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  4. [Form 4] FIVE9, INC. Insider Trading Activity

Five9 Officer Reports RSU Tax-Withholding Sale of 7,861 Shares

Filing Impact
(Moderate)
Filing Sentiment
(Negative)
Form Type
4

Rhea-AI Filing Summary

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.

Positive

  • Clear disclosure that the sale was mandated to cover tax withholding on vested RSUs, not a discretionary insider sale
  • Post-transaction beneficial ownership disclosed (218,978 shares), aiding transparency
  • Offer to provide detailed per-price sale information supports auditability and compliance

Negative

  • Insider holding reduced by 7,861 shares following the sale

Insights

TL;DR: Routine, non-discretionary tax-related sale by an officer that modestly reduces insider holdings and raises no governance flags.

The Form 4 discloses a mandated sale to cover tax withholding from vested restricted stock units, not a voluntary trade by the reporting officer. The transaction size (7,861 shares) is small relative to the reported post-transaction holding of 218,978 shares, suggesting no material change to insider ownership stakes. The use of a weighted-average price for aggregated broker sales is disclosed and the reporting person offers to provide granular price data if requested, which supports transparency.

TL;DR: Disclosure aligns with Section 16 requirements and indicates standard company procedures for tax-withholding on RSU vesting.

The filing clearly identifies the reporting person’s role, the nature of the transaction as a company-mandated sale, and provides an explanation for the weighted-average price treatment. There is no indication of opportunistic trading or deviation from prescribed plans. From a governance perspective, this appears procedural and compliant with reporting obligations.

Insider Meriweather Tiffany N.
Role Chief Admin. & Legal Officer
Sold 7,861 shs ($202K)
Type Security Shares Price Value
Sale Common Stock 7,861 $25.72 $202K
Holdings After Transaction: Common Stock — 218,978 shares (Direct)
Footnotes (1)
  1. The sale reported on this form represents a Five9, Inc. mandated sale by the Reporting Person to cover tax withholding obligations in connection with the vesting and settlement of restricted stock units, and it does not represent a discretionary trade by the Reporting Person. The price reported in Column 4 is a weighted average price applied to the transaction by the broker for sales to cover taxes upon vesting of restricted stock units for all employees of Five9, Inc., including the Reporting Person, on the date such sales occurred. The Reporting Person undertakes to provide Five9, Inc., any security holder of Five9, Inc., or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price.
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Form 4 Insider Transactions: What Each Field Means →
SEC Form 4
FORM 4 UNITED STATES SECURITIES AND EXCHANGE COMMISSION
Washington, D.C. 20549

STATEMENT OF CHANGES IN BENEFICIAL OWNERSHIP

Filed pursuant to Section 16(a) of the Securities Exchange Act of 1934
or Section 30(h) of the Investment Company Act of 1940
OMB APPROVAL
OMB Number: 3235-0287
Estimated average burden
hours per response: 0.5
Check this box if no longer subject to Section 16. Form 4 or Form 5 obligations may continue. See Instruction 1(b).
Check this box to indicate that a transaction was made pursuant to a contract, instruction or written plan for the purchase or sale of equity securities of the issuer that is intended to satisfy the affirmative defense conditions of Rule 10b5-1(c). See Instruction 10.
1. Name and Address of Reporting Person*
Meriweather Tiffany N.
(Last) (First) (Middle)
C/O FIVE9, INC.
3001 BISHOP DRIVE, SUITE 350
(Street)
SAN RAMON CA 94583
(City) (State) (Zip)
2. Issuer Name and Ticker or Trading Symbol
Five9, Inc. [ FIVN ] 		5. Relationship of Reporting Person(s) to Issuer
(Check all applicable)
Director 10% Owner
X Officer (give title below) Other (specify below)
Chief Admin. & Legal Officer
3. Date of Earliest Transaction (Month/Day/Year)
09/04/2025
4. If Amendment, Date of Original Filed (Month/Day/Year)
 6. Individual or Joint/Group Filing (Check Applicable Line)
X Form filed by One Reporting Person
Form filed by More than One Reporting Person
Table I - Non-Derivative Securities Acquired, Disposed of, or Beneficially Owned
1. Title of Security (Instr. 3) 2. Transaction Date (Month/Day/Year) 2A. Deemed Execution Date, if any (Month/Day/Year) 3. Transaction Code (Instr. 8) 4. Securities Acquired (A) or Disposed Of (D) (Instr. 3, 4 and 5) 5. Amount of Securities Beneficially Owned Following Reported Transaction(s) (Instr. 3 and 4) 6. Ownership Form: Direct (D) or Indirect (I) (Instr. 4) 7. Nature of Indirect Beneficial Ownership (Instr. 4)
Code V Amount (A) or (D) Price
Common Stock 09/04/2025 S 7,861(1) D $25.72(2) 218,978 D
Table II - Derivative Securities Acquired, Disposed of, or Beneficially Owned
(e.g., puts, calls, warrants, options, convertible securities)
1. Title of Derivative Security (Instr. 3) 2. Conversion or Exercise Price of Derivative Security 3. Transaction Date (Month/Day/Year) 3A. Deemed Execution Date, if any (Month/Day/Year) 4. Transaction Code (Instr. 8) 5. Number of Derivative Securities Acquired (A) or Disposed of (D) (Instr. 3, 4 and 5) 6. Date Exercisable and Expiration Date (Month/Day/Year) 7. Title and Amount of Securities Underlying Derivative Security (Instr. 3 and 4) 8. Price of Derivative Security (Instr. 5) 9. Number of derivative Securities Beneficially Owned Following Reported Transaction(s) (Instr. 4) 10. Ownership Form: Direct (D) or Indirect (I) (Instr. 4) 11. Nature of Indirect Beneficial Ownership (Instr. 4)
Code V (A) (D) Date Exercisable Expiration Date Title Amount or Number of Shares
Explanation of Responses:
1. The sale reported on this form represents a Five9, Inc. mandated sale by the Reporting Person to cover tax withholding obligations in connection with the vesting and settlement of restricted stock units, and it does not represent a discretionary trade by the Reporting Person.
2. The price reported in Column 4 is a weighted average price applied to the transaction by the broker for sales to cover taxes upon vesting of restricted stock units for all employees of Five9, Inc., including the Reporting Person, on the date such sales occurred. The Reporting Person undertakes to provide Five9, Inc., any security holder of Five9, Inc., or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price.
Remarks:
/s/ Leena Mansharamani, Attorney in Fact 09/08/2025
** Signature of Reporting Person Date
Reminder: Report on a separate line for each class of securities beneficially owned directly or indirectly.
* If the form is filed by more than one reporting person, see Instruction 4 (b)(v).
** Intentional misstatements or omissions of facts constitute Federal Criminal Violations See 18 U.S.C. 1001 and 15 U.S.C. 78ff(a).
Note: File three copies of this Form, one of which must be manually signed. If space is insufficient, see Instruction 6 for procedure.
Persons who respond to the collection of information contained in this form are not required to respond unless the form displays a currently valid OMB Number.

Source: View Original Filing on SEC EDGAR

FAQ

What did Tiffany N. Meriweather report on the Form 4 for FIVN?

The Form 4 reports a mandated sale of 7,861 Five9 shares on 09/04/2025 to cover tax withholding from vested restricted stock units.

Was the sale by the FIVN reporting person discretionary?

No. The filing states the sale was company-mandated to cover tax withholding and not a discretionary trade by the reporting person.

What price was reported for the shares sold in the FIVN Form 4?

The weighted-average price reported for the sales was $25.72 per share; the filing notes this is a broker-applied weighted average for aggregated tax-withholding sales.

How many Five9 shares does the reporting person own after the transaction?

The reporting person beneficially owned 218,978 shares following the reported transaction.

Can more detailed sale price information be obtained?

Yes. The reporting person states they will provide full information regarding the number of shares sold at each separate price upon request to Five9, any security holder, or the SEC staff.