STOCK TITAN

Upwork (UPWK) CEO Hayden Brown sells shares to cover RSU taxes

Filing Impact
(Neutral)
Filing Sentiment
(Neutral)
Form Type
4

Rhea-AI Filing Summary

Upwork, Inc. President & CEO Hayden Brown reported routine equity compensation activity involving restricted stock units (RSUs) and a related tax sale. On June 18, 2026, Brown sold 23,468 shares of common stock at a weighted average price of $8.1507 per share to cover tax withholding obligations tied to RSU vesting, as required by the company’s “sell to cover” election and not as a discretionary trade.

On the same date, Brown also acquired 46,411 shares of common stock through the vesting and settlement of RSUs. Following these transactions, she directly holds 792,285 shares of Upwork common stock and continues to hold additional unvested RSUs subject to quarterly vesting over four-year schedules.

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Insider Brown Hayden
Role President & CEO
Sold 23,468 shs ($191K)
Type Security Shares Price Value
Exercise Restricted Stock Units 17,733 $0.00 --
Exercise Restricted Stock Units 28,678 $0.00 --
Exercise Common Stock 17,733 $0.00 --
Exercise Common Stock 28,678 $0.00 --
Sale Common Stock 23,468 $8.1507 $191K
Holdings After Transaction: Restricted Stock Units — 124,133 shares (Direct, null); Common Stock — 792,285 shares (Direct, null)
Footnotes (1)
  1. Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock. Represents the number of shares required to be sold by the Reporting Person to cover tax withholding obligations in connection with the vesting of the RSUs listed in Table II. This sale is mandated by the Issuer's election under its equity incentive plans to require the satisfaction of tax withholding obligations to be funded by a "sell to cover" transaction and does not represent a discretionary trade by the Reporting Person. The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $8.02 to $8.25 per share, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the Securities and Exchange Commission, upon written request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote. The RSUs vest in equal quarterly installments over four years beginning on June 18, 2024, subject to the continuing employment of the Reporting Person with the Issuer on each vesting date. The RSUs vest in equal quarterly installments over four years beginning on June 18, 2025, subject to the continuing employment of the Reporting Person with the Issuer on each vesting date.
Shares sold for tax withholding 23,468 shares Common stock sale on June 18, 2026 to cover RSU taxes
Weighted average sale price $8.1507 per share Common stock sold in range $8.02–$8.25
Shares acquired from RSU vesting 46,411 shares Common stock received via RSU settlements on June 18, 2026
Common shares held after transactions 792,285 shares Direct Upwork common stock ownership following reported activity
RSU holding after one series 315,452 RSUs Restricted stock units after 28,678-unit conversion
RSU holding after second series 124,133 RSUs Restricted stock units after 17,733-unit conversion
Restricted Stock Units financial
"Each restricted stock unit ("RSU") represents a contingent right to receive one share..."
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.
RSU financial
"Each restricted stock unit ("RSU") represents a contingent right to receive one share..."
Restricted stock units (RSUs) are a form of company shares given to employees as part of their compensation, usually with certain restrictions or conditions, such as remaining with the company for a set period. When these restrictions lift, employees receive actual shares that they can sell or hold. For investors, RSUs can impact a company's stock supply and reflect the company's commitment to attracting and retaining talent.
sell to cover financial
"tax withholding obligations to be funded by a "sell to cover" transaction..."
Sell to cover is when a person who receives company stock through options or awards sells just enough shares immediately to pay required taxes, exercise costs, or fees, keeping the rest. Think of it like cashing part of a bonus to cover the tax bill so you can keep the remainder. For investors, it can create predictable small selling pressure and slightly change the number of shares actually held by insiders without increasing long‑term dilution.
weighted average price financial
"The reported price 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.
equity incentive plans financial
"mandated by the Issuer's election under its equity incentive plans..."
Equity incentive plans are company programs that pay employees, executives, or directors with company stock, stock options, or share units instead of or in addition to cash, aiming to align their interests with shareholders—like giving team members a stake in the house they help build. For investors this matters because such plans can motivate better company performance but also dilute existing ownership and increase reported compensation costs, so they affect future earnings, voting power, and share value.
vesting financial
"The RSUs vest in equal quarterly installments over four years..."
Vesting is the process by which you earn full ownership of something, like company stock or a retirement benefit, over time. It’s like earning the right to keep a gift piece by piece the longer you stay with a company, making sure employees stay committed before they receive all the benefits.
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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).
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*
Brown Hayden

(Last)(First)(Middle)
C/O UPWORK INC.
530 LYTTON AVENUE, SUITE 301

(Street)
PALO ALTO CALIFORNIA 94301

(City)(State)(Zip)

UNITED STATES

(Country)
2. Issuer Name and Ticker or Trading Symbol
UPWORK, INC [ UPWK ]
5. Relationship of Reporting Person(s) to Issuer
(Check all applicable)
XDirector10% Owner
XOfficer (give title below)Other (specify below)
President & CEO
2a. Foreign Trading Symbol
3. Date of Earliest Transaction (Month/Day/Year)
06/18/2026
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 Stock06/18/2026M17,733A(1)792,285D
Common Stock06/18/2026M28,678A(1)820,963D
Common Stock06/18/2026S(2)23,468D$8.1507(3)797,495D
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
Restricted Stock Units(1)06/18/2026M17,733 (4) (4)Common Stock17,733$0.00124,133D
Restricted Stock Units(1)06/18/2026M28,678 (5) (5)Common Stock28,678$0.00315,452D
Explanation of Responses:
1. Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock.
2. Represents the number of shares required to be sold by the Reporting Person to cover tax withholding obligations in connection with the vesting of the RSUs listed in Table II. This sale is mandated by the Issuer's election under its equity incentive plans to require the satisfaction of tax withholding obligations to be funded by a "sell to cover" transaction and does not represent a discretionary trade by the Reporting Person.
3. The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $8.02 to $8.25 per share, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the Securities and Exchange Commission, upon written request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote.
4. The RSUs vest in equal quarterly installments over four years beginning on June 18, 2024, subject to the continuing employment of the Reporting Person with the Issuer on each vesting date.
5. The RSUs vest in equal quarterly installments over four years beginning on June 18, 2025, subject to the continuing employment of the Reporting Person with the Issuer on each vesting date.
Remarks:
/s/ Jacob McQuown, Attorney-in-Fact06/23/2026
** 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)

FAQ

What did Upwork (UPWK) CEO Hayden Brown report in this Form 4 filing?

Hayden Brown reported RSU vesting and a related tax sale. She acquired 46,411 shares of common stock from restricted stock unit settlements and sold 23,468 shares to cover tax withholding obligations, a transaction required under Upwork’s equity incentive plan, not a discretionary open-market sale.

How many Upwork (UPWK) shares did Hayden Brown sell and at what price?

Hayden Brown sold 23,468 Upwork common shares. The weighted average sale price was $8.1507 per share, with individual trades executed between $8.02 and $8.25. The sale was made solely to satisfy tax withholding obligations from RSU vesting.

How many Upwork (UPWK) shares did Hayden Brown receive from RSU vesting?

Brown received 46,411 shares of common stock through RSU settlements. These shares came from restricted stock units that vested on June 18, 2026, as part of equity awards that vest in equal quarterly installments over four years, subject to continued employment at Upwork.

How many Upwork (UPWK) shares does Hayden Brown hold after these transactions?

After the reported transactions, Brown holds 792,285 Upwork common shares directly. This figure reflects the net result of the RSU share deliveries and the tax-related sale reported in the filing, and excludes additional unvested RSUs that will vest over time.

Was Hayden Brown’s Upwork (UPWK) share sale a discretionary transaction?

No, the share sale was not discretionary. The filing explains that 23,468 shares were sold to cover tax withholding obligations under Upwork’s equity incentive plans, pursuant to a mandated “sell to cover” mechanism rather than an elective open-market sale by Brown.