Five9 CRO reports tax-withholding share sale

Five9, Inc. Chief Revenue Officer Matthew E. Tuckness reported a mandated tax-related share sale.

Rhea-AI Filing Summary

Five9, Inc. Chief Revenue Officer Matthew E. Tuckness reported a mandated tax-related share sale. On this Form 4, he sold 5,164 shares of Five9 common stock at a weighted average price of $17.87 per share in an open-market transaction to cover tax withholding obligations from vesting restricted stock units. After this transaction, he directly held 290,137 Five9 shares. The filing notes this was not a discretionary trade by the executive.

Insider Trade Summary

Net Seller: 5,164 shares

Net Sell 1 txn

Insider Tuckness Matthew E.

Role Chief Revenue Officer

Sold 5,164 shs ($92K)

Type	Security	Shares	Price	Value
Sale	Common Stock	5,164	$17.87	$92K

Holdings After Transaction: Common Stock — 290,137 shares (Direct)

Footnotes (2)

1. F1. 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. F2. 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.

FAQ

AI-generated questions and answers. How Rhea-AI works. Not financial advice.

What insider transaction did Five9 (FIVN) report for Matthew Tuckness?

Five9 reported that Chief Revenue Officer Matthew E. Tuckness sold 5,164 shares of common stock. The sale was a company-mandated transaction to cover tax withholding obligations arising from the vesting and settlement of restricted stock units, rather than a discretionary trade by the executive.

At what price were the Five9 (FIVN) shares sold in Matthew Tuckness’s Form 4?

The reported sale used a weighted average price of $17.87 per Five9 share. This price was applied by the broker to tax-cover sales executed on behalf of multiple employees whose restricted stock units vested on the same date, including Chief Revenue Officer Matthew E. Tuckness.

How many Five9 (FIVN) shares does Matthew Tuckness hold after this Form 4 sale?

After the reported transaction, Chief Revenue Officer Matthew E. Tuckness directly held 290,137 shares of Five9 common stock. This balance reflects his holdings following the 5,164-share sale executed to satisfy tax withholding obligations related to the vesting and settlement of restricted stock units.

Was Matthew Tuckness’s Five9 (FIVN) share sale a discretionary trade?

No. The filing states the sale was mandated by Five9 to cover tax withholding obligations for restricted stock unit vesting. It explicitly notes that the transaction does not represent a discretionary trade by Chief Revenue Officer Matthew E. Tuckness, distinguishing it from voluntary open-market selling.

Why does the Five9 (FIVN) Form 4 use a weighted average sale price?

The Form 4 reports a weighted average price because the broker aggregated sales executed to cover tax obligations for all employees’ vesting restricted stock units that day. The company notes that detailed price information by lot can be provided to Five9 security holders or regulators upon request.

What type of security is involved in Matthew Tuckness’s Five9 (FIVN) Form 4 filing?

The Form 4 involves Five9 common stock sold in connection with the vesting of restricted stock units. The transaction reflects an open-market sale of 5,164 common shares to satisfy tax withholding requirements, rather than a new equity grant or derivative security conversion event.

AI-generated analysis. How Rhea-AI works. Not financial advice.

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Accepted by SEC EDGAR 03/06/2026 - 04:06 PM Learn about SEC filing dates

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)
03/04/2026

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	03/04/2026		S		5,164(1)	D	$17.87(2)	290,137	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	03/06/2026
	** 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.