Five9 Insider Tiffany Meriweather Sold Nearly 30,000 Shares for $628,000

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Five9 Chief Administrative and Legal Officer Tiffany Meriweather sold 29,817 shares for a total transaction value of approximately $628,000 at an average price around $21.05 per share on May 13 and May 14, 2026. The sale represented 9.58% of Meriweather's direct Five9 holdings, reducing her direct ownership from 311,115 to 281,298 shares. This was Meriweather's largest single direct sale to date, surpassing the previous high of 7,861 shares sold in September 2025 and accounting for most of the net shares sold since December 2025. The transaction occurred as Five9 shares rebounded from a 52-week low of $13.29 in April, though the stock had declined 22.40% over the prior year. Five9 reported first-quarter revenue of $305.3 million, up 9% year over year, and net income of $18.4 million, a sharp improvement from $0.6 million a year earlier.

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Insider sold nearly 30,000 shares, reducing holdings by 9.58%, signaling potential lack of confidence.