Matthew Kalish - Nov 6, 2025 Form 4 Insider Report for DraftKings Inc. (DKNG)

Signature
/s/ Faisal Hasan, attorney-in-fact
Stock symbol
DKNG
Transactions as of
Nov 6, 2025
Transactions value $
-$416,085
Form type
4
Date filed
11/10/2025, 08:11 PM
Previous filing
Sep 12, 2025
Next filing
Nov 24, 2025

Reporting Owners (1)

Name Relationship Address Signature Signature date CIK
Kalish Matthew President, DraftKings North America, Director C/O DRAFTKINGS INC., 222 BERKELEY STREET, 5TH FLOOR, BOSTON /s/ Faisal Hasan, attorney-in-fact 2025-11-10 0001810190

Transactions Table

Type Sym Class Transaction Value $ Shares Change % * Price $ Shares After Date Ownership Footnotes
transaction DKNG Class A Common Stock Options Exercise +28.3K +0.68% 4.22M Nov 9, 2025 Direct F1
transaction DKNG Class A Common Stock Tax liability -$416K -13.7K -0.32% $30.40 4.2M Nov 9, 2025 Direct
holding DKNG Class A Common Stock 196K Nov 6, 2025 Held by Kalish Family 2020 Irrevocable Trusts
holding DKNG Class A Common Stock 2.94K Nov 6, 2025 Held by Matthew P. Kalish 2020 Trust

Derivative Securities (e.g., puts, calls, warrants, options, convertible securities)

Type Sym Class Transaction Value $ Shares Change % * Price $ Shares After Date Underlying Class Amount Exercise Price Ownership Footnotes
transaction DKNG Restricted Stock Units Disposed to Issuer $0 -88.2K -66.67% $0.00 44.1K Nov 6, 2025 Class A Common Stock 88.2K Direct F2, F3, F4
transaction DKNG Restricted Stock Units Disposed to Issuer $0 -77.2K -80% $0.00 19.3K Nov 6, 2025 Class A Common Stock 77.2K Direct F2, F3, F5
transaction DKNG Restricted Stock Units Disposed to Issuer $0 -95.4K -85.71% $0.00 15.9K Nov 6, 2025 Class A Common Stock 95.4K Direct F2, F3, F6
transaction DKNG Restricted Stock Units Options Exercise $0 -28.3K -50% $0.00 28.3K Nov 9, 2025 Class A Common Stock 28.3K Direct F1, F2, F7
* An asterisk sign (*) next to the price indicates that the price is likely invalid.

Explanation of Responses:

Id Content
F1 No shares of Class A Common Stock were transferred or sold upon the vesting of the restricted stock units ("RSUs") other than to the Issuer to satisfy withholding taxes. The Reporting Person received the net of the 28,308 shares of Class A Common Stock underlying the RSUs listed in Table II, and 13,687 shares of Class A Common Stock withheld by the Issuer. Each RSU represents a contingent right to receive one share of the Issuer's Class A Common Stock.
F2 Subject to the terms and conditions of the Transition Agreement, dated November 6, 2025, between the Reporting Person and the Issuer, outstanding time-based RSUs will continue vesting, under their original terms, through the last scheduled March 1, 2026 vesting date. Each RSU represents a contingent right to receive one share of the Issuer's Class A Common Stock.
F3 No shares of Class A Common Stock were transferred or sold upon the forfeiture of the RSUs. Each RSU represents a contingent right to receive one share of the Issuer's Class A Common Stock.
F4 On February 13, 2023, the Reporting Person was granted 352,941 RSUs vesting quarterly over four (4) years from March 1, 2023.
F5 On February 12, 2024, the Reporting Person was granted 154,392 RSUs vesting quarterly over four (4) years from March 1, 2024.
F6 On February 10, 2025, the Reporting Person was granted 127,211 RSUs vesting quarterly over four (4) years from March 1, 2025.
F7 On February 9, 2022, the Reporting Person was granted 452,940 RSUs vesting quarterly over four (4) years.

Remarks:

President, DraftKings North America