Form 4: Waystar CEO Matthew Hawkins Reports Stock Tax Withholding

Waystar Holding Corp. CEO Matthew Hawkins reported the withholding of 47,754 shares to cover tax obligations related to stock option vesting.

Summary

• CEO Matthew Hawkins disposed of 47,754 shares of Waystar Holding Corp. common stock.
• The transaction occurred on June 9, 2026, at a price of $19.23 per share.
• The disposal was a 'sell-to-cover' transaction to satisfy tax withholding requirements upon the vesting of previously granted stock options.
• Following this transaction, the CEO maintains beneficial ownership of 926,816 shares.

Sentiment

Score: 5

Explanation: StockSavvy.ai views this as a neutral event, as it represents a routine administrative tax settlement rather than a strategic shift or market-driven divestment.

Positives

• The transaction was a routine tax-related withholding rather than a discretionary open-market sale.
• The CEO retains a significant equity stake of 926,816 shares in the company.

Negatives

• The transaction results in a reduction of the CEO's direct share ownership.

Risks

• Future tax obligations upon the vesting of remaining unvested RSUs may lead to further share withholdings.

Future Outlook

No forward-looking guidance provided in this regulatory filing.

Industry Context

StockSavvy.ai notes that sell-to-cover transactions are standard practice for executives to manage tax liabilities associated with equity compensation plans and do not typically signal a change in management sentiment regarding company performance.

Comparison to Industry Standards

• The use of sell-to-cover mechanisms is a standard corporate governance practice for executives at publicly traded companies to manage tax obligations without impacting market liquidity.
• The transaction aligns with typical executive compensation structures seen in the healthcare technology sector.

Stakeholder Impact

• Minimal impact on shareholders as the transaction is a non-discretionary tax settlement.

Next Steps

• Continued monitoring of future Form 4 filings for changes in executive equity positions.

Key Dates

Keywords

Waystar, WAY, Insider Trading, Form 4, Executive Compensation, Tax Withholding