Every Form 4 that Skillz Inc. (SKLZ) has filed with the SEC in the last 12 months is listed below, newest first, and each one links through to the document itself with the summary and the scores our analysis gives it.
A Form 4 covers the transactions officers, directors and large holders report, so if you follow SKLZ and want that one kind of document rather than the whole filing history, this is the page to keep. The company's other filings, of every form, are on the full SKLZ filings page.
Firy Inc.’s Chief Human Resources Officer, Nicole Marie Singleton, reported routine equity compensation activity involving restricted stock units. On July 1, 2026, restricted stock units settled into 4,665 shares of Class A common stock, reflecting vesting of previously granted awards.
To cover withholding taxes tied to these vesting events, 1,137 shares of Class A common stock were disposed of at an indicated price of $10.18 per share, characterized as tax-withholding dispositions rather than open-market sales. After the transactions, Singleton directly held about 50,151 shares of Class A common stock, indicating she retained the vast majority of the vested shares.
Firy Inc. Chief Executive Officer Andrew Paradise reported routine equity compensation activity involving restricted stock units and related tax withholding. On July 1, 2026, restricted stock units settled into Class A common stock, with multiple "M" transactions reflecting derivative exercises or conversions into shares.
The filing’s transaction summary shows 134,911 shares acquired through exercises and 53,089 shares disposed of to cover withholding taxes at a reference price of $10.18 per share. Footnotes explain that each restricted stock unit represents one share of Class A common stock and that several grants vest over three years in quarterly installments, subject to continued service.
The dispositions are characterized as payment of tax liabilities rather than open-market sales, and Paradise remains a large direct holder of Firy’s Class A common stock after these compensation-related transactions.
Skillz Inc. director and CEO Andrew Paradise reported equity compensation activity rather than open-market trading in the company’s Class A common stock. On April 24, 2026, 50% of a performance stock unit award vested based on stock price goals and later settled into 285,714 shares.
On May 26, 2026, he received a grant of 246,305 restricted stock units, each representing one future share, scheduled to vest in twelve equal installments over three years starting January 1, 2026. On June 5, 2026, restricted stock units and performance stock units settled into shares, and a total of 120,506 shares were withheld at prices of $2.59 and $12.45 per share to cover tax obligations.
Skillz Inc. Chief Accounting Officer Todd A. Valli reported compensation-related equity activity involving performance stock units and Class A common stock. On April 10, 2026, 2,206 performance stock units granted on October 1, 2025 became eligible to vest after the Compensation Committee certified that strategic objective goals had been satisfied. On June 1, 2026, these units settled into 2,206 shares of Class A common stock, and 655 of those shares were withheld to cover withholding taxes tied to the vesting. Following these transactions, Valli directly holds 1,551 shares of Class A common stock.
Skillz Inc. Chief Financial Officer Gaetano Franceschi exercised and settled performance stock units into common shares, with part withheld for taxes. A grant of 53,333 performance stock units vested after strategic objectives were certified and settled into 53,333 Class A shares on June 1, 2026. Of these, 12,987 shares were withheld at $2.51 per share to cover withholding taxes, leaving Franceschi with 147,426 Class A shares held directly after the transactions.
Skillz Inc. Chief Executive Officer Andrew Paradise reported routine equity compensation activity involving performance stock units (PSUs). On June 1, 2026, previously granted PSUs settled into 84,559 shares of Class A common stock. In connection with this vesting, 21,364 shares were withheld at $2.51 per share to cover tax obligations, rather than sold in the open market.
Following these transactions, Paradise directly holds 1,505,304 shares of Class A common stock. Footnotes explain that PSUs granted on January 1, 2022 vested after the company’s strategic objective goals were certified as achieved on April 10, 2026 and then settled into shares on June 1, 2026.
Additional PSUs granted on January 1, 2025 also had their performance goals certified on April 10, 2026 and are scheduled to settle into Class A common stock on December 31, 2027, tying a portion of the CEO’s compensation to longer-term performance milestones.
Skillz Inc. director Alexander Mandel exercised restricted stock units into common shares. On May 19, 2026, 7,067 restricted stock units settled into 7,067 shares of Skillz Class A common stock at an exercise price of $0.00 per share, with no open-market purchase or sale reported.
Following the transaction, Mandel directly holds 21,201 shares of Class A common stock and 7,070 restricted stock units. The grant is scheduled to vest in four equal annual installments beginning on January 20, 2024, and the units shown in this report had vested prior to May 19, 2026.
Skillz Inc. director Casey Chafkin exercised previously vested restricted stock units that settled into 3,377 shares of Class A common stock on May 19, 2026. These RSUs converted on a one-for-one basis into common shares. Following this routine equity compensation settlement, Chafkin directly holds 790,762 Class A shares.
Skillz Inc. Chief Executive Officer Andrew Paradise reported compensation-related stock activity tied to vested restricted stock units on May 19, 2026. He acquired 114,386 shares of Class A common stock through derivative exercises, while 27,854 shares were withheld to cover tax obligations. Following these transactions, he directly owned 1,424,097 Class A shares.
Skillz Inc. Chief Financial Officer Gaetano Franceschi reported routine equity compensation activity involving restricted stock units and related tax withholding. On January 8, 2026, 19,048 restricted stock units converted into the same number of shares of Skillz Class A common stock at an exercise price of $0, following vesting on January 1, 2026. The filing explains that several transactions coded “F” on December 23, 2025 and January 7–8, 2026 reflect shares withheld by the company to cover withholding taxes owed upon vesting of previously reported restricted stock unit awards. After these transactions, Franceschi directly beneficially owned 107,080 shares of Skillz Class A common stock.
Skillz Inc.'s Chief Executive Officer, director and 10% owner Andrew Paradise reported multiple equity transactions involving Class A common stock and restricted stock units. On December 23, 2025 and January 7, 2026, blocks of 35,642 and 9,370 shares, respectively, were withheld at various prices to cover withholding taxes tied to vesting of restricted stock units.
On January 8, 2026, 90,576 and 23,810 restricted stock units converted into an equal number of Class A shares at a conversion price of $0, then additional shares (22,056 and 5,798) were withheld to satisfy tax obligations. After these transactions, Paradise held 1,355,577 shares of Class A common stock directly, along with 362,313 and 190,474 restricted stock units that remain unvested, all amounts adjusted for a prior 1-for-20 reverse stock split.
Skillz Inc. reported an insider equity transaction by a director. On December 22, 2025, 19,048 restricted stock units settled into 19,048 shares of the company’s Class A common stock at a stated price of $0 per share, leaving the director with 19,048 Class A shares held directly. The filing also shows 57,142 restricted stock units remaining beneficially owned directly after the transaction.
Each restricted stock unit represents the right to receive one share of Class A common stock. The units reported had already vested before December 22, 2025 but settlement was delayed due to blackout restrictions. The remaining restricted stock units are scheduled to vest in equal annual installments on October 4 of each year over the next three years.
Skillz Inc. director reported the settlement of previously granted restricted stock units into Class A common stock. On December 22, 2025, 3,510 restricted stock units were converted into 3,510 shares of Class A common stock at a price of $0 per share, reflecting the nature of RSU settlements.
After this transaction, the reporting person directly beneficially owned 10,532 shares of Class A common stock and 3,511 restricted stock units, which remain unvested. The RSU grant had been adjusted for the company’s 1‑for‑20 reverse stock split effective June 23, 2023, and vests 25% on August 3, 2023, with the remainder in substantially equal annual installments over the following two years.
Skillz Inc. reported an insider equity transaction by a director involving the settlement of previously granted restricted stock units. On December 22, 2025, the director acquired 917 and 16,860 shares of Class A common stock at a price of $0 per share upon the settlement of restricted stock units, for a total of 17,777 shares.
The filing explains that each restricted stock unit represents the right to receive one share of Class A common stock, and all amounts are adjusted for the company’s 1-for-20 reverse stock split effective June 23, 2023. After these transactions, 3,377 restricted stock units remain unvested under the original grant, which vests in substantially equal quarterly installments following initial vesting dates in March 2022 and March 2023. Some units vested earlier but were only settled once blackout restrictions lifted.
Skillz Inc. director reports RSU settlements into Class A shares. On December 22, 2025, a Skillz Inc. director converted previously granted restricted stock units into Class A common stock at a stated price of $0 per share. Two RSU grants settled, delivering 304 and 16,129 Class A shares, which increased the director’s directly held Class A stock to 2,173 and 18,302 shares, respectively.
The director also reports indirect ownership of 10,000 Class A shares through a Grantor Retained Annuity Trust and 71,390 Class A shares through another trust for which he is grantor, trustee, and beneficiary. The filing notes that all share amounts have been adjusted for a prior 1‑for‑20 reverse stock split and that certain RSUs had vested earlier but were settled later due to blackout restrictions.
Skillz Inc. director reported the settlement of previously granted restricted stock units into Class A common stock. On December 22, 2025, 7,067 restricted stock units converted into 7,067 shares of Class A common stock at an exercise price of $0, increasing the director’s directly held Class A common stock to 14,134 shares.
The filing also shows ongoing equity incentives. After this settlement, the director still holds 14,137 restricted stock units, which were part of a grant that vests in four equal annual installments beginning on January 20, 2024. All share amounts reflect Skillz’s 1‑for‑20 reverse stock split effective June 23, 2023.
Skillz Inc. insider equity activity: The company’s Chief Executive Officer, who is also a director and 10% owner, reported equity awards and vesting transactions involving Class A common stock and related stock units.
On December 19, 2025, the CEO received 285,714 restricted stock units, each representing a right to one share of Class A common stock, and a CEO performance stock unit award covering 571,429 units. The performance units may pay out from 0% to 200% of this target amount depending on Skillz’s stock price performance from January 1, 2025 through December 31, 2029.
On December 22, 2025, restricted stock units settled into 71,430 and 362,304 shares of Class A common stock at a price of $0, reflecting equity compensation rather than a cash purchase. Following these transactions, portions of the RSU grants remain unvested and will generally vest in substantially equal quarterly installments over three years, and certain units previously vested were settled later due to blackout restrictions. All amounts have been adjusted for Skillz’s 1‑for‑20 reverse stock split.
Skillz Inc.’s chief financial officer reported equity transactions involving Class A common stock and restricted stock units. On December 22, 2025, the officer acquired 57,142 shares and 65,359 shares of Class A common stock at a price of $0 per share through code “M” transactions, reflecting the settlement of previously granted restricted stock units, and held 122,501 shares directly afterward. A new grant of 76,190 restricted stock units was reported on December 19, 2025, each representing a contingent right to receive one share of Class A common stock. As of the grant date, 57,142 restricted stock units had vested, with the remaining 19,048 scheduled to vest on January 1, 2026, subject to continued service, and some units were previously delayed in settlement due to blackout restrictions.
Skillz Inc. reported an equity award to one of its executives. The company’s Chief Accounting Officer received 12,610 restricted stock units12/19/2025. Each RSU represents a contingent right to receive one share of Skillz’s Class A common stock.
The filing states that 100% of this RSU grant will vest on July 14, 2026