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Upwork CAO exercises RSUs, sells 1,299 shares

Upwork’s chief accounting officer exercised RSUs and sold a portion of the resulting shares solely to cover tax withholding obligations.

(Neutral)
(Neutral)
Form Type
4

Rhea-AI Filing Summary

UPWORK, INC (UPWK) reported that Chief Accounting Officer Sabrina Mekhalfa exercised 3,578 Restricted Stock Units on September 18, 2026, receiving the same number of common shares. Of these, 1,299 shares were sold in a mandated sell to cover transaction to satisfy tax withholding obligations, and 32,197 RSUs remained outstanding after the transaction.

Positive

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Negative

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Insider Mekhalfa Sabrina
Role Chief Accounting Officer
Sold 1,299 shs ($11K)
Approx. gross sale proceeds $11K
Type Security Shares Price Value
Exercise Restricted Stock Units F1, F4 3,578 $0.00 $0.00
Exercise Common Stock F1 3,578 -- --
Sale Common Stock F2, F3 1,299 $8.4508 $11K
Holdings After Transaction: Restricted Stock Units — 32,197 contracts (Direct); Common Stock — 6,675 shares (Direct)
Footnotes (4)
  1. F1. Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock.
  2. F2. 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. F3. The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $8.315 to $8.52 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. F4. The RSUs vest in equal quarterly installments over three years beginning on March 18, 2026, subject to the continuing employment of the Reporting Person with the Issuer on each vesting date.
RSUs exercised 3,578 shares Restricted Stock Units converted into UPWORK, INC common stock on September 18, 2026
Shares sold to cover tax 1,299 shares Common shares sold on September 18, 2026 to cover RSU tax withholding
Weighted average sale price $8.4508 per share Weighted average price for the 1,299 UPWK shares sold
Sale price range $8.315–$8.52 per share Price range of individual trades within the 1,299-share sale
RSUs remaining after transaction 32,197 units Total RSUs reported as held following the September 18, 2026 exercise
RSU vesting period 3 years, quarterly RSUs vest in equal quarterly installments over three years from March 18, 2026
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.
sell to cover financial
"funded by a "sell to cover" transaction and does not represent a discretionary trade"
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.
vesting financial
"The RSUs vest in equal quarterly installments over three 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.

FAQ

AI-generated questions and answers. How Rhea-AI works. Not financial advice.

What insider transactions did UPWK’s Chief Accounting Officer report on September 18, 2026?

Sabrina Mekhalfa exercised 3,578 RSUs, receiving the same number of UPWK common shares, and sold 1,299 shares in a transaction mandated to cover tax withholding obligations related to the RSU vesting.

How many UPWK RSUs does the reporting person hold after this Form 4 transaction?

After the September 18, 2026 exercise, Sabrina Mekhalfa held 32,197 Restricted Stock Units, each representing a contingent right to receive one share of UPWORK, INC common stock, subject to future vesting conditions.

Were the UPWK share sales by the Chief Accounting Officer discretionary trades?

No. The 1,299-share sale was mandated under UPWORK, INC’s equity incentive plan as a sell to cover transaction to fund tax withholding obligations and “does not represent a discretionary trade” by Sabrina Mekhalfa.

Is there a Rule 10b5-1 trading plan associated with this UPWK Form 4 filing?

No Rule 10b5-1 trading plan is reported. The plan-related checkbox is not marked, and the footnotes only describe routine RSU vesting and a mandated sell-to-cover tax transaction.

How do the UPWK RSUs reported here vest over time?

The RSUs vest in equal quarterly installments over three years, beginning on March 18, 2026, contingent on Sabrina Mekhalfa’s continued employment with UPWORK, INC on each vesting date.

AI-generated analysis. How Rhea-AI works. Not financial advice.

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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*
Mekhalfa Sabrina

(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)
Director10% Owner
XOfficer (give title below)Other (specify below)
Chief Accounting Officer
2a. Foreign Trading Symbol
3. Date of Earliest Transaction (Month/Day/Year)
09/18/2026
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 Stock09/18/2026M3,578A(1)7,974D
Common Stock09/18/2026S(2)1,299D$8.4508(3)6,675D
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)09/18/2026M3,578 (4) (4)Common Stock3,578$0.0032,197D
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 $8.315 to $8.52 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 three years beginning on March 18, 2026, subject to the continuing employment of the Reporting Person with the Issuer on each vesting date.
Remarks:
/s/ Jacob McQuown, Attorney-in-Fact09/22/2026
** 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)

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