Form 4: Five9 CRO Sells Shares for Tax Obligations

Five9's Chief Revenue Officer, Matthew E. Tuckness, sold 2,020 shares of common stock at a weighted average price of $25.72 to cover tax withholding obligations.

Summary

• Matthew E. Tuckness, Chief Revenue Officer of Five9, Inc., reported a sale of 2,020 shares of common stock.
• The transaction occurred on September 4, 2025, at a weighted average price of $25.72 per share.
• The sale was mandated by Five9, Inc. to cover tax withholding obligations associated with the vesting and settlement of restricted stock units (RSUs), not a discretionary trade.
• Following this transaction, Mr. Tuckness beneficially owns 181,634 shares of Five9 common stock.

Sentiment

Score: 5

Explanation: Neutral, as the transaction is a non-discretionary sale for tax purposes related to RSU vesting, which is a routine event and does not reflect a change in management's outlook or a discretionary decision to sell.

Future Outlook

NA

Industry Context

NA

Stakeholder Impact

• Shareholders: The sale represents a minor dilution of outstanding shares, but it is a routine event for executive compensation and tax obligations, unlikely to have a significant impact on share price or ownership structure.

Key Dates

Recommendation

The filing details a non-discretionary sale of shares by a Five9 executive to cover tax obligations related to restricted stock unit vesting. This is a routine event and does not indicate any change in the company's fundamentals or the executive's confidence. Therefore, it provides no new information to warrant a change in investment stance, suggesting a 'hold' recommendation for existing investors.

Keywords

Five9, FIVN, Matthew E. Tuckness, Chief Revenue Officer, CRO, Insider Transaction, Form 4, Stock Sale, Restricted Stock Units, Tax Withholding