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Matthew E. Tuckness, Chief Revenue Officer of Five9, Inc. (FIVN), reported a non-discretionary sale of common stock to cover tax withholding obligations tied to RSU vesting. On 09/04/2025 the filing shows 2,020 shares were sold at a weighted average broker price of $25.72. After the mandated sale, the reporting person beneficially owned 181,634 shares, held directly. The form states the sale was required by the issuer to satisfy tax withholding and was not a discretionary trade by the reporting person. The broker applied a weighted average price for sales-to-cover across employees; the filer will provide detailed per-price sale breakdowns on request.

Five9, Inc. reporting person Andy Dignan sold shares on 09/04/2025 and 09/05/2025. The transactions include three non-derivative sales: 3,402 shares sold on 09/04/2025 at a weighted average price of $25.72, 4,212 shares sold on 09/04/2025 at a weighted average price of $25.28, and 700 shares sold on 09/05/2025 at $26.48. After these sales, the reporting person beneficially owned 217,425 shares.

The filing states the 09/04/2025 sales were mandated by Five9 to cover tax withholding on vested restricted stock units, and the 4,212-share and 700-share sales were effected under a Rule 10b5-1 trading plan adopted December 10, 2024. The form is signed by an attorney-in-fact on behalf of the reporting person.

Lee Bryan M, identified as Chief Financial Officer of Five9, Inc. (FIVN), reported a non-discretionary sale of 1,889 shares of Five9 common stock on 09/04/2025. The filing states the sale was a company-mandated transaction to cover tax withholding obligations arising from the vesting and settlement of restricted stock units and was not a voluntary trade by the reporting person. The broker applied a weighted-average sale price of $25.72 per share for the shares sold to cover taxes. After the transaction, the reporting person beneficially owned 237,488 shares, held directly.

Leena Mansharamani, SVP and Chief Accounting Officer of Five9, Inc. (FIVN), reported three sales of common stock executed on 09/04/2025 to cover tax withholding on vested restricted stock units. The Form 4 shows disposals of 632, 1,214, and 1,123 shares at weighted-average prices of $25.72, $25.66, and $26.14 respectively. These transactions reduced the reporting person鈥檚 beneficial ownership from 43,859 shares to 41,522 shares. The filing states the sales were mandated by the issuer for tax withholding and that the 1,214- and 1,123-share sales were effected under a Rule 10b5-1 trading plan adopted December 10, 2024. The filer offers to provide detailed per-price breakdowns on request.

Five9, Inc. (FIVN) Chief Executive Officer Michael Burkland reported a non-discretionary sale of common stock to satisfy tax withholding upon RSU vesting. The Form 4 shows a sale on 09/04/2025 of 18,425 shares at a weighted average price of $25.72 per share, reducing the reporting person鈥檚 direct holdings to 367,562 shares. The filing notes an additional 133,026 shares are owned indirectly through a trust. The sale is described as a company-mandated sale to cover tax obligations related to the vesting and settlement of restricted stock units and was not a discretionary trade by the reporting person.

Five9, Inc. director and Chief Administrative & Legal Officer Tiffany N. Meriweather reported a mandated sale of 7,861 shares of Five9 common stock on 09/04/2025 to cover tax withholding tied to the vesting and settlement of restricted stock units. The weighted-average sale price was reported as $25.72 per share and the sale reduced her beneficial ownership to 218,978 shares. The filing states the sale was a company-mandated, non-discretionary transaction to satisfy tax obligations and that the reporting person can provide detailed price-by-price information on request.

Form 144 notice for Five9, Inc. (FIVN) shows a proposed sale of 2,100 common shares through Morgan Stanley Smith Barney with an aggregate market value of $55,230.00, scheduled approximately for 09/05/2025 on NASDAQ. The shares were acquired as Restricted Stock Units on 06/03/2024 and vested/paid the same day. The filing identifies prior sales by the same person, Andrew Dignan, totaling 7,833 shares across four transactions in the past three months with aggregate gross proceeds of $201,808.15. The filer certifies under penalty of law that no undisclosed material adverse information is known.

Form 144 Notice for Five9, Inc. (FIVN) reports a proposed sale of 4,212 common shares acquired as restricted stock units on 09/03/2025. The filing lists Morgan Stanley Smith Barney LLC as the broker and an aggregate market value of $111,533.76 for the proposed sale, with an approximate sale date of 09/04/2025 on NASDAQ. The filing also discloses three prior 10b5-1 sales by Andrew Dignan during the past three months: 700 shares on 08/01/2025 for $18,312.00, 700 shares on 07/01/2025 for $18,508.00, and 700 shares on 06/05/2025 for $20,461.00. The filer affirms they are unaware of undisclosed material adverse information.

Five9, Inc. (FIVN) filing a Form 144 notifies the proposed sale of 10,860 shares of common stock to be effected through Morgan Stanley Smith Barney LLC on 09/04/2025, with an aggregate market value listed at $287,572.80. The shares were acquired the prior day, 09/03/2025, as Restricted Stock Units granted by the issuer and payment/consideration is listed as N/A for the acquisition.

The filing also discloses related recent sales: a Rule 10b5-1 sale on 08/13/2025 of 7,043 shares for gross proceeds of $181,746.73. The notice includes the standard representation that the seller does not possess undisclosed material adverse information and references reliance on any 10b5-1 plan where applicable.