[Form 4] UPWORK, INC Insider Trading Activity
Erica Gessert, Chief Financial Officer of Upwork, Inc. (UPWK), reported multiple equity transactions on 09/18/2025. The filing shows acquisition of 8,433 and 9,700 restricted stock units (RSUs) that vest quarterly over four years, increasing RSU-based claims on common stock. Concurrently, 8,730 shares were sold as a mandatory "sell-to-cover" to satisfy tax-withholding obligations at a weighted-average price of $19.1641 per share. Following these events, the reporting person beneficially owned 218,605, 227,335, and other figures shown per transaction line, and held 84,329 and 135,796 shares attributable to vested RSUs in Table II. The sale was described as required by the company’s equity plan and not a discretionary trade.
Erica Gessert, Direttore Finanziario di Upwork, Inc. (UPWK), ha riportato diverse transazioni azionarie il 18 settembre 2025. La pratica mostra l'acquisizione di 8.433 e 9.700 unità azionarie soggette a restrizioni (RSU) che maturano trimestralmente nell'arco di quattro anni, aumentando i diritti basati su RSU sulle azioni ordinarie. Contemporaneamente, sono state vendute 8.730 azioni come vendita obbligatoria per coprire le obbligazioni fiscali a un prezzo medio ponderato di $19.1641 per azione. A seguito di tali eventi, la persona che segnala deteneva in modo beneficiario 218.605, 227.335 e altre cifre indicate per riga di transazione, e possedeva 84.329 e 135.796 azioni attribuibili a RSU maturate nella Tabella II. La vendita è stata descritta come necessaria ai sensi del piano azionario dell’azienda e non come una operazione discrezionale.
Erica Gessert, Directora Financiera de Upwork, Inc. (UPWK), reportó varias transacciones de acciones el 18/09/2025. La presentación muestra la adquisición de 8.433 y 9.700 unidades de acciones restringidas (RSU) que se visten trimestralmente durante cuatro años, aumentando las reclamaciones basadas en RSU sobre las acciones comunes. Paralelamente, se vendieron 8.730 acciones como venta para cubrir obligaciones de retención de impuestos a un precio medio ponderado de $19.1641 por acción. Después de estos eventos, la persona que reporta poseía beneficiosamente 218.605, 227.335 y otras cifras mostradas por línea de transacción, y poseía 84.329 y 135.796 acciones atribuibles a RSU vested en la Tabla II. La venta se describió como necesaria según el plan de acciones de la empresa y no como una operación discrecional.
에리카 게서트, Upwork, Inc.의 최고재무책임자(CFO), 2025년 9월 18일 여러 주식 거래를 보고했습니다. 제출서에는 8,433주와 9,700주의 제한 주식 유닛(RSU)이 4년 동안 매 분기 vesting되며 RSU 기반의 일반 주식 청구권이 증가하는 것이 명시됩니다. 동시에 8,730주가 세금 원천징수 의무를 충족하기 위한 매도-커버로 매도되었고, 주당 가중평균 가격은 $19.1641였습니다. 이러한 사건 이후 보고인은 혜택적으로 218,605, 227,335 및 거래별 다른 수치를 소유하게 되었고, 표 II에 기재된 RSU 귀속 주식으로 84,329주와 135,796주를 보유했습니다. 매각은 회사의 주식계획에 따라 필요한 것으로 설명되었으며 재량 거래가 아니었습니다.
Erica Gessert, Directrice financière d'Upwork, Inc. (UPWK), a rapporté plusieurs transactions sur actions le 18/09/2025. Le dépôt montre l'acquisition de 8 433 et 9 700 unités d'actions restreintes (RSU) qui se vestent trimestriellement sur quatre ans, augmentant les droits basés sur les RSU sur les actions ordinaires. Parallèlement, 8 730 actions ont été vendues dans le cadre d'une opération sell-to-cover pour satisfaire les obligations de retenue à la source, à un prix moyen pondéré de 19,1641 $ par action. Suite à ces événements, la personne déclarant détenait bénéficiairement 218 605, 227 335 et d'autres chiffres indiqués ligne par ligne, et détenait 84 329 et 135 796 actions attribuables aux RSU acquis dans le Tableau II. La vente a été décrite comme nécessaire en vertu du plan d'actions de l'entreprise et non comme une opération discrétionnaire.
Erica Gessert, Chief Financial Officer von Upwork, Inc. (UPWK), meldete am 18.09.2025 mehrere Aktienverkäufe. Die Einreichung zeigt den Erwerb von 8.433 und 9.700 Restricted Stock Units (RSUs), die quartalsweise über vier Jahre vesten und RSU-basierte Ansprüche an Stammaktien erhöhen. Zugleich wurden 8.730 Aktien als obligatorischer Sell-to-Cover verkauft, um Steuerabzüge zu erfüllen, zu einem gewogenen Durchschnittspreis von $19,1641 pro Aktie. Nach diesen Ereignissen war die meldende Person begünstigt Eigentümer von 218.605, 227.335 und weiteren gemäß Transaktionszeile dargestellten Beträgen und hielt 84.329 und 135.796 Aktien, die RSUs aus Vesting in Tabelle II zugeordnet sind. Der Verkauf wurde als durch den Aktienplan des Unternehmens erforderlich beschrieben und nicht als freier Handel.
إيريكا جيدجرت، المدير المالي لشركة Upwork، Inc. (UPWK)، أبلغت عن عدة معاملات أسهم في 18/09/2025. يظهر الملف حصول على 8,433 و 9,700 وحدة أسهم مقيدة (RSU) تتسارع بنظام vesting ربع سنوي على مدى أربع سنوات، مما يزيد من المطالبات القائمة على RSU بالنسبة إلى الأسهم العادية. في الوقت نفسه، تم بيع 8,730 سهمًا كـ Sell-to-Cover لتلبية التزامات الحجز الضريبي عند سعر مؤثر وسط قدره $19.1641 للسهم الواحد. بعد هذه الأحداث، أصبح الشخص المبلغ عنه مالكًا كفائصيًا 218,605 و227,335 وأرقام أخرى مبينة في سطر المعاملة، وامتلك 84,329 و 135,796 سهمًا من RSU المنسوبة إلى vesting في الجدول II. ووُصف البيع بأنه مطلوب بموجب خطة الأسهم الخاصة بالشركة وليس كتداول تقديري.
Upwork, Inc.（UPWK）首席财务官 Erica Gessert 于 2025-09-18 报告了多项股票交易。 公告显示获得了 8,433 股和 9,700 股受限股票单位（RSU），这些 RSU 将在四年内按季度归属，从而增加 RSU 对普通股的权利。与此同时，出于税务预扣义务，作为强制性卖出覆盖（sell-to-cover）出售了 8,730 股，平均价格为每股 $19.1641。这些事件之后，汇报人实际拥有 218,605 股、227,335 股及交易行中显示的其他数字，并在表 II 中持有归属 RSU 的 84,329 股和 135,796 股。该出售被描述为符合公司股权计划的需要，而非自由交易。
- Acquisition of 18,133 RSUs (8,433 and 9,700) increases the reporting person’s long-term equity alignment with shareholders
- RSUs vest quarterly over four years, which supports executive retention and alignment with long-term performance
- Sale of 8,730 shares at a weighted-average price of $19.1641, though disclosed as a mandatory sell-to-cover rather than discretionary selling
Insights
TL;DR: Routine, plan-driven equity vesting and mandatory sell-to-cover; governance controls appear in effect.
The Form 4 documents scheduled RSU vesting and an associated sell-to-cover to meet tax obligations, a common practice under equity compensation plans. The reporting person, the CFO, recorded two RSU accruals (8,433 and 9,700 RSUs) that vest quarterly over four years, which aligns compensation with continued service. The sale of 8,730 shares was explicitly mandated by the issuer to satisfy tax withholding and is described as non-discretionary. From a governance perspective, disclosures are complete and transparent regarding price range and the nature of the transactions.
TL;DR: Insider increased long-term equity exposure via RSUs while executing a routine sell-to-cover; no obvious signal of company-specific stress.
The transactions show net addition of RSU-based equity claims (total RSUs acquired 18,133) while a mandated sale reduced share count by 8,730 at a weighted-average price of $19.1641. The RSU vesting schedules (starting June 2024 and June 2025) indicate multi-year retention incentives. Because the sale was a plan-mandated tax withholding event, it should not be interpreted as a voluntary disposition driven by firm outlook. Overall, the filing is neutral for near-term valuation impact but confirms ongoing executive equity alignment with shareholder value over time.
Erica Gessert, Direttore Finanziario di Upwork, Inc. (UPWK), ha riportato diverse transazioni azionarie il 18 settembre 2025. La pratica mostra l'acquisizione di 8.433 e 9.700 unità azionarie soggette a restrizioni (RSU) che maturano trimestralmente nell'arco di quattro anni, aumentando i diritti basati su RSU sulle azioni ordinarie. Contemporaneamente, sono state vendute 8.730 azioni come vendita obbligatoria per coprire le obbligazioni fiscali a un prezzo medio ponderato di $19.1641 per azione. A seguito di tali eventi, la persona che segnala deteneva in modo beneficiario 218.605, 227.335 e altre cifre indicate per riga di transazione, e possedeva 84.329 e 135.796 azioni attribuibili a RSU maturate nella Tabella II. La vendita è stata descritta come necessaria ai sensi del piano azionario dell’azienda e non come una operazione discrezionale.
Erica Gessert, Directora Financiera de Upwork, Inc. (UPWK), reportó varias transacciones de acciones el 18/09/2025. La presentación muestra la adquisición de 8.433 y 9.700 unidades de acciones restringidas (RSU) que se visten trimestralmente durante cuatro años, aumentando las reclamaciones basadas en RSU sobre las acciones comunes. Paralelamente, se vendieron 8.730 acciones como venta para cubrir obligaciones de retención de impuestos a un precio medio ponderado de $19.1641 por acción. Después de estos eventos, la persona que reporta poseía beneficiosamente 218.605, 227.335 y otras cifras mostradas por línea de transacción, y poseía 84.329 y 135.796 acciones atribuibles a RSU vested en la Tabla II. La venta se describió como necesaria según el plan de acciones de la empresa y no como una operación discrecional.
에리카 게서트, Upwork, Inc.의 최고재무책임자(CFO), 2025년 9월 18일 여러 주식 거래를 보고했습니다. 제출서에는 8,433주와 9,700주의 제한 주식 유닛(RSU)이 4년 동안 매 분기 vesting되며 RSU 기반의 일반 주식 청구권이 증가하는 것이 명시됩니다. 동시에 8,730주가 세금 원천징수 의무를 충족하기 위한 매도-커버로 매도되었고, 주당 가중평균 가격은 $19.1641였습니다. 이러한 사건 이후 보고인은 혜택적으로 218,605, 227,335 및 거래별 다른 수치를 소유하게 되었고, 표 II에 기재된 RSU 귀속 주식으로 84,329주와 135,796주를 보유했습니다. 매각은 회사의 주식계획에 따라 필요한 것으로 설명되었으며 재량 거래가 아니었습니다.
Erica Gessert, Directrice financière d'Upwork, Inc. (UPWK), a rapporté plusieurs transactions sur actions le 18/09/2025. Le dépôt montre l'acquisition de 8 433 et 9 700 unités d'actions restreintes (RSU) qui se vestent trimestriellement sur quatre ans, augmentant les droits basés sur les RSU sur les actions ordinaires. Parallèlement, 8 730 actions ont été vendues dans le cadre d'une opération sell-to-cover pour satisfaire les obligations de retenue à la source, à un prix moyen pondéré de 19,1641 $ par action. Suite à ces événements, la personne déclarant détenait bénéficiairement 218 605, 227 335 et d'autres chiffres indiqués ligne par ligne, et détenait 84 329 et 135 796 actions attribuables aux RSU acquis dans le Tableau II. La vente a été décrite comme nécessaire en vertu du plan d'actions de l'entreprise et non comme une opération discrétionnaire.
Erica Gessert, Chief Financial Officer von Upwork, Inc. (UPWK), meldete am 18.09.2025 mehrere Aktienverkäufe. Die Einreichung zeigt den Erwerb von 8.433 und 9.700 Restricted Stock Units (RSUs), die quartalsweise über vier Jahre vesten und RSU-basierte Ansprüche an Stammaktien erhöhen. Zugleich wurden 8.730 Aktien als obligatorischer Sell-to-Cover verkauft, um Steuerabzüge zu erfüllen, zu einem gewogenen Durchschnittspreis von $19,1641 pro Aktie. Nach diesen Ereignissen war die meldende Person begünstigt Eigentümer von 218.605, 227.335 und weiteren gemäß Transaktionszeile dargestellten Beträgen und hielt 84.329 und 135.796 Aktien, die RSUs aus Vesting in Tabelle II zugeordnet sind. Der Verkauf wurde als durch den Aktienplan des Unternehmens erforderlich beschrieben und nicht als freier Handel.
FAQ
What transactions did UPWK insider Erica Gessert report on 09/18/2025?
Were the share sales by the UPWK CFO discretionary trades?
How do the newly acquired RSUs vest?
How many RSUs were acquired in total in this Form 4?
What price range were the sold shares executed at?
