Five9 (FIVN) CRO executes tax-related sale of 8,645 shares

Rhea-AI Filing Summary

Five9, Inc.’s Chief Revenue Officer, Matthew E. Tuckness, reported an open-market sale of 8,645 shares of common stock at a weighted average price of $24.81 per share. According to the disclosure, the sale was mandated by Five9 to cover tax withholding obligations linked to the vesting and settlement of restricted stock units and was not a discretionary trade. Following this transaction, Tuckness directly holds 281,492 shares of Five9 common stock.

Insider Trade Summary

Net Seller: 8,645 shares ($214,482)

Net Sell 1 txn

Insider Tuckness Matthew E.

Role Chief Revenue Officer

Sold 8,645 shs ($214K)

Type	Security	Shares	Price	Value
Sale	Common Stock	8,645	$24.81	$214K

Holdings After Transaction: Common Stock — 281,492 shares (Direct, null)

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.

Key Figures

Shares sold: 8,645 shares Sale price: $24.81 per share Shares held after sale: 281,492 shares

3 metrics

Shares sold 8,645 shares Open-market sale on June 4, 2026

Sale price $24.81 per share Weighted average price applied by broker

Shares held after sale 281,492 shares Direct ownership following transaction

Key Terms

restricted stock units, tax withholding obligations, weighted average price, open-market sale

4 terms

restricted stock units financial

"in connection with the vesting and settlement of restricted stock units"

Restricted stock units are a type of company reward where employees are promised shares of stock, but they only fully own these shares after meeting certain conditions, like staying with the company for a set time. They matter because they can become valuable assets and are often used to motivate employees to help the company succeed.

tax withholding obligations financial

"mandated sale by the Reporting Person to cover tax withholding obligations"

weighted average price financial

"The price reported in Column 4 is a weighted average price applied to the transaction"

Weighted average price is the average price of a security where each trade or component is counted according to its size, so bigger trades pull the average more than smaller ones. Think of it like calculating the average cost of a grocery haul where items you bought more of have greater influence on the final per-item cost. Investors use it to understand the true average price paid or received, judge execution quality, and compare trading performance against market movement.

open-market sale financial

"transaction_action: open-market sale"

An open-market sale is when a shareholder sells existing shares directly on a public exchange to any willing buyer, rather than through a private deal. Think of it like putting goods on a busy market stall where price is set by supply and demand; for investors it matters because such sales increase available supply, can put short-term downward pressure on the stock price, and signal changes in liquidity or investor confidence.

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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^*

Tuckness Matthew E.

(Last) (First) (Middle)

C/O FIVE9, INC.

3001 BISHOP DRIVE, SUITE 350

(Street)

SAN RAMON CALIFORNIA 94583

(City) (State) (Zip)

UNITED STATES

(Country)

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

2a. Foreign Trading Symbol

3. Date of Earliest Transaction (Month/Day/Year)
06/04/2026

6. Individual or Joint/Group Filing (Check Applicable Line)

X	Form filed by One Reporting Person
	Form filed by More than One Reporting Person

4. If Amendment, Date of Original Filed (Month/Day/Year)

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	06/04/2026		S		8,645(1)	D	$24.81(2)	281,492	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	06/08/2026
	** 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.
* Form 4: SEC 1474 (03-26)

FAQ

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

Five9 reported that Chief Revenue Officer Matthew E. Tuckness sold 8,645 shares of common stock at a weighted average price of $24.81 per share. The filing states this transaction covered tax withholding on vested restricted stock units and was not a discretionary trade.

Why did Five9 (FIVN) Chief Revenue Officer sell 8,645 shares?

The 8,645-share sale by Five9’s Chief Revenue Officer was mandated by the company to cover tax withholding obligations from the vesting and settlement of restricted stock units. The filing clarifies it was not a voluntary or discretionary stock sale by the executive.

What price did the Five9 (FIVN) insider sale shares for on June 4, 2026?

The reported sale used a weighted average price of $24.81 per share. The filing explains this average was applied by the broker across tax-cover sales for multiple Five9 employees whose restricted stock units vested on that date.

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

After the reported sale, Chief Revenue Officer Matthew E. Tuckness directly holds 281,492 shares of Five9 common stock. This post-transaction figure reflects his remaining stake following the tax-related disposition of 8,645 shares on June 4, 2026.

Was the Five9 (FIVN) insider sale a discretionary trade?

The filing states the sale was not discretionary. It describes the transaction as a Five9-mandated sale to cover tax withholding obligations associated with restricted stock unit vesting, rather than a voluntary decision by the executive to sell shares in the open market.