UPWK insider transaction filings

UPWORK, INC — 50 most recent Form 4 filings from SEC EDGAR, normalized by FilingPulse. Latest filing: 2026-08-20. Screen UPWK transaction legs live →

FiledFormInsiderReported transactionsSource
2026-08-204Kappus Anthony Ray — GM & Chief Operating OfficerOption exercise (M): 5,115 · Sale (S): 1,964 @ $8.43 · Option exercise (M): 5,115 (derivative) @ $0EDGAR
2026-08-204Gessert Erica — Chief Financial OfficerOption exercise (M): 37,500 · Option exercise (M): 8,524 · Sale (S): 22,844 @ $8.43 · Option exercise (M): 37,500 (derivative) @ $0 · Option exercise (M): 8,524 (derivative) @ $0EDGAR
2026-08-204Brown Hayden — President & CEO, DirectorOption exercise (M): 14,850 · Option exercise (M): 18,333 · Option exercise (M): 13,639 · Sale (S): 23,241 @ $8.43 · Sale (S): 50,000 @ $8.43 · Option exercise (M): 14,850 (derivative) @ $0 · +2 moreEDGAR
2026-07-214Kappus Anthony Ray — GM & Chief Operating OfficerOption exercise (M): 1,412 · Sale (S): 558 @ $9.06 · Option exercise (M): 1,412 (derivative) @ $0EDGAR
2026-06-234Gessert Erica — Chief Financial OfficerOption exercise (M): 8,432 · Option exercise (M): 9,700 · Sale (S): 9,169 @ $8.15 · Option exercise (M): 8,432 (derivative) @ $0 · Option exercise (M): 9,700 (derivative) @ $0EDGAR
2026-06-234Mekhalfa Sabrina — Chief Accounting OfficerOption exercise (M): 3,577 · Sale (S): 1,276 @ $8.15 · Option exercise (M): 3,577 (derivative) @ $0EDGAR
2026-06-234Brown Hayden — President & CEO, DirectorOption exercise (M): 17,733 · Option exercise (M): 28,678 · Sale (S): 23,468 @ $8.15 · Option exercise (M): 17,733 (derivative) @ $0 · Option exercise (M): 28,678 (derivative) @ $0EDGAR
2026-06-084BRAMLEY CLAIRE — DirectorGrant/award (A): 45,146 @ $0EDGAR
2026-06-084Steele Gary — DirectorGrant/award (A): 6,207 @ $0 · Grant/award (A): 20,880 @ $0EDGAR
2026-06-084EVAN DANA L — DirectorGrant/award (A): 20,880 @ $0EDGAR
2026-06-084KELMAN GLENN — DirectorGrant/award (A): 6,207 @ $0 · Grant/award (A): 20,880 @ $0EDGAR
2026-06-084LISSY DAVID H — DirectorGrant/award (A): 45,146 @ $0 · Grant/award (A): 20,880 @ $0EDGAR
2026-06-084HARVEY KEVIN — DirectorGrant/award (A): 6,207 @ $0 · Grant/award (A): 20,880 @ $0EDGAR
2026-06-084LAYTON THOMAS — DirectorGrant/award (A): 6,207 @ $0 · Grant/award (A): 6,772 @ $0 · Grant/award (A): 20,880 @ $0EDGAR
2026-05-204Gessert Erica — Chief Financial OfficerOption exercise (M): 37,500 · Option exercise (M): 8,524 · Sale (S): 22,162 @ $8.66 · Option exercise (M): 37,500 (derivative) @ $0 · Option exercise (M): 8,524 (derivative) @ $0EDGAR
2026-05-204Kappus Anthony Ray — GM & Chief Operating OfficerOption exercise (M): 5,114 · Sale (S): 1,905 @ $8.66 · Option exercise (M): 5,114 (derivative) @ $0EDGAR
2026-05-204Brown Hayden — President & CEO, DirectorOption exercise (M): 14,850 · Option exercise (M): 18,334 · Option exercise (M): 13,638 · Sale (S): 22,546 @ $8.66 · Sale (S): 50,000 @ $8.57 · Option exercise (M): 14,850 (derivative) @ $0 · +2 moreEDGAR
2026-04-214Kappus Anthony Ray — GM & Chief Operating OfficerGrant/award (A): 22,603 (derivative) @ $0EDGAR
2026-03-204Bottoms Dave — GM, MarketplaceOption exercise (M): 8,980 · Option exercise (M): 6,024 · Option exercise (M): 5,904 · Sale (S): 11,575 @ $12.31 · Sale (S): 7,000 @ $11.49 · Option exercise (M): 8,980 (derivative) @ $0 · +2 moreEDGAR
2026-03-204Gessert Erica — Chief Financial OfficerOption exercise (M): 8,433 · Option exercise (M): 9,699 · Sale (S): 9,278 @ $12.31 · Option exercise (M): 8,433 (derivative) @ $0 · Option exercise (M): 9,699 (derivative) @ $0EDGAR
2026-03-204Mekhalfa Sabrina — Chief Accounting OfficerOption exercise (M): 3,577 · Sale (S): 1,482 @ $12.31 · Option exercise (M): 3,577 (derivative) @ $0EDGAR
2026-03-204Brown Hayden — President & CEO, DirectorOption exercise (M): 17,733 · Option exercise (M): 28,677 · Sale (S): 23,745 @ $12.31 · Option exercise (M): 17,733 (derivative) @ $0 · Option exercise (M): 28,677 (derivative) @ $0EDGAR
2026-02-194Bottoms Dave — GM, MarketplaceOption exercise (M): 28,912 · Option exercise (M): 3,750 · Sale (S): 17,013 @ $13.80 · Sale (S): 15,649 @ $13.51 · Option exercise (M): 28,912 (derivative) @ $0 · Option exercise (M): 3,750 (derivative) @ $0 · +1 moreEDGAR
2026-02-194Gessert Erica — Chief Financial OfficerOption exercise (M): 40,477 · Option exercise (M): 37,500 · Sale (S): 26,292 @ $13.80 · Option exercise (M): 40,477 (derivative) @ $0 · Option exercise (M): 37,500 (derivative) @ $0 · Grant/award (A): 136,388 (derivative) @ $0EDGAR
2026-02-194Brown Hayden — President & CEO, DirectorOption exercise (M): 127,678 · Option exercise (M): 9,589 · Option exercise (M): 7,611 · Option exercise (M): 14,850 · Option exercise (M): 18,333 · Sale (S): 73,152 @ $13.80 · +7 moreEDGAR
2025-12-224Bottoms Dave — GM, MarketplaceOption exercise (M): 8,980 · Option exercise (M): 6,023 · Option exercise (M): 5,904 · Sale (S): 11,285 @ $20.59 · Sale (S): 9,622 @ $20.66 · Option exercise (M): 8,980 (derivative) @ $0 · +2 moreEDGAR
2025-12-224Gessert Erica — Chief Financial OfficerOption exercise (M): 8,433 · Option exercise (M): 9,700 · Sale (S): 9,044 @ $20.59 · Option exercise (M): 8,433 (derivative) @ $0 · Option exercise (M): 9,700 (derivative) @ $0EDGAR
2025-12-224Mekhalfa Sabrina — Chief Accounting OfficerGrant/award (A): 42,929 (derivative) @ $0EDGAR
2025-12-224Brown Hayden — President & CEO, DirectorOption exercise (M): 17,733 · Option exercise (M): 28,678 · Sale (S): 23,147 @ $20.59 · Option exercise (M): 17,733 (derivative) @ $0 · Option exercise (M): 28,678 (derivative) @ $0EDGAR
2025-11-284Brown Hayden — President & CEO, DirectorSale (S): 75,000 @ $19.78 · Sale (S): 175,000 @ $19.43 · Sale (S): 100,000 @ $19.44EDGAR
2025-11-254Brown Hayden — President & CEO, DirectorSale (S): 60,000 @ $18.20EDGAR
2025-11-254Steele Gary — DirectorSale (S): 12,500 @ $17.51EDGAR
2025-11-204Gessert Erica — Chief Financial OfficerOption exercise (M): 37,500 · Sale (S): 9,059 @ $16.14 · Sale (S): 9,434 @ $17.24 · Option exercise (M): 37,500 (derivative) @ $0EDGAR
2025-11-204Brown Hayden — President & CEO, DirectorOption exercise (M): 9,589 · Option exercise (M): 7,610 · Option exercise (M): 14,850 · Option exercise (M): 18,333 · Sale (S): 12,114 @ $16.14 · Sale (S): 12,732 @ $17.24 · +4 moreEDGAR
2025-11-194Bottoms Dave — GM, MarketplaceSale (S): 561 @ $16.45 · Option exercise (M): 3,750 · Sale (S): 955 @ $16.14 · Sale (S): 1,047 @ $17.24 · Sale (S): 1,748 @ $18.13 · Option exercise (M): 3,750 (derivative) @ $0EDGAR
2025-09-224Bottoms Dave — GM, MarketplaceOption exercise (M): 8,980 · Option exercise (M): 6,024 · Option exercise (M): 5,904 · Sale (S): 10,894 @ $19.16 · Sale (S): 10,014 @ $19.96 · Option exercise (M): 8,980 (derivative) @ $0 · +2 moreEDGAR
2025-09-224Gessert Erica — Chief Financial OfficerOption exercise (M): 8,433 · Option exercise (M): 9,700 · Sale (S): 8,730 @ $19.16 · Option exercise (M): 8,433 (derivative) @ $0 · Option exercise (M): 9,700 (derivative) @ $0EDGAR
2025-09-194Brown Hayden — President & CEO, DirectorSale (S): 20,000 @ $18 · Sale (S): 20,000 @ $19 · Option exercise (M): 17,734 · Option exercise (M): 28,677 · Sale (S): 22,344 @ $19.16 · Sale (S): 20,000 @ $20 · +2 moreEDGAR
2025-09-034Bottoms Dave — GM, MarketplaceSale (S): 1,690 @ $14.95EDGAR
2025-08-214Marie Olivier — Chief Accounting OfficerSale (S): 1,686 @ $13.88EDGAR
2025-08-204Gessert Erica — Chief Financial OfficerOption exercise (M): 37,500 · Sale (S): 19,036 @ $13.84 · Option exercise (M): 37,500 (derivative) @ $0EDGAR
2025-08-204Bottoms Dave — GM, MarketplaceOption exercise (M): 3,750 · Sale (S): 2,060 @ $13.84 · Option exercise (M): 3,750 (derivative) @ $0EDGAR
2025-08-194Brown Hayden — President & CEO, DirectorSale (S): 60,000 @ $13.76 · Option exercise (M): 9,589 · Option exercise (M): 7,610 · Option exercise (M): 14,850 · Option exercise (M): 18,334 · Sale (S): 25,577 @ $13.84 · +4 moreEDGAR
2025-08-184Marie Olivier — Chief Accounting OfficerSale (S): 1,294 @ $14 · Option exercise (M): 1,427 · Option exercise (M): 1,200 · Sale (S): 941 @ $13.84 · Option exercise (M): 1,427 (derivative) @ $0 · Option exercise (M): 1,200 (derivative) @ $0EDGAR
2025-08-124Bottoms Dave — GM, MarketplaceSale (S): 9,000 @ $12.88EDGAR
2025-06-244Marie Olivier — Chief Accounting OfficerSale (S): 748 @ $13.24 · Sale (S): 1,842 @ $13.24EDGAR
2025-06-234Marie Olivier — Chief Accounting OfficerOption exercise (M): 2,635 · Option exercise (M): 1,413 · Option exercise (M): 1,169 · Sale (S): 1,879 @ $13.50 · Option exercise (M): 2,635 (derivative) @ $0 · Option exercise (M): 1,413 (derivative) @ $0 · +1 moreEDGAR
2025-06-234Gessert Erica — Chief Financial OfficerOption exercise (M): 8,433 · Option exercise (M): 9,699 · Sale (S): 9,267 @ $13.51 · Option exercise (M): 8,433 (derivative) @ $0 · Option exercise (M): 9,699 (derivative) @ $0EDGAR
2025-06-234Brown Hayden — President & CEO, DirectorOption exercise (M): 17,733 · Option exercise (M): 28,677 · Sale (S): 23,716 @ $13.51 · Option exercise (M): 17,733 (derivative) @ $0 · Option exercise (M): 28,677 (derivative) @ $0EDGAR
2025-06-234Bottoms Dave — GM, MarketplaceOption exercise (M): 8,980 · Option exercise (M): 6,023 · Option exercise (M): 5,904 · Sale (S): 11,562 @ $13.51 · Option exercise (M): 8,980 (derivative) @ $0 · Option exercise (M): 6,023 (derivative) @ $0 · +1 moreEDGAR

Recent 8-K events — UPWORK, INC

FiledFormItems reportedSource
2026-08-108-K2.02 — Results of Operations and Financial Condition
9.01 — Financial Statements and Exhibits
EDGAR
2026-07-168-K5.02 — Departure of Directors or Certain Officers; Election of Directors; Appointment of Certain Officers; Compensatory Arrangements of Certain OfficersEDGAR
2026-06-238-K1.01 — Entry into a Material Definitive Agreement
2.03 — Creation of a Direct Financial Obligation or an Obligation under an Off-Balance Sheet Arrangement of a Registrant
9.01 — Financial Statements and Exhibits
EDGAR
2026-06-058-K5.02 — Departure of Directors or Certain Officers; Election of Directors; Appointment of Certain Officers; Compensatory Arrangements of Certain Officers
5.07 — Submission of Matters to a Vote of Security Holders
EDGAR
2026-05-078-K2.02 — Results of Operations and Financial Condition
?
7.01 — Regulation FD Disclosure
9.01 — Financial Statements and Exhibits
EDGAR
2026-03-188-K5.02 — Departure of Directors or Certain Officers; Election of Directors; Appointment of Certain Officers; Compensatory Arrangements of Certain OfficersEDGAR
2026-02-188-K8.01 — Other EventsEDGAR
2026-02-098-K2.02 — Results of Operations and Financial Condition
5.03 — Amendments to Articles of Incorporation or Bylaws; Change in Fiscal Year
9.01 — Financial Statements and Exhibits
EDGAR
2025-12-118-K5.02 — Departure of Directors or Certain Officers; Election of Directors; Appointment of Certain Officers; Compensatory Arrangements of Certain OfficersEDGAR
2025-11-038-K2.02 — Results of Operations and Financial Condition
9.01 — Financial Statements and Exhibits
EDGAR
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