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DraftKings (DKNG) insider Matthew Kalish exercises 273,488 stock options at $3.29

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

Rhea-AI Filing Summary

DraftKings director and officer Matthew Kalish exercised stock options to acquire 273,488 shares of Class A Common Stock at $3.29 per share. He paid both the aggregate exercise price and related tax withholding in cash, so no shares were sold in connection with this transaction.

Following the exercise, Kalish held 6,116,270 Class A shares directly. He also had indirect holdings of 196,309 shares through Kalish Family 2020 Irrevocable Trusts and 2,938 shares through the Matthew P. Kalish 2020 Trust. The stock options exercised were originally granted on May 3, 2018, and all remaining options from that grant had vested as of the transaction date.

Positive

  • None.

Negative

  • None.
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*
Kalish Matthew

(Last) (First) (Middle)
C/O DRAFTKINGS INC.
222 BERKELEY STREET, 5TH FLOOR

(Street)
BOSTON MA 02116

(City) (State) (Zip)
2. Issuer Name and Ticker or Trading Symbol
DraftKings Inc. [ DKNG ]
5. Relationship of Reporting Person(s) to Issuer
(Check all applicable)
X Director 10% Owner
X Officer (give title below) Other (specify below)
See Remarks
3. Date of Earliest Transaction (Month/Day/Year)
03/09/2026
4. If Amendment, Date of Original Filed (Month/Day/Year)
6. Individual or Joint/Group Filing (Check Applicable Line)
X Form filed by One Reporting Person
Form filed by More than One Reporting Person
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 03/09/2026 M 273,488(1) A $3.29 6,116,270 D
Class A Common Stock 196,309 I Held by Kalish Family 2020 Irrevocable Trusts
Class A Common Stock 2,938 I Held by Matthew P. Kalish 2020 Trust
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
Stock Option $3.29 03/09/2026 M 273,488 (2) 05/03/2028 Class A Common Stock 273,488 $0 0 D
Explanation of Responses:
1. The Reporting Person acquired shares of Class A Common Stock of the Issuer after the exercise of stock options and paid the aggregate exercise price and the tax withholding in cash.
2. These stock options were granted on May 3, 2018. As of the date hereof, all of such remaining stock options have vested.
Remarks:
President - DraftKings, North America
/s/ Faisal Hasan, attorney-in-fact 03/10/2026
** 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.

FAQ

What insider transaction did DraftKings (DKNG) executive Matthew Kalish report?

Matthew Kalish reported exercising stock options to acquire 273,488 DraftKings Class A shares at $3.29 per share. This was a derivative exercise, not an open-market purchase or sale, and represents the use of previously granted 2018 stock options.

Did Matthew Kalish sell any DraftKings (DKNG) shares in this Form 4 filing?

No shares were sold in this filing. Kalish exercised options to acquire 273,488 shares and, according to the disclosure, paid both the aggregate exercise price and tax withholding entirely in cash, so his equity position increased without any share dispositions.

How many DraftKings (DKNG) shares does Matthew Kalish hold after this transaction?

After the option exercise, Kalish held 6,116,270 DraftKings Class A shares directly. He also had indirect beneficial ownership of 196,309 shares via Kalish Family 2020 Irrevocable Trusts and 2,938 shares through the Matthew P. Kalish 2020 Trust, as reported.

What were the terms of the DraftKings (DKNG) stock options exercised by Matthew Kalish?

Kalish exercised stock options covering 273,488 underlying Class A shares with an exercise price of $3.29 per share. These options were originally granted on May 3, 2018, and the filing notes that all remaining stock options from that grant had vested by the transaction date.

How were taxes handled on Matthew Kalish’s DraftKings (DKNG) option exercise?

The filing states that Kalish paid the aggregate exercise price and the related tax withholding in cash. This means no additional DraftKings shares were withheld or sold to satisfy tax obligations; his reported share count increased by the full 273,488 shares.
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