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DraftKings Inc. insider disclosure under Rule 144 shows proposed and prior sales of Class A common stock tied to restricted stock vesting and compensation. The notice reports a proposed sale of 5,725 Class A shares through Fidelity Brokerage Services on 08/15/2025 with an aggregate market value of $249,209.25 and total shares outstanding of 496,470,071. The filer acquired those 5,725 shares via restricted stock vesting on 05/24/2024 (150 shares), 06/01/2024 (3,170 shares) and 08/01/2024 (2,405 shares), all as compensation. The form also discloses a prior sale by Alan W. Ellingson of 6,829 shares on 05/16/2025 for $251,102.33. The filer attests there is no undisclosed material adverse information.

Jocelyn Moore, a director of DraftKings Inc. (DKNG), reported a sale of 4,861 shares of Class A common stock on 08/13/2025 at a reported price of $43.21 per share under a pre-arranged Rule 10b5-1 selling program adopted May 14, 2025. After the transaction she is shown as beneficially owning 1,461 shares directly and 25,648 shares indirectly through The Mustard Seed Living Trust. The Form 4 was signed by an attorney-in-fact on 08/14/2025, and the filing discloses the sale was executed pursuant to the specified 10b5-1 plan.

DraftKings Inc. (DKNG) Form 144 notifies a proposed sale of 4,861 Class A shares through Fidelity Brokerage Services LLC on NASDAQ with an aggregate market value of $210,043.81. The filing lists the securities as acquired by restricted stock vesting on specific dates (04/28/2021: 823; 05/04/2021: 233; 05/13/2024: 3,417; 02/11/2025: 388) and indicates the number of shares outstanding as 496,470,071. The form also discloses a recent sale by Jocelyn Moore of 3,136 Class A shares on 05/30/2025 for $110,638.08. This filing is a routine insider notice of intended resale under Rule 144.

Matthew Kalish, President - DraftKings North America, reported multiple equity transactions. He received 28,309 shares from vested RSUs and had 13,688 shares withheld for taxes. On 08/11/2025 and 08/12/2025 he exercised stock options to acquire 210,000 shares on each date at an exercise price of $3.29 and contemporaneously sold 210,000 shares on each date at weighted-average prices of $42.68 and $42.90, respectively. Following the reported transactions the Form shows beneficial ownership figures of 4,400,233 shares after acquisitions and 4,190,233 shares after the sales. The filing also discloses indirect holdings of 196,309 and 2,938 shares held in family trusts.

Jason Robins, the Chief Executive Officer and Chairman of DraftKings Inc. (DKNG), had restricted stock units (RSUs) vest on 08/09/2025. From the vesting event the reporting person received a net 38,217 shares of Class A common stock after the issuer withheld 18,478 shares to satisfy tax withholdings. Each RSU represents a contingent right to receive one share.

The filing notes the original grant of 611,468 RSUs on February 9, 2022, which vest quarterly over four years. The report also states Robins beneficially holds 393,013,951 shares of Class B common stock that are not registered securities.

Paul Liberman, President, Global Technology and Product at DraftKings (DKNG), reported the vesting of restricted stock units (RSUs). He received the net settlement of 28,309 shares of Class A common stock, while 13,688 shares were withheld by the issuer to satisfy tax withholding at a reported price of $42.88 per share.

The filing lists direct beneficial ownership figures and multiple indirect holdings held in trusts, including entries of 746,176 shares (direct) and indirect trust holdings of 767,722, 213,597, and 200,000 shares. Table II documents the RSU activity and shows related derivative counts; the disclosure notes an original grant of 452,940 RSUs that vest quarterly over four years.

DraftKings Inc. (DKNG) insider report: Dodge R. Stanton, the companys Chief Legal Officer, reported the vesting of restricted stock units on 08/09/2025 that resulted in the delivery of 14,154 shares of Class A common stock to the reporting person after tax withholding. The issuer withheld 6,193 shares to satisfy tax obligations, a disposition recorded at $42.88 per share on the form. Table II shows the vested RSUs increased derivative securities beneficially owned to 28,309. The filing also discloses the original grant of 226,470 RSUs on 02/09/2022 vesting quarterly over four years. The form lists resulting beneficial ownership totals on the reporting lines.

DraftKings Inc. (DKNG) Form 144 notifies a proposed sale of 210,000 common shares through Goldman Sachs & Co. LLC with an aggregate market value reported at $9,051,000. The shares were acquired as compensation on 05/03/2018 by exercise of stock options and the payment method is listed as a cashless exercise / same-day sale. The filing shows the issuer has 496,470,071 shares outstanding, so the single proposed sale represents about 0.042% of outstanding shares. The form also discloses three sales by the same person in the past three months totaling 630,000 shares for aggregate gross proceeds of $24,859,773.41 on 05/12/2025, 05/13/2025 and 08/11/2025.

DraftKings insider sale notice. This Form 144 shows that Matthew Kalish intends to sell 210,000 common shares through Goldman Sachs & Co. LLC on 08/11/2025 on the NASD, with an aggregate market value reported at $8,973,300. The filing reports 496,470,071 shares outstanding for the issuer.

The shares were acquired on 05/03/2018 as compensation via stock options and the filing notes a cashless exercise / same-day sale payment method. The filer also disclosed two recent sales in May 2025: 210,000 shares on 05/13/2025 (gross proceeds $7,944,951.09) and 210,000 shares on 05/12/2025 (gross proceeds $7,951,654.66). The notice includes the required representation that the signer is not aware of undisclosed material adverse information.