STOCK TITAN

[Form 4] Upwork Inc. Insider Trading Activity

Filing Impact
(Moderate)
Filing Sentiment
(Negative)
Form Type
4
Rhea-AI Filing Summary

Erica Gessert, Chief Financial Officer of Upwork, Inc. (UPWK) reported equity activity related to restricted stock units and a sell-to-cover tax-withholding transaction. On 08/18/2025, 37,500 RSUs vested, converting to 37,500 shares of common stock that were recorded as acquired. To satisfy tax withholding required by the company's equity plan, 19,036 shares were sold in multiple transactions at a weighted average price of $13.8352 per share (prices ranged $13.74–$13.987). After these transactions the reporting person held 209,202 shares of common stock and beneficially owned 262,500 shares underlying RSUs.

The filing notes the sell-to-cover was mandated by the issuer's election under its equity incentive plans and does not reflect a discretionary sale by the reporting person.

Erica Gessert, Chief Financial Officer di Upwork, Inc. (UPWK) ha comunicato operazioni su strumenti azionari legate a restricted stock unit e a una vendita per coprire le imposte. In data 18/08/2025 sono 37.500 RSU maturate, convertite in 37.500 azioni ordinarie registrate come acquisite. Per soddisfare la ritenuta fiscale prevista dal piano azionario della società, sono state vendute 19.036 azioni in più transazioni a un prezzo medio ponderato di $13,8352 per azione (range $13,74–$13,987). Dopo tali operazioni la dichiarante deteneva 209.202 azioni ordinarie e beneficiava della proprietà di 262.500 azioni sottostanti RSU.

La comunicazione specifica che la vendita per coprire le imposte è stata imposta dall'opzione dell'emittente prevista nei suoi piani di incentivazione azionaria e non rappresenta una vendita discrezionale da parte della dichiarante.

Erica Gessert, directora financiera de Upwork, Inc. (UPWK), informó movimientos relacionados con unidades de acciones restringidas y una venta para cubrir retenciones fiscales. El 18/08/2025 37.500 RSU vencieron, convirtiéndose en 37.500 acciones ordinarias registradas como adquiridas. Para cubrir la retención fiscal exigida por el plan de acciones de la compañía, se vendieron 19.036 acciones en varias transacciones a un precio medio ponderado de $13,8352 por acción (rango $13,74–$13,987). Tras estas operaciones, la informante poseía 209.202 acciones ordinarias y tenía la propiedad beneficiaria de 262.500 acciones subyacentes a RSU.

El informe aclara que la venta para cubrir impuestos fue obligatoria por la elección del emisor en sus planes de incentivos accionarios y no refleja una venta discrecional por parte de la informante.

Upwork, Inc.(UPWK) 재무책임자 Erica Gessert가 제한주식(RSU) 관련 거래와 세금 납부를 위한 매도(셀-투-커버) 거래를 보고했습니다. 2025년 08/1837,500 RSU가 확정(베스팅)되어 37,500주의 보통주로 전환되어 취득으로 기록되었습니다. 회사의 주식 보상 플랜에 따른 세금 원천징수를 위해 19,036주가 여러 거래로 매도되었고, 가중평균 매도가격은 주당 $13.8352였습니다(가격 범위 $13.74–$13.987). 이 거래 후 보고자는 209,202주 보통주를 보유하고 262,500주에 해당하는 RSU의 실질 소유권을 보유하고 있었습니다.

공시에는 이 셀-투-커버가 발행사의 주식 인센티브 플랜에 따른 선택에 의해 요구된 것이며 보고자의 임의 매도는 아님을 명시하고 있습니다.

Erica Gessert, directrice financière d'Upwork, Inc. (UPWK), a déclaré des mouvements de titres liés à des restricted stock units et une opération de vente pour couvrir la retenue d'impôt. Le 18/08/2025, 37 500 RSU ont acquis, se convertissant en 37 500 actions ordinaires enregistrées comme acquises. Pour satisfaire la retenue fiscale requise par le plan d'actions de la société, 19 036 actions ont été vendues en plusieurs transactions à un prix moyen pondéré de 13,8352 $ par action (plage $13,74–$13,987). Après ces opérations, la déclarante détenait 209 202 actions ordinaires et bénéficiait de la propriété de 262 500 actions sous-jacentes aux RSU.

Le dépôt précise que la vente pour couvrir la retenue d'impôt a été imposée par le choix de l'émetteur dans le cadre de ses plans d'incitation en actions et ne reflète pas une vente discrétionnaire de la part de la déclarante.

Erica Gessert, Chief Financial Officer von Upwork, Inc. (UPWK), meldete Aktienaktivitäten im Zusammenhang mit Restricted Stock Units und einer Sell-to-Cover-Steuerabwicklung. Am 18.08.2025 sind 37.500 RSUs vestet und in 37.500 Stammaktien umgewandelt worden, die als erworben verbucht wurden. Zur Erfüllung der steuerlichen Abzugsverpflichtung gemäß dem Aktienplan des Unternehmens wurden 19.036 Aktien verkauft in mehreren Transaktionen zu einem gewichteten Durchschnittspreis von $13,8352 je Aktie (Spanne $13,74–$13,987). Nach diesen Transaktionen hielt die meldende Person 209.202 Stammaktien und besaß wirtschaftlich 262.500 Aktien, die RSUs zugrunde liegen.

Die Meldung weist darauf hin, dass der Sell-to-Cover durch die Wahl des Emittenten in seinen Aktienanreizplänen vorgeschrieben war und keinen freiwilligen Verkauf durch die meldende Person darstellt.

Positive
  • None.
Negative
  • None.

Insights

TL;DR: Routine executive equity vesting with mandated sell-to-cover; no material change to ownership stake beyond expected vesting mechanics.

The filing documents a standard vesting event of 37,500 RSUs and a concurrent sell-to-cover of 19,036 shares to satisfy tax obligations at a weighted average price of $13.8352. This is an administrative liquidity action driven by plan terms, not an opportunistic open-market divestiture. The net increase in common shares held (post-transaction 209,202) and total underlying RSU exposure (262,500) maintain executive alignment with shareholder interests. There is no indication of additional strategic or liquidity-driven dispositions.

TL;DR: Transaction reflects standard equity-compensation governance and plan-enforced tax withholding; demonstrates plan mechanics working as intended.

The report explicitly states the sale was a "sell-to-cover" required by the issuer's equity incentive plan, which is a common governance practice to satisfy withholding without requiring cash payments by the executive. The disclosure is clear on number of RSUs vested, number of shares sold for withholding, and the price range, indicating appropriate SEC Section 16 reporting and transparency. No governance issues or discretionary insider selling are evidenced here.

Erica Gessert, Chief Financial Officer di Upwork, Inc. (UPWK) ha comunicato operazioni su strumenti azionari legate a restricted stock unit e a una vendita per coprire le imposte. In data 18/08/2025 sono 37.500 RSU maturate, convertite in 37.500 azioni ordinarie registrate come acquisite. Per soddisfare la ritenuta fiscale prevista dal piano azionario della società, sono state vendute 19.036 azioni in più transazioni a un prezzo medio ponderato di $13,8352 per azione (range $13,74–$13,987). Dopo tali operazioni la dichiarante deteneva 209.202 azioni ordinarie e beneficiava della proprietà di 262.500 azioni sottostanti RSU.

La comunicazione specifica che la vendita per coprire le imposte è stata imposta dall'opzione dell'emittente prevista nei suoi piani di incentivazione azionaria e non rappresenta una vendita discrezionale da parte della dichiarante.

Erica Gessert, directora financiera de Upwork, Inc. (UPWK), informó movimientos relacionados con unidades de acciones restringidas y una venta para cubrir retenciones fiscales. El 18/08/2025 37.500 RSU vencieron, convirtiéndose en 37.500 acciones ordinarias registradas como adquiridas. Para cubrir la retención fiscal exigida por el plan de acciones de la compañía, se vendieron 19.036 acciones en varias transacciones a un precio medio ponderado de $13,8352 por acción (rango $13,74–$13,987). Tras estas operaciones, la informante poseía 209.202 acciones ordinarias y tenía la propiedad beneficiaria de 262.500 acciones subyacentes a RSU.

El informe aclara que la venta para cubrir impuestos fue obligatoria por la elección del emisor en sus planes de incentivos accionarios y no refleja una venta discrecional por parte de la informante.

Upwork, Inc.(UPWK) 재무책임자 Erica Gessert가 제한주식(RSU) 관련 거래와 세금 납부를 위한 매도(셀-투-커버) 거래를 보고했습니다. 2025년 08/1837,500 RSU가 확정(베스팅)되어 37,500주의 보통주로 전환되어 취득으로 기록되었습니다. 회사의 주식 보상 플랜에 따른 세금 원천징수를 위해 19,036주가 여러 거래로 매도되었고, 가중평균 매도가격은 주당 $13.8352였습니다(가격 범위 $13.74–$13.987). 이 거래 후 보고자는 209,202주 보통주를 보유하고 262,500주에 해당하는 RSU의 실질 소유권을 보유하고 있었습니다.

공시에는 이 셀-투-커버가 발행사의 주식 인센티브 플랜에 따른 선택에 의해 요구된 것이며 보고자의 임의 매도는 아님을 명시하고 있습니다.

Erica Gessert, directrice financière d'Upwork, Inc. (UPWK), a déclaré des mouvements de titres liés à des restricted stock units et une opération de vente pour couvrir la retenue d'impôt. Le 18/08/2025, 37 500 RSU ont acquis, se convertissant en 37 500 actions ordinaires enregistrées comme acquises. Pour satisfaire la retenue fiscale requise par le plan d'actions de la société, 19 036 actions ont été vendues en plusieurs transactions à un prix moyen pondéré de 13,8352 $ par action (plage $13,74–$13,987). Après ces opérations, la déclarante détenait 209 202 actions ordinaires et bénéficiait de la propriété de 262 500 actions sous-jacentes aux RSU.

Le dépôt précise que la vente pour couvrir la retenue d'impôt a été imposée par le choix de l'émetteur dans le cadre de ses plans d'incitation en actions et ne reflète pas une vente discrétionnaire de la part de la déclarante.

Erica Gessert, Chief Financial Officer von Upwork, Inc. (UPWK), meldete Aktienaktivitäten im Zusammenhang mit Restricted Stock Units und einer Sell-to-Cover-Steuerabwicklung. Am 18.08.2025 sind 37.500 RSUs vestet und in 37.500 Stammaktien umgewandelt worden, die als erworben verbucht wurden. Zur Erfüllung der steuerlichen Abzugsverpflichtung gemäß dem Aktienplan des Unternehmens wurden 19.036 Aktien verkauft in mehreren Transaktionen zu einem gewichteten Durchschnittspreis von $13,8352 je Aktie (Spanne $13,74–$13,987). Nach diesen Transaktionen hielt die meldende Person 209.202 Stammaktien und besaß wirtschaftlich 262.500 Aktien, die RSUs zugrunde liegen.

Die Meldung weist darauf hin, dass der Sell-to-Cover durch die Wahl des Emittenten in seinen Aktienanreizplänen vorgeschrieben war und keinen freiwilligen Verkauf durch die meldende Person darstellt.

SEC Form 4
FORM 4 UNITED 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*
Gessert Erica

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

(Street)
PALO ALTO CA 94301

(City) (State) (Zip)
2. Issuer Name and Ticker or Trading Symbol
UPWORK, INC [ UPWK ]
5. Relationship of Reporting Person(s) to Issuer
(Check all applicable)
Director 10% Owner
X Officer (give title below) Other (specify below)
Chief Financial Officer
3. Date of Earliest Transaction (Month/Day/Year)
08/18/2025
4. If Amendment, Date of Original Filed (Month/Day/Year)
6. Individual or Joint/Group Filing (Check Applicable Line)
X Form filed by One Reporting Person
Form filed by More than One Reporting Person
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)
Code V Amount (A) or (D) Price
Common Stock 08/18/2025 M 37,500 A (1) 228,238 D
Common Stock 08/18/2025 S(2) 19,036 D $13.8352(3) 209,202 D
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)
Code V (A) (D) Date Exercisable Expiration Date Title Amount or Number of Shares
Restricted Stock Units (1) 08/18/2025 M 37,500 (4) (4) Common Stock 37,500 $0.00 262,500 D
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 $13.74 to $13.987 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 25% on May 18, 2024 and then 1/16th of the total number of shares on each quarterly anniversary thereafter, subject to the continuing employment of the Reporting Person with the Issuer on each vesting date.
Remarks:
/s/ Jacob McQuown, Attorney-in-Fact 08/20/2025
** Signature of Reporting Person Date
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.
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