STOCK TITAN

Upwork (UPWK) director Gary Steele awarded new RSU grants with 2027 vesting

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

Rhea-AI Filing Summary

Upwork, Inc. director Gary Steele reported two equity awards of common stock. On June 4, 2026, he acquired 20,880 RSUs and 6,207 RSUs as compensation at no purchase price. These are restricted stock units that convert into shares as they vest over time.

The 20,880 RSUs vest quarterly over four quarters, starting on September 30, 2026, with the final quarterly portion fully vesting on the earlier of the day before Upwork’s 2027 annual stockholder meeting or June 30, 2027, subject to his continued service. The 6,207 RSUs vest 100% on the earlier of the day before the 2027 annual meeting or June 4, 2027, also contingent on continued service. These are routine director compensation grants, not open‑market share purchases or sales.

Positive

  • None.

Negative

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Insider Steele Gary
Role null
Type Security Shares Price Value
Grant/Award Common Stock 6,207 $0.00 --
Grant/Award Common Stock 20,880 $0.00 --
Holdings After Transaction: Common Stock — 91,336 shares (Direct, null)
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. 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.
RSU award 1 20,880 RSUs Restricted stock units granted June 4, 2026, quarterly vesting from September 30, 2026
RSU award 2 6,207 RSUs Restricted stock units granted June 4, 2026, cliff vesting by 2027 annual meeting or June 4, 2027
Holdings after award line 1 112,216 shares Total direct common stock holdings following first reported award
Holdings after award line 2 91,336 shares Total direct common stock holdings following second reported award
Transaction code Code A Both transactions classified as grant, award, or other acquisition
restricted stock units ("RSUs") financial
"Represents an award of restricted stock units ("RSUs"). The RSUs vest quarterly over four quarters"
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 occurring on September 30, 2026)"
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 regulatory
"the date immediately prior to the Issuer's 2027 annual meeting of stockholders"
Form 4 regulatory
"INSIDER FILING DATA (Form 4):"
Form 4 is a official document that company insiders, such as executives or major shareholders, file with regulators whenever they buy or sell company shares. It provides transparency about how those with inside knowledge are trading, helping investors see if insiders are confident in the company's prospects or may be selling for personal reasons. This information can influence investor decisions by revealing insiders' perspectives on the company's value.
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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*
Steele Gary

(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$0.0091,336D
Common Stock06/04/2026A20,880(2)A$0.00112,216D
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. 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.
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)

FAQ

What did Upwork (UPWK) director Gary Steele report in this Form 4 filing?

Gary Steele reported receiving two grants of restricted stock units (RSUs). On June 4, 2026, he was awarded 20,880 RSUs and 6,207 RSUs in Upwork common stock as director compensation, with future vesting based on his continued service.

How many Upwork (UPWK) RSUs were granted to Gary Steele and at what price?

Gary Steele received 20,880 RSUs and 6,207 RSUs at no purchase price. Both awards are structured as restricted stock units that convert into Upwork common shares if vesting conditions tied to his continued board service are satisfied over time.

What are the vesting terms of Gary Steele’s 20,880 RSU award at Upwork (UPWK)?

The 20,880 RSUs vest in four quarterly installments. Vesting begins September 30, 2026 and continues quarterly, with the final installment fully vesting by the earlier of the day before Upwork’s 2027 annual meeting or June 30, 2027, subject to continued service.

When do Gary Steele’s 6,207 Upwork (UPWK) RSUs vest?

The 6,207 RSUs vest 100% in a single future installment. All units vest on the earlier of the date immediately before Upwork’s 2027 annual stockholder meeting or June 4, 2027, provided Gary Steele continues to serve through that date.

Did Gary Steele buy or sell Upwork (UPWK) shares on the open market in this Form 4?

No open-market purchases or sales were reported in this Form 4. Both transactions are coded as awards (A), reflecting grants of restricted stock units received as compensation, rather than shares bought or sold in market transactions.

How many Upwork (UPWK) shares does Gary Steele hold after these RSU grants?

The filing lists post-transaction holdings for each award. After one award, total direct holdings are shown as 112,216 shares of common stock, while after the other award a total of 91,336 shares is reported, reflecting different line-item calculations within the filing.