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  4. [Form 4] Five9, Inc. Insider Trading Activity

Five9 (FIVN) president sells 11,276 shares under Rule 10b5-1 tax plan

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

Rhea-AI Filing Summary

Five9, Inc. President Andy Dignan reported routine insider sales of company stock tied to tax obligations. Across June 4–5, 2026, he sold a total of 11,276 shares of Five9 common stock in open-market transactions at prices around $24–$26 per share. Footnotes state these sales were executed under a pre-arranged Rule 10b5-1 trading plan adopted on September 2, 2025 and were made to cover taxes due upon the vesting of restricted stock units in accordance with Five9’s sell-to-cover withholding policy. After these transactions, Dignan directly holds 275,687 shares of Five9 common stock.

Positive

  • None.

Negative

  • None.

Insights

Five9’s president sold shares mainly to cover RSU taxes under a pre-set plan.

The filing shows President Andy Dignan sold 11,276 shares of Five9 common stock in several open-market transactions on June 4–5, 2026. Reported sale prices range roughly from $23.58 to $25.83 per share based on the footnote ranges.

Footnotes explain these sales were executed under a pre-arranged Rule 10b5-1 trading plan and were specifically to cover taxes due upon vesting of restricted stock units under the company’s sell-to-cover policy. Afterward, Dignan still holds 275,687 shares directly, indicating these transactions represent a small portion of his overall position and appear largely administrative.

Insider Dignan Andy
Role President
Sold 11,276 shs ($278K)
Type Security Shares Price Value
Sale Common Stock 3,073 $24.25 $75K
Sale Common Stock 2,400 $24.15 $58K
Sale Common Stock 2,700 $25.07 $68K
Sale Common Stock 545 $25.68 $14K
Sale Common Stock 2,558 $24.81 $63K
Holdings After Transaction: Common Stock — 275,687 shares (Direct, null)
Footnotes (1)
  1. The sales reported in this Form 4 were effected pursuant to a Rule 10b5-1 trading plan adopted by the reporting person on September 2, 2025. The reported sales were to cover taxes upon the vesting of restricted stock units. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $23.58 to $24.55, inclusive. 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 within the ranges set forth in this footnote. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $24.63 to $25.62, inclusive. 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 within the ranges set forth in this footnote. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $25.65 to $25.83, inclusive. 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 within the ranges set forth in this footnote. The reported sales were to cover taxes upon the vesting of restricted stock units. The sales reported in this Form 4 were effected in accordance with Five9, Inc.s previously established sell to cover withholding policy, the Corporations Policy. The price reported in Column 4 is a weighted average price applied to the transaction by the broker under the Corporations Policy for sales to cover taxes upon vesting of restricted stock units for all individuals, including the reporting person subject to the Corporations Policy 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.
Shares sold 11,276 shares Total common shares sold June 4–5, 2026
Representative sale price $24.25 per share Open-market sale of 3,073 shares on June 5, 2026
Post-transaction holdings 275,687 shares Common stock directly owned after June 5, 2026 sales
Footnote price range $23.58–$25.83 per share Ranges for weighted-average sale prices noted in footnotes
Rule 10b5-1 plan adoption date September 2, 2025 Date Dignan adopted trading plan governing these sales
Rule 10b5-1 trading plan regulatory
"The sales reported in this Form 4 were effected pursuant to a Rule 10b5-1 trading plan"
A Rule 10b5-1 trading plan is a pre-arranged schedule that allows company insiders to buy or sell stock at specific times, even if they have inside information. It helps prevent accusations of unfair trading by making these transactions look planned and transparent, rather than sneaky or illegal.
restricted stock units financial
"The reported sales were to cover taxes upon the vesting 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.
sell to cover withholding policy financial
"effected in accordance with Five9, Inc.s previously established sell to cover withholding policy"
weighted average price financial
"The price reported in Column 4 is a weighted average price"
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 4UNITED 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).
X
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*
Dignan Andy
(Last)(First)(Middle)
C/O FIVE9, INC.
3001 BISHOP DR., STE. #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)
Director10% Owner
XOfficer (give title below)Other (specify below)
President
2a. Foreign Trading Symbol
3. Date of Earliest Transaction (Month/Day/Year)
06/04/2026		6. Individual or Joint/Group Filing (Check Applicable Line)
XForm 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)
CodeVAmount(A) or (D)Price
Common Stock06/04/2026S2,400(1)(2)D$24.15(3)284,563D
Common Stock06/04/2026S2,700(1)(2)D$25.07(4)281,863D
Common Stock06/04/2026S545(1)(2)D$25.68(5)281,318D
Common Stock06/04/2026S2,558(6)D$24.81(7)278,760D
Common Stock06/05/2026S3,073(1)D$24.25275,687D
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)
CodeV(A)(D)Date ExercisableExpiration DateTitleAmount or Number of Shares
Explanation of Responses:
1. The sales reported in this Form 4 were effected pursuant to a Rule 10b5-1 trading plan adopted by the reporting person on September 2, 2025.
2. The reported sales were to cover taxes upon the vesting of restricted stock units.
3. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $23.58 to $24.55, inclusive. 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 within the ranges set forth in this footnote.
4. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $24.63 to $25.62, inclusive. 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 within the ranges set forth in this footnote.
5. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $25.65 to $25.83, inclusive. 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 within the ranges set forth in this footnote.
6. The reported sales were to cover taxes upon the vesting of restricted stock units. The sales reported in this Form 4 were effected in accordance with Five9, Inc.s previously established sell to cover withholding policy, the Corporations Policy.
7. The price reported in Column 4 is a weighted average price applied to the transaction by the broker under the Corporations Policy for sales to cover taxes upon vesting of restricted stock units for all individuals, including the reporting person subject to the Corporations Policy 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 Fact06/08/2026
** Signature of Reporting PersonDate
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)

Source: View Original Filing on SEC EDGAR

FAQ

What insider transaction did Five9 (FIVN) President Andy Dignan report?

Andy Dignan reported selling 11,276 shares of Five9 common stock in open-market transactions. The sales occurred on June 4–5, 2026, at prices around the mid-$20s per share, and were disclosed as routine, policy-driven transactions.

Why did Andy Dignan sell Five9 (FIVN) shares in this Form 4 filing?

The filing states Dignan’s sales were made to cover taxes triggered by the vesting of restricted stock units. These transactions followed Five9’s established sell-to-cover withholding policy, indicating an administrative tax-settlement purpose rather than a discretionary portfolio shift.

Were Andy Dignan’s Five9 (FIVN) stock sales under a Rule 10b5-1 plan?

Yes. Footnotes explain the sales were executed pursuant to a Rule 10b5-1 trading plan adopted on September 2, 2025. Such plans pre-schedule trades, reducing the significance of short-term market timing in interpreting insider activity.

How many Five9 (FIVN) shares does Andy Dignan hold after these transactions?

Following the reported sales, Dignan directly holds 275,687 shares of Five9 common stock. This remaining stake suggests the 11,276 shares sold represent a relatively small fraction of his overall direct ownership position in the company.

At what prices did Andy Dignan sell his Five9 (FIVN) shares?

Individual transactions report weighted average prices such as $24.25, $24.81, $25.07, $25.68, and $24.15 per share. Footnotes note underlying trade ranges between $23.58 and $25.83, with full breakdowns available upon request to the company or regulators.