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  4. [Form 4] Skillz Inc. Insider Trading Activity

Skillz (NYSE: SKLZ) CEO logs stock grants, tax withholding share disposals

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

Rhea-AI Filing Summary

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.

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Insider Paradise Andrew
Role Chief Executive Officer
Type Security Shares Price Value
Exercise Restricted Stock Unit 20,525 $0.00 --
Exercise Class A common stock 285,714 $0.00 --
Tax Withholding Class A common stock 112,429 $12.45 $1.40M
Exercise Class A common stock 20,525 $0.00 --
Tax Withholding Class A common stock 8,077 $2.59 $21K
Grant/Award Restricted Stock Unit 246,305 $0.00 --
Exercise Performance Stock Unit 285,714 $0.00 --
Holdings After Transaction: Restricted Stock Unit — 225,780 shares (Direct, null); Class A common stock — 1,791,018 shares (Direct, null); Performance Stock Unit — 285,715 shares (Direct, null)
Footnotes (1)
  1. The performance stock units settled in Class A common stock of the Company on June 5, 2026. Represents shares withheld for payment of withholding taxes in connection with vesting of performance stock unit awards. The restricted stock units settled in Class A Common stock of the Company on June 5, 2026. Represents shares withheld for payment of withholding taxes in connection with vesting of restricted stock unit awards. The reporting person was granted performance stock units that were eligible to vest based on stock price performance. On April 24, 2026, 50% of the target units vested based upon achievement of certain goals. On June 5, 2026, the units settled into shares of Class A common stock. Each restricted stock unit represents a contingent right to receive one share of the Company's Class A common stock. The restricted stock unit grant will vest in twelve substantially equal installments over three years on each three month anniversary of January 1, 2026, subject to continuous service with the Company.
Performance stock units vested 285,714 units Vested based on stock price goals, settled June 5, 2026
RSU grant 246,305 units Granted May 26, 2026, vesting over three years
RSU settlement 20,525 shares Restricted stock units settled into Class A common stock June 5, 2026
Tax withholding at $2.59 8,077 shares at $2.59/share Shares withheld for taxes on June 5, 2026
Tax withholding at $12.45 112,429 shares at $12.45/share Shares withheld for taxes on June 5, 2026
Total tax withholding shares 120,506 shares Aggregate F-code tax-withholding dispositions in this filing
Total derivative exercises 306,239 shares ExerciseShares from transaction summary (PSUs and RSUs)
Restricted Stock Unit financial
"The restricted stock units settled in Class A Common stock of the Company on June 5, 2026."
A restricted stock unit is a promise from a company to give an employee shares of stock after certain conditions are met, like staying with the company for a set amount of time. It’s like earning a bonus that turns into company stock once you’ve proven your commitment, making it a way to motivate and reward employees.
Performance Stock Unit financial
"The performance stock units settled in Class A common stock of the Company on June 5, 2026."
A performance stock unit is a type of reward companies give to employees, usually managers, that depends on how well the company performs over time. If the company hits specific goals, the employee earns shares of stock, like earning a prize for reaching certain levels in a game. It motivates employees to work hard because their rewards are tied to the company's success.
withholding taxes financial
"Represents shares withheld for payment of withholding taxes in connection with vesting of performance stock unit awards."
Withholding taxes are amounts a payer or government takes out of payments — such as wages, interest, or dividends — before the recipient gets the money, functioning like a cashier keeping part of a bill to pay taxes on your behalf. For investors this matters because it reduces the cash they actually receive, affects net returns and yield calculations, and may require additional paperwork or treaty claims to recover or offset the withheld amount against final tax bills.
Class A common stock financial
"Each restricted stock unit represents a contingent right to receive one share of the Company's Class A common stock."
Class A common stock is a category of a company’s shares that carries a specific set of ownership rights—most commonly defined voting power and claims on dividends—set out in the company’s charter. For investors it matters because the class determines how much influence you have over corporate decisions, the share’s likely dividend and trading behavior, and how it compares in value to other share classes, like choosing a particular seat with different privileges at the company’s decision-making table.
grant, award, or other acquisition financial
"Grant, award, or other acquisition"
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Form 4 Insider Transactions: What Each Field Means →
SEC Form 4
FORM 4UNITED 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*
Paradise Andrew
(Last)(First)(Middle)
C/O SKILLZ INC.
6625 BADURA AVENUE
(Street)
LAS VEGAS NEVADA 89118
(City)(State)(Zip)
UNITED STATES
(Country)		2. Issuer Name and Ticker or Trading Symbol
Skillz Inc. [ SKLZ ] 		5. Relationship of Reporting Person(s) to Issuer
(Check all applicable)
XDirectorX10% Owner
XOfficer (give title below)Other (specify below)
Chief Executive Officer
2a. Foreign Trading Symbol
3. Date of Earliest Transaction (Month/Day/Year)
04/24/2026		6. Individual or Joint/Group Filing (Check Applicable Line)
XForm filed by One Reporting Person
Form filed by More than One Reporting Person
4. If Amendment, Date of Original Filed (Month/Day/Year)

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)
CodeVAmount(A) or (D)Price
Class A common stock06/05/2026M(1)285,714A$01,791,018D
Class A common stock06/05/2026F(2)112,429D$12.451,678,589D
Class A common stock06/05/2026M(3)20,525A$01,699,114D
Class A common stock06/05/2026F(4)8,077D$2.591,691,037D
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)
CodeV(A)(D)Date ExercisableExpiration DateTitleAmount or Number of Shares
Performance Stock Unit(5)04/24/2026M285,714 (5) (5)Class A common stock285,714$0285,715D
Restricted Stock Unit(6)05/26/2026A246,305 (7) (7)Class A common stock246,305$0246,305D
Restricted Stock Unit(6)06/05/2026M20,525 (7) (7)Class A common stock20,525$0225,780D
Explanation of Responses:
1. The performance stock units settled in Class A common stock of the Company on June 5, 2026.
2. Represents shares withheld for payment of withholding taxes in connection with vesting of performance stock unit awards.
3. The restricted stock units settled in Class A Common stock of the Company on June 5, 2026.
4. Represents shares withheld for payment of withholding taxes in connection with vesting of restricted stock unit awards.
5. The reporting person was granted performance stock units that were eligible to vest based on stock price performance. On April 24, 2026, 50% of the target units vested based upon achievement of certain goals. On June 5, 2026, the units settled into shares of Class A common stock.
6. Each restricted stock unit represents a contingent right to receive one share of the Company's Class A common stock.
7. The restricted stock unit grant will vest in twelve substantially equal installments over three years on each three month anniversary of January 1, 2026, subject to continuous service with the Company.
Remarks:
/s/ Todd A. Valli, Attorney-in-Fact06/05/2026
** Signature of Reporting PersonDate
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.
* Form 4: SEC 1474 (03-26)

Source: View Original Filing on SEC EDGAR

FAQ

What did Skillz (SKLZ) CEO Andrew Paradise report in this Form 4?

Andrew Paradise reported equity compensation events, including vesting and settlement of performance and restricted stock units into Class A common shares, plus share withholding for taxes. The filing shows compensation-related activity, not open-market stock purchases or sales.

How many performance stock units vested for Skillz (SKLZ) CEO Andrew Paradise?

A performance stock unit award for Andrew Paradise vested for 50% of its target, resulting in 285,714 units. These units, tied to stock price performance goals, later settled into an equal number of Class A common shares on June 5, 2026.

What restricted stock unit grant did Skillz (SKLZ) CEO Andrew Paradise receive?

On May 26, 2026, Andrew Paradise received a grant of 246,305 restricted stock units. Each RSU equals one Class A common share and is scheduled to vest in twelve substantially equal quarterly installments over three years, starting January 1, 2026.

Why were shares withheld from Skillz (SKLZ) CEO Andrew Paradise in this filing?

Shares were withheld to pay withholding taxes related to vesting of performance and restricted stock units. Two tax-withholding transactions covered 120,506 shares in total, at prices of $2.59 and $12.45 per share, instead of using cash for the tax payments.

Did Skillz (SKLZ) CEO Andrew Paradise make any open-market stock trades?

The filing shows no open-market purchases or sales. All transactions are coded as equity award grants, vesting, derivative exercises, and tax-withholding dispositions, indicating compensation-related events rather than discretionary buying or selling of Skillz shares on the open market.

How will Andrew Paradise’s restricted stock units in Skillz (SKLZ) vest over time?

The restricted stock units granted on May 26, 2026, will vest in twelve substantially equal installments. Vesting occurs every three months over three years from January 1, 2026, and is conditioned on Andrew Paradise’s continuous service with Skillz during that period.