Form 4: Skillz CEO Andrew Paradise Reports Stock Transactions

Sentiment:

Insider Transaction Report 9 January 2026 9:31 PM

Skillz CEO Andrew Paradise reported the vesting and settlement of restricted stock units and subsequent tax-related share dispositions.

Summary

Andrew Paradise, CEO, Director, and 10% Owner of Skillz Inc. (SKLZ), reported multiple transactions involving Class A common stock.
On December 23, 2025, 35,642 shares were disposed of at prices ranging from $4.50 to $8.00, representing shares withheld for tax obligations related to RSU vesting.
On January 7, 2026, an additional 9,370 shares were disposed of at prices ranging from $4.50 to $8.00 for tax withholding purposes.
On January 8, 2026, 90,576 restricted stock units (RSUs) settled into Class A common stock, and 22,056 shares were subsequently disposed of at $4.41 for tax withholding.
Also on January 8, 2026, 23,810 RSUs settled into Class A common stock, with 5,798 shares disposed of at $4.41 for tax withholding.
All share amounts have been adjusted to reflect a 1-for-20 reverse stock split effective June 23, 2023.
Following these transactions, Andrew Paradise's direct beneficial ownership of Class A common stock was 1,355,577 shares.
Remaining unvested restricted stock units total 362,313 and 190,474, which will vest in substantially equal quarterly installments thereafter over the following twelve calendar quarters.

Sentiment

Score: 5

Explanation: The filing is a routine disclosure of insider transactions (RSU vesting and tax-related sales) and does not inherently indicate positive or negative sentiment regarding the company's performance or outlook. It reflects standard executive compensation practices.

Positives

Vesting of restricted stock units indicates continued compensation for the CEO, aligning his interests with long-term company performance.
The CEO continues to hold a significant number of shares (1,355,577 Class A common stock) directly, demonstrating ongoing commitment to the company.

Negatives

Dispositions of shares, even for tax purposes, reduce the CEO's direct ownership, though this is a standard practice for RSU vesting.

Future Outlook

Remaining unvested restricted stock units for Andrew Paradise will vest in substantially equal quarterly installments over the following twelve calendar quarters.

Industry Context

This filing is a routine disclosure of insider transactions and does not provide broader industry context. It reflects standard compensation practices for executives in the technology and gaming sectors, where equity awards like RSUs are common.

Comparison to Industry Standards

The vesting and tax-related sales of restricted stock units are standard practices for executive compensation in publicly traded companies across various industries, including technology and gaming. This type of transaction is a common mechanism for executives to realize value from their equity awards while covering tax liabilities. No specific comparable companies or projects are mentioned in this transactional filing.

Stakeholder Impact

Shareholders: Provides transparency into executive stock ownership and compensation, which can influence investor confidence.
Employees: Reflects standard equity compensation practices for executives, which may set a precedent or expectation for other employees with similar awards.

Next Steps

Remaining unvested restricted stock units will continue to vest in substantially equal quarterly installments over the next twelve calendar quarters.

Key Dates

Date	Description
2023-06-23	Effective date of the 1-for-20 reverse stock split for Class A common stock.
2025-12-23	Transaction date for disposition of 35,642 Class A common stock for tax withholding related to RSU vesting.
2026-01-01	Vesting date for 90,576 and 23,810 restricted stock units.
2026-01-07	Transaction date for disposition of 9,370 Class A common stock for tax withholding related to RSU vesting.
2026-01-08	Transaction date for settlement of 90,576 and 23,810 restricted stock units into Class A common stock, and subsequent disposition of 22,056 and 5,798 shares for tax withholding.
2026-01-09	Signature date of the reporting person's attorney-in-fact.

Recommendation

hold

This Form 4 filing details routine insider transactions related to the vesting of restricted stock units and subsequent tax-related sales by CEO Andrew Paradise. Such transactions are standard compensation events and do not typically signal a change in the company's fundamental outlook or performance. Therefore, it does not provide a basis for a 'buy' or 'sell' recommendation, suggesting a 'hold' position based solely on this filing.

Keywords

Skillz Inc., SKLZ, Andrew Paradise, Form 4, SEC filing, insider trading, restricted stock units, RSU vesting, stock transactions, CEO stock ownership, reverse stock split

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