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[Form 4] UPWORK, INC Insider Trading Activity

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

Rhea-AI Filing Summary

LAYTON THOMAS reported acquisition or exercise transactions in this Form 4 filing.

Upwork, Inc. director Thomas Layton reported new equity awards in the form of Restricted Stock Units (RSUs) rather than any open-market trading. On June 4, 2026, he received three RSU grants covering 20,880, 6,772, and 6,207 shares of common stock at no cash cost.

One RSU award vests quarterly over four quarters starting on September 30, 2026, with the final installment fully vesting by the earlier of the 2027 annual meeting or June 30, 2027, subject to continued service. Another RSU grant vests 100% by the earlier of the 2027 annual meeting or June 4, 2027, also conditioned on continued service.

The filing notes that a trust for Layton’s benefit now holds 1,639,134 shares of Upwork common stock indirectly, and separately references a gift of 21,365 shares to that trust. These entries describe compensation and estate-planning movements, not buys or sells in the market.

Positive

  • None.

Negative

  • None.
Insider LAYTON THOMAS
Role null
Type Security Shares Price Value
Grant/Award Common Stock 6,207 $0.00 --
Grant/Award Common Stock 6,772 $0.00 --
Grant/Award Common Stock 20,880 $0.00 --
holding Common Stock -- -- --
Holdings After Transaction: Common Stock — 24,644 shares (Direct, null); Common Stock — 1,639,134 shares (Indirect, See footnote)
Footnotes (1)
  1. Represents an award of Restricted Stock Units ("RSUs"). The RSUs vest quarterly over four quarters (with the first such vesting date occurring on September 30, 2026), subject to the continuing service of the Reporting Person on each vesting date; provided, however, that the final quarterly installment shall fully vest on the earlier of (a) the date immediately prior to the Issuer's 2027 annual meeting of stockholders and (b) June 30, 2027, in each case subject to the continuing service of the Reporting Person through such date. Reflects a gift of 21,365 shares by the Reporting Person to a trust for the benefit of the Reporting Person. Represents an award of RSUs. 100% of the total number of RSUs shall vest in full on the earlier of (a) the date immediately prior to the Issuer's 2027 annual meeting of stockholders and (b) June 4, 2027, in each case subject to the continuing service of the Reporting Person through such date. Shares are held by a trust for the benefit of the Reporting Person.
RSU grant 1 20,880 shares RSU award on June 4, 2026 at $0.00 per share
RSU grant 2 6,772 shares RSU award on June 4, 2026 at $0.00 per share
RSU grant 3 6,207 shares RSU award on June 4, 2026 at $0.00 per share
Indirect trust holdings 1,639,134 shares Common stock held by a trust for Layton’s benefit
Gift to trust 21,365 shares Shares gifted by Layton to a trust for his benefit
Quarterly vesting start September 30, 2026 First vesting date for one RSU award
Cliff vest date option 1 June 4, 2027 Alternative full-vesting date for one RSU grant
Final vesting latest date June 30, 2027 Latest possible full vesting date for quarterly RSU grant
Restricted Stock Units ("RSUs") financial
"Represents an award of Restricted Stock Units ("RSUs"). The RSUs vest quarterly"
Restricted stock units (RSUs) are a company promise to give an employee shares of stock (or cash equivalent) in the future, but only after certain conditions—usually staying with the company for a set time or hitting performance goals—are met. Investors watch RSUs because when they vest they increase the number of shares outstanding and can lead insiders to sell shares, affecting share price, company dilution and the true cost of employee pay.
vest financial
"The RSUs vest quarterly over four quarters (with the first such vesting date"
A vest is the process by which an employee earns the right to receive certain benefits or ownership interests, such as stock or retirement funds, over time. It’s similar to earning a reward gradually, ensuring that the benefit becomes fully yours only after a set period or meeting specific conditions. This makes it important for investors because it determines when they can actually claim or use those benefits.
annual meeting of stockholders financial
"shall fully vest on the earlier of (a) the date immediately prior to the Issuer's 2027 annual meeting of stockholders"
gift financial
"Reflects a gift of 21,365 shares by the Reporting Person to a trust"
trust financial
"Shares are held by a trust for the benefit of the Reporting Person."
A trust is a legal setup in which one party (the trustee) holds and manages assets—like cash, stocks or property—on behalf of other people (beneficiaries) according to instructions from the person who created it (the grantor). Think of it as a locked box with a keyholder who must follow written rules; for investors it matters because trusts influence who controls and benefits from assets, affect taxes and succession, and can change how quickly or transparently shares are bought, sold or voted.
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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*
LAYTON THOMAS

(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
Officer (give title below)Other (specify below)
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 Stock06/04/2026A6,207(1)A$0.0024,644(2)D
Common Stock06/04/2026A6,772(1)A$0.0031,416D
Common Stock06/04/2026A20,880(3)A$0.0052,296D
Common Stock1,639,134(2)ISee footnote(4)
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. Represents an award of Restricted Stock Units ("RSUs"). The RSUs vest quarterly over four quarters (with the first such vesting date occurring on September 30, 2026), subject to the continuing service of the Reporting Person on each vesting date; provided, however, that the final quarterly installment shall fully vest on the earlier of (a) the date immediately prior to the Issuer's 2027 annual meeting of stockholders and (b) June 30, 2027, in each case subject to the continuing service of the Reporting Person through such date.
2. Reflects a gift of 21,365 shares by the Reporting Person to a trust for the benefit of the Reporting Person.
3. Represents an award of RSUs. 100% of the total number of RSUs shall vest in full on the earlier of (a) the date immediately prior to the Issuer's 2027 annual meeting of stockholders and (b) June 4, 2027, in each case subject to the continuing service of the Reporting Person through such date.
4. Shares are held by a trust for the benefit of the Reporting Person.
Remarks:
/s/ Jacob McQuown, 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)