Form 4: Five9 CRO Matthew Tuckness Executes Tax-Related Stock Sale

Five9 Chief Revenue Officer Matthew Tuckness sold 8,645 shares of common stock to satisfy mandatory tax withholding obligations.

Summary

• Matthew E. Tuckness, Chief Revenue Officer of Five9, Inc., sold 8,645 shares of common stock.
• The transaction occurred on June 4, 2026, at a weighted average price of $24.81 per share.
• The sale was a mandatory action to cover tax withholding obligations related to the vesting of restricted stock units (RSUs).
• Following this transaction, the reporting person retains beneficial ownership of 281,492 shares.

Sentiment

Score: 5

Explanation: StockSavvy.ai views this as a neutral event, as the sale was purely administrative and mandatory for tax purposes.

Positives

• The transaction was non-discretionary, indicating it was not a signal of management's outlook on the company's future performance.

Negatives

• Reduction in the direct equity stake held by a key executive, though the reduction is minor relative to total holdings.

Risks

• None identified; this is a routine administrative transaction related to compensation tax obligations.

Future Outlook

Not applicable; this filing pertains to a historical transaction regarding tax obligations.

Management Comments

• The sale represents a mandated sale to cover tax withholding obligations in connection with the vesting and settlement of restricted stock units.

Industry Context

StockSavvy.ai notes that mandatory 'sell-to-cover' transactions are standard industry practice for executives receiving equity-based compensation and do not typically reflect changes in management sentiment regarding company valuation.

Comparison to Industry Standards

• The transaction aligns with standard corporate governance practices for public companies where executives must settle tax liabilities upon RSU vesting.

Stakeholder Impact

• Minimal impact on shareholders as the sale was non-discretionary and related to tax compliance.

Next Steps

• None indicated.

Key Dates

Keywords

Five9, FIVN, Insider Trading, Form 4, Chief Revenue Officer, Equity Compensation