Five9 CRO reported tax-withholding sale of 2,020 shares; weighted avg $25.72

Rhea-AI Filing Summary

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.

Positive

• None.

Negative

• Reporting person sold 2,020 shares on 09/04/2025, reducing direct beneficial ownership to 181,634 shares
• Sale executed at a weighted average price of $25.72, indicating the transaction was part of a broker-managed sales-to-cover across employees

Insights

Financial Analyst

TL;DR: Routine tax-withholding sale of vested RSUs; ownership modestly reduced to 181,634 shares.

The transaction is a mandated sale to satisfy tax withholding for vested restricted stock units, not a discretionary sale signaling a change in insider conviction. The size—2,020 shares—is stated explicitly and leaves the reporting person with 181,634 shares beneficially owned. The use of a weighted average broker price ($25.72) is common for block sales-to-cover executed across employees; detailed per-price breakdowns are available on request as noted in the filing. This disclosure is compliance-focused and has limited informational impact on the company’s operating outlook.

Compliance Officer

TL;DR: Filing documents a required tax-withholding disposal; disclosure aligns with Section 16 reporting requirements.

The Form 4 clearly states the sale was mandated by Five9 to satisfy tax withholding obligations associated with RSU vesting, and the reporter affirms it was not discretionary. The form includes an explanatory note that the broker applied a weighted average price for the sales-to-cover and commits to provide transaction-level price information on request. From a regulatory perspective, the filing appears complete: it identifies the reporting person, relationship to the issuer, transaction date, amount sold, price, and resulting beneficial ownership. No amendment or additional corrective language is indicated.

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^*

Tuckness Matthew E.

(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 Revenue 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		2,020(1)	D	$25.72(2)	181,634	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/ Tiffany Meriweather, 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.

FAQ

What did Five9 (FIVN) insider Matthew Tuckness report on Form 4?

The filing reports a mandated sale of 2,020 shares to cover tax withholding from RSU vesting; the sale was not discretionary.

When was the transaction reported and how many shares remain owned?

The transaction date is 09/04/2025, and the reporting person beneficially owned 181,634 shares after the sale.

At what price were the shares sold?

The filing lists a weighted average price of $25.72 applied by the broker for the sales-to-cover.

Was this a discretionary sale by the insider?

No; the Form 4 states the sale was mandated by Five9 to satisfy tax withholding and was not a discretionary trade by the reporting person.

Can I get more detail on the per-price breakdown of the sale?

Yes; the reporting person commits to provide full information regarding the number of shares sold at each separate price to the company, any security holder, or the SEC staff upon request.