Paradise Andrew 4

4 · Skillz Inc. · Filed Jun 1, 2026

AI-generated summary of this filing

Updated Jun 2, 2026

Skillz CEO Andrew Paradise Receives Award, Withholds 21k Shares

What Happened

Andrew Paradise, CEO of Skillz Inc. (SKLZ), had performance stock units (PSUs) certified as vested. 84,559 PSUs settled into Class A common stock on June 1, 2026; 21,364 of those shares were withheld to cover withholding taxes (transaction value reported as $53,624). In addition, 66,667 PSUs vested on April 10, 2026 but are reported as derivative awards that remain subject to settlement at a later date.
The acquisitions are awards/settlements rather than open-market purchases or voluntary sales; the withholding of shares to pay taxes is a routine administrative disposition.

Key Details

Dates and amounts:
- April 10, 2026: Compensation Committee certified performance goals, resulting in vesting of PSUs (grants recorded: 84,559 and 66,667 PSUs at $0.00).
- June 1, 2026: 84,559 PSUs settled into shares (conversion); 21,364 shares withheld to pay withholding taxes at an effective share price of $2.51 for a tax withholding value of $53,624.
Net impact: ~63,195 shares were added to his beneficial holdings from the settled PSUs (84,559 settled minus 21,364 withheld). An additional 66,667 vested PSUs remain subject to future settlement (per footnote).
Footnotes of note:
- F1/F3: The 84,559 PSUs granted earlier (2022 grant) were certified vested on April 10 and settled into shares on June 1.
- F4: The 66,667 PSUs (granted Jan 1, 2025) vested upon certification but are scheduled for settlement on Dec 31, 2027.
- F2: The 21,364-share disposition reflects shares withheld to satisfy tax withholding obligations.
Shares owned after transaction: Not specified in the Form 4 filing.
Timeliness: Filing dated June 1, 2026; settlement occurred June 1, 2026 (filing appears contemporaneous with settlement).

Context

These transactions reflect PSU vesting and settlement (award-related), not a market purchase or a discretionary sale; tax-withholding by share retention is common in equity award settlements.
For retail investors, award/vesting events show management compensation and potential future dilution but are routine and not necessarily a buy/sell signal.

Form 4

Period: 2026-04-10

DirectorChief Executive Officer10% Owner

Transactions

Exercise/Conversion
Class A common stock
[F1]
2026-06-01+84,559→ 1,526,668 total
Tax Payment
Class A common stock
[F2]
2026-06-01$2.51/sh−21,364$53,624→ 1,505,304 total
Award
Performance Stock Unit
[F3]
2026-04-10+84,559→ 84,559 total
→ Class A common stock (84,559 underlying)
Exercise/Conversion
Performance Stock Unit
[F3]
2026-06-01−84,559→ 0 total
→ Class A common stock (84,559 underlying)
Award
Performance Stock Unit
[F4]
2026-04-10+66,667→ 66,667 total
→ Class A common stock (66,667 underlying)

Footnotes (4)

[F1]The performance stock units settled in Class A common stock of the Company on June 1, 2026.
[F2]Represents shares withheld for payment of withholding taxes in connection with vesting of performance stock unit awards.
[F3]On January 1, 2022, the reporting person was granted performance stock units that were eligible to vest based on the Issuer's achievement of certain strategic objective goals. On April 10, 2026, the Compensation Committee of the Issuer's Board of Directors certified that the strategic objective goals had been satisfied, resulting in the vesting of these units. On June 1, 2026, the units settled into shares of Class A common stock.
[F4]On January 1, 2025, the reporting person was granted performance stock units that were eligible to vest based on the Issuer's achievement of certain strategic objective goals. On April 10, 2026, the Compensation Committee of the Issuer's Board of Directors certified that the strategic objective goals had been satisfied, resulting in the vesting of these units. On December 31, 2027, the units are subject to settlement into shares of Class A common stock.

Signature

/s/ Todd A. Valli, Attorney-in-Fact|2026-06-01

4 files