person's child and Obstler Children 2019 Trust FBO the Reporting Person's other child are separate trusts for the benefit of the Reporting Person's children with substantially identical terms.
  3. F3. Shares sold pursuant to a 10b5-1 plan dated June 13, 2026.
  4. F4. 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.
  5. F5. 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.
  6. F6. 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.
  7. F7. 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.
  8. F8. 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.
  9. F9. 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.
  10. F10. 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.
  11. F11. 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.
  12. F12. 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.
  13. F13. 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.
  14. F14. Price reported is a weighted-average sales price. The shares were sold at prices ranging from $231.13 to $232.10. 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.
  15. F15. 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.
  16. F16. 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.
  17. F17. Shares are held directly by Obstler Children 2019 Trust FBO the Reporting Person's other child, of which the Reporting Person's spouse is Trustee. See Footnote 2.
  18. F18. Price reported is a weighted-average sales price. The shares were sold at prices ranging from $230.13 to $231.10. 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.
Class B converted 24,000 shares Class B Common Stock converted into Class A on September 14, 2026 by family trusts
Class A shares sold 24,000 shares Total Class A Common Stock sold by family trusts on September 14, 2026
Sale price range $220.67–$233.49 per share Price ranges from weighted-average footnotes for September 14, 2026 sales
Rule 10b5-1 plan date June 13, 2026 Plan under which the reported sales were executed
Remaining Class B holding 8,103 shares Direct Class B Common Stock position reported after transactions, each convertible into one Class A share
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.
Class B Common Stock financial
"Each share of Class B Common Stock is convertible at any time"
A class B common stock is one of multiple types of a company’s ordinary shares that carries specific rights—often different voting power or dividend priority—compared with other classes. For investors it matters because those differences affect how much influence you have over company decisions, the income you might receive, and how freely the shares trade; think of it like owning a car with different keys: some keys let you start the engine and open the trunk, others only unlock the door.
Class A Common Stock financial
"convertible at any time into one share of Class A Common Stock"
Class A common stock is a category of a company’s shares that carries a specific set of ownership rights—most commonly defined voting power and claims on dividends—set out in the company’s charter. For investors it matters because the class determines how much influence you have over corporate decisions, the share’s likely dividend and trading behavior, and how it compares in value to other share classes, like choosing a particular seat with different privileges at the company’s decision-making table.
weighted-average sales price financial
"Price reported is a weighted-average sales price."
Permitted Transfers regulatory
"except for certain "Permitted Transfers" as defined in the Issuer's amended"

FAQ

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

What did Datadog (DDOG) disclose about its CFO’s insider transactions on this Form 4?
The CFO, David M. Obstler, reported family trusts converting 24,000 Class B shares into 24,000 Class A shares and selling 24,000 Class A shares on September 14, 2026, plus a remaining direct holding of 8,103 Class B shares.

Were the Datadog (DDOG) insider sales made under a Rule 10b5-1 plan?
Yes. Footnotes state that the reported Class A share sales were made pursuant to a Rule 10b5-1 plan dated June 13, 2026, indicating they followed a pre-established trading plan.

What conversions between Datadog (DDOG) share classes were reported?
Family trusts converted 24,000 shares of Class B Common Stock into 24,000 shares of Class A Common Stock on September 14, 2026. Each Class B share is convertible into one Class A share and has no expiration date, according to the footnotes.

What Datadog (DDOG) holdings does the CFO still report after these transactions?
After these transactions, David M. Obstler reports a direct derivative position of 8,103 shares of Class B Common Stock, each convertible into one Class A share, as shown in the holdings and derivative summary information.

Who actually holds the Datadog (DDOG) shares involved in the reported trust transactions?
The converted and sold shares are held by Obstler Children 2019 Trusts for the reporting person’s children, with the reporting person’s spouse as trustee. The Form 4 attributes these as indirect holdings “By Trust” related to the CFO.

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

Form 4 Insider Transactions: What Each Field Means →
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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).
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)
Director10% Owner
XOfficer (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)
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 Stock09/14/2026C(1)12,000A$012,000IBy Trust(2)
Class A Common Stock09/14/2026S(3)798D$221.2365(4)11,202IBy Trust(2)
Class A Common Stock09/14/2026S(3)1,624D$222.1661(5)9,578IBy Trust(2)
Class A Common Stock09/14/2026S(3)738D$223.1165(6)8,840IBy Trust(2)
Class A Common Stock09/14/2026S(3)545D$224.3433(7)8,295IBy Trust(2)
Class A Common Stock09/14/2026S(3)1,182D$225.1332(8)7,113IBy Trust(2)
Class A Common Stock09/14/2026S(3)190D$226.1915(9)6,923IBy Trust(2)
Class A Common Stock09/14/2026S(3)169D$227.7159(10)6,754IBy Trust(2)
Class A Common Stock09/14/2026S(3)360D$228.5859(11)6,394IBy Trust(2)
Class A Common Stock09/14/2026S(3)2,873D$229.9209(12)3,521IBy Trust(2)
Class A Common Stock09/14/2026S(3)1,689D$230.5094(13)1,832IBy Trust(2)
Class A Common Stock09/14/2026S(3)724D$231.5317(14)1,108IBy Trust(2)
Class A Common Stock09/14/2026S(3)918D$232.7079(15)190IBy Trust(2)
Class A Common Stock09/14/2026S(3)190D$233.2997(16)0IBy Trust(2)
Class A Common Stock09/14/2026C(1)12,000A$012,000IBy Trust(17)
Class A Common Stock09/14/2026S(3)786D$221.2389(4)11,214IBy Trust(17)
Class A Common Stock09/14/2026S(3)1,635D$222.1623(5)9,579IBy Trust(17)
Class A Common Stock09/14/2026S(3)725D$223.1157(6)8,854IBy Trust(17)
Class A Common Stock09/14/2026S(3)525D$224.3448(7)8,329IBy Trust(17)
Class A Common Stock09/14/2026S(3)1,169D$225.1313(8)7,160IBy Trust(17)
Class A Common Stock09/14/2026S(3)181D$226.1915(9)6,979IBy Trust(17)
Class A Common Stock09/14/2026S(3)163D$227.7183(10)6,816IBy Trust(17)
Class A Common Stock09/14/2026S(3)358D$228.5972(11)6,458IBy Trust(17)
Class A Common Stock09/14/2026S(3)2,935D$229.9168(12)3,523IBy Trust(17)
Class A Common Stock09/14/2026S(3)1,729D$230.5063(18)1,794IBy Trust(17)
Class A Common Stock09/14/2026S(3)713D$231.5314(14)1,081IBy Trust(17)
Class A Common Stock09/14/2026S(3)899D$232.7071(15)182IBy Trust(17)
Class A Common Stock09/14/2026S(3)182D$233.2996(16)0IBy Trust(17)
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
Class B Common Stock(1)09/14/2026C12,000 (1) (1)Class A Common Stock12,000$034,199IBy Trust(2)
Class B Common Stock(1)09/14/2026C12,000 (1) (1)Class A Common Stock12,000$034,198IBy Trust(17)
Class B Common Stock(1) (1) (1)Class A Common Stock8,1038,103D
Explanation of Responses:
1. 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.
2. Shares are held directly by Obstler Children 2019 Trust FBO the Reporting Person's child, of which the Reporting Person's spouse is Trustee. Obstler Children 2019 Trust FBO the Reporting Person's child and Obstler Children 2019 Trust FBO the Reporting Person's other child are separate trusts for the benefit of the Reporting Person's children with substantially identical terms.
3. Shares sold pursuant to a 10b5-1 plan dated June 13, 2026.
4. 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.
5. 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.
6. 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.
7. 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.
8. 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.
9. 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.
10. 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.
11. 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.
12. 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.
13. 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.
14. Price reported is a weighted-average sales price. The shares were sold at prices ranging from $231.13 to $232.10. 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.
15. 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.
16. 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.
17. Shares are held directly by Obstler Children 2019 Trust FBO the Reporting Person's other child, of which the Reporting Person's spouse is Trustee. See Footnote 2.
18. Price reported is a weighted-average sales price. The shares were sold at prices ranging from $230.13 to $231.10. 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 second of two filings.
/s/ Kerry Acocella, Attorney-in-Fact09/16/2026
** 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

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