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Gessert Erica

Disclosed activity across 1 company

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21149
SEC CIK
0001975669

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Reported relationships

Latest disclosed role at each company.

CompanyLast reported asReport datePublished
UPWORK, INCUPWK · Entity 4876Chief Financial OfficerSeptember 18, 2026September 22, 2026

Disclosed balances

About these balances

Latest available filing per company, not a reconstructed current portfolio. Matching sequences show the last reported balance with all source rows expandable; grouping alone does not establish account ownership. Do not add unresolved positions together. Filings may omit unchanged positions, and amendments may correct only part of an older disclosure. Jointly reported shares are not necessarily this owner's personal holdings.

UPWORK, INC

Report date September 18, 2026 · Filed September 22, 2026

Security / awardOwnership accountDisclosed shares / unitsDisclosure context
Common StockSEC Table I · non-derivativeDirect373,586 Ending reported balance After 2026-09-18 transaction · row 3
3 source rows · reconciled sequence

Row 1 · 2026-09-18 · Exercise / conversion · Acquired 8,433 · Balance 373,222

F1: Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock.

Row 2 · 2026-09-18 · Exercise / conversion · Acquired 9,700 · Balance 382,922

F1: Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock.

Row 3 · 2026-09-18 · Sale · Disposed 9,336 · Balance 373,586

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.

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.

Restricted Stock UnitsSEC Table II · derivative / convertible securityDirect50,598 Reported balance After 2026-09-18 transaction · row 4 Instrument identity requires review; Table II rows are not merged.
1 source row

Row 4 · 2026-09-18 · Exercise / conversion · Disposed 8,433 · Balance 50,598

F1: Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock.

F4: The RSUs vest in equal quarterly installments over four years beginning on June 18, 2024, subject to the continuing employment of the Reporting Person with the Issuer on each vesting date.

Restricted Stock UnitsSEC Table II · derivative / convertible securityDirect96,997 Reported balance After 2026-09-18 transaction · row 5 Instrument identity requires review; Table II rows are not merged.
1 source row

Row 5 · 2026-09-18 · Exercise / conversion · Disposed 9,700 · Balance 96,997

F1: Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock.

F5: The RSUs vest in equal quarterly installments over four years beginning on June 18, 2025, subject to the continuing employment of the Reporting Person with the Issuer on each vesting date.

Filing footnotes · ownership attribution and instrument terms

F1: Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock.

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.

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.

F4: The RSUs vest in equal quarterly installments over four years beginning on June 18, 2024, subject to the continuing employment of the Reporting Person with the Issuer on each vesting date.

F5: The RSUs vest in equal quarterly installments over four years beginning on June 18, 2025, subject to the continuing employment of the Reporting Person with the Issuer on each vesting date.

Transaction history

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Purchases/sales include open-market and private transactions. Plan disclosure applies to the filing; individual rows may differ. “Not disclosed” is not “unplanned.”

The cutoff filters transaction history only. Company summaries and owner relationships show the latest available disclosures. Parser corrections can improve historical records.

Transaction dateCompanyActivity / securityShares / unitsReported priceReported valueDetails
September 18, 2026 Filed Sep 22, 2026 20:18 UTC UPWORK, INC UPWK · Entity 4876 Exercise / conversionRestricted Stock Units · Derivative 9,700 $0.00 $0.00
Disclosure

SEC source: 0001975669-26-000013 · primarydocument.xml · derivative · entry 5

Gessert Erica · CIK 0001975669 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 96,997

Underlying: Common Stock · 9,700 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · derivative.exercise_price: Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock.

F5 · derivative.exercise_date: The RSUs vest in equal quarterly installments over four years beginning on June 18, 2025, subject to the continuing employment of the Reporting Person with the Issuer on each vesting date.

F5 · derivative.expiration_date: The RSUs vest in equal quarterly installments over four years beginning on June 18, 2025, subject to the continuing employment of the Reporting Person with the Issuer on each vesting date.

Read SEC document
September 18, 2026 Filed Sep 22, 2026 20:18 UTC UPWORK, INC UPWK · Entity 4876 Exercise / conversionRestricted Stock Units · Derivative 8,433 $0.00 $0.00
Disclosure

SEC source: 0001975669-26-000013 · primarydocument.xml · derivative · entry 4

Gessert Erica · CIK 0001975669 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 50,598

Underlying: Common Stock · 8,433 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · derivative.exercise_price: Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock.

F4 · derivative.exercise_date: The RSUs vest in equal quarterly installments over four years beginning on June 18, 2024, subject to the continuing employment of the Reporting Person with the Issuer on each vesting date.

F4 · derivative.expiration_date: The RSUs vest in equal quarterly installments over four years beginning on June 18, 2024, subject to the continuing employment of the Reporting Person with the Issuer on each vesting date.

Read SEC document
September 18, 2026 Filed Sep 22, 2026 20:18 UTC UPWORK, INC UPWK · Entity 4876 SaleCommon Stock 9,336 $8.45 $78,896.67
Disclosure

SEC source: 0001975669-26-000013 · primarydocument.xml · nonDerivative · entry 3

Gessert Erica · CIK 0001975669 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 373,586

F2 · kind: 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.

F3 · price: 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.

Read SEC document
September 18, 2026 Filed Sep 22, 2026 20:18 UTC UPWORK, INC UPWK · Entity 4876 Exercise / conversionCommon Stock 9,700 Not disclosed Not disclosed
Disclosure

SEC source: 0001975669-26-000013 · primarydocument.xml · nonDerivative · entry 2

Gessert Erica · CIK 0001975669 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 382,922

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · price: Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock.

Read SEC document
September 18, 2026 Filed Sep 22, 2026 20:18 UTC UPWORK, INC UPWK · Entity 4876 Exercise / conversionCommon Stock 8,433 Not disclosed Not disclosed
Disclosure

SEC source: 0001975669-26-000013 · primarydocument.xml · nonDerivative · entry 1

Gessert Erica · CIK 0001975669 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 373,222

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · price: Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock.

Read SEC document
August 18, 2026 Filed Aug 20, 2026 20:39 UTC UPWORK, INC UPWK · Entity 4876 Exercise / conversionRestricted Stock Units · Derivative 8,524 $0.00 $0.00
Disclosure

SEC source: 0001975669-26-000011 · primarydocument.xml · derivative · entry 5

Gessert Erica · CIK 0001975669 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 119,340

Underlying: Common Stock · 8,524 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · derivative.exercise_price: Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock.

F5 · derivative.exercise_date: The RSUs vest in equal quarterly installments over four years beginning on May 18, 2026, subject to the continuing employment of the Reporting Person with the Issuer on each vesting date.

F5 · derivative.expiration_date: The RSUs vest in equal quarterly installments over four years beginning on May 18, 2026, subject to the continuing employment of the Reporting Person with the Issuer on each vesting date.

Read SEC document
August 18, 2026 Filed Aug 20, 2026 20:39 UTC UPWORK, INC UPWK · Entity 4876 Exercise / conversionRestricted Stock Units · Derivative 37,500 $0.00 $0.00
Disclosure

SEC source: 0001975669-26-000011 · primarydocument.xml · derivative · entry 4

Gessert Erica · CIK 0001975669 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 112,500

Underlying: Common Stock · 37,500 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · derivative.exercise_price: Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock.

F4 · derivative.exercise_date: 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.

F4 · derivative.expiration_date: 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.

Read SEC document
August 18, 2026 Filed Aug 20, 2026 20:39 UTC UPWORK, INC UPWK · Entity 4876 SaleCommon Stock 22,844 $8.43 $192,476.69
Disclosure

SEC source: 0001975669-26-000011 · primarydocument.xml · nonDerivative · entry 3

Gessert Erica · CIK 0001975669 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 364,789

F2 · kind: 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.

F3 · price: The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $8.37 to $8.45 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.

Read SEC document
August 18, 2026 Filed Aug 20, 2026 20:39 UTC UPWORK, INC UPWK · Entity 4876 Exercise / conversionCommon Stock 8,524 Not disclosed Not disclosed
Disclosure

SEC source: 0001975669-26-000011 · primarydocument.xml · nonDerivative · entry 2

Gessert Erica · CIK 0001975669 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 387,633

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · price: Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock.

Read SEC document
August 18, 2026 Filed Aug 20, 2026 20:39 UTC UPWORK, INC UPWK · Entity 4876 Exercise / conversionCommon Stock 37,500 Not disclosed Not disclosed
Disclosure

SEC source: 0001975669-26-000011 · primarydocument.xml · nonDerivative · entry 1

Gessert Erica · CIK 0001975669 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 379,109

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · price: Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock.

Read SEC document
June 18, 2026 Filed Jun 23, 2026 21:18 UTC UPWORK, INC UPWK · Entity 4876 Exercise / conversionRestricted Stock Units · Derivative 9,700 $0.00 $0.00
Disclosure

SEC source: 0001975669-26-000010 · primarydocument.xml · derivative · entry 5

Gessert Erica · CIK 0001975669 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 106,697

Underlying: Common Stock · 9,700 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · derivative.exercise_price: Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock.

F5 · derivative.exercise_date: The RSUs vest in equal quarterly installments over four years beginning on June 18, 2025, subject to the continuing employment of the Reporting Person with the Issuer on each vesting date.

F5 · derivative.expiration_date: The RSUs vest in equal quarterly installments over four years beginning on June 18, 2025, subject to the continuing employment of the Reporting Person with the Issuer on each vesting date.

Read SEC document
June 18, 2026 Filed Jun 23, 2026 21:18 UTC UPWORK, INC UPWK · Entity 4876 Exercise / conversionRestricted Stock Units · Derivative 8,432 $0.00 $0.00
Disclosure

SEC source: 0001975669-26-000010 · primarydocument.xml · derivative · entry 4

Gessert Erica · CIK 0001975669 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 59,031

Underlying: Common Stock · 8,432 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · derivative.exercise_price: Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock.

F4 · derivative.exercise_date: The RSUs vest in equal quarterly installments over four years beginning on June 18, 2024, subject to the continuing employment of the Reporting Person with the Issuer on each vesting date.

F4 · derivative.expiration_date: The RSUs vest in equal quarterly installments over four years beginning on June 18, 2024, subject to the continuing employment of the Reporting Person with the Issuer on each vesting date.

Read SEC document
June 18, 2026 Filed Jun 23, 2026 21:18 UTC UPWORK, INC UPWK · Entity 4876 SaleCommon Stock 9,169 $8.15 $74,733.77
Disclosure

SEC source: 0001975669-26-000010 · primarydocument.xml · nonDerivative · entry 3

Gessert Erica · CIK 0001975669 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 341,609

F2 · kind: 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.

F3 · price: The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $8.02 to $8.25 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.

Read SEC document
June 18, 2026 Filed Jun 23, 2026 21:18 UTC UPWORK, INC UPWK · Entity 4876 Exercise / conversionCommon Stock 9,700 Not disclosed Not disclosed
Disclosure

SEC source: 0001975669-26-000010 · primarydocument.xml · nonDerivative · entry 2

Gessert Erica · CIK 0001975669 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 350,778

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · price: Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock.

Read SEC document
June 18, 2026 Filed Jun 23, 2026 21:18 UTC UPWORK, INC UPWK · Entity 4876 Exercise / conversionCommon Stock 8,432 Not disclosed Not disclosed
Disclosure

SEC source: 0001975669-26-000010 · primarydocument.xml · nonDerivative · entry 1

Gessert Erica · CIK 0001975669 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 341,078

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · price: Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock.

Read SEC document
May 18, 2026 Filed May 20, 2026 20:16 UTC UPWORK, INC UPWK · Entity 4876 Exercise / conversionRestricted Stock Units · Derivative 8,524 $0.00 $0.00
Disclosure

SEC source: 0001975669-26-000007 · primarydocument.xml · derivative · entry 5

Gessert Erica · CIK 0001975669 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 127,864

Underlying: Common Stock · 8,524 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · derivative.exercise_price: Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock.

F6 · derivative.exercise_date: The RSUs vest in equal quarterly installments over four years beginning on May 18, 2026, subject to the continuing employment of the Reporting Person with the Issuer on each vesting date.

F6 · derivative.expiration_date: The RSUs vest in equal quarterly installments over four years beginning on May 18, 2026, subject to the continuing employment of the Reporting Person with the Issuer on each vesting date.

Read SEC document
May 18, 2026 Filed May 20, 2026 20:16 UTC UPWORK, INC UPWK · Entity 4876 Exercise / conversionRestricted Stock Units · Derivative 37,500 $0.00 $0.00
Disclosure

SEC source: 0001975669-26-000007 · primarydocument.xml · derivative · entry 4

Gessert Erica · CIK 0001975669 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 150,000

Underlying: Common Stock · 37,500 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · derivative.exercise_price: Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock.

F5 · derivative.exercise_date: 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.

F5 · derivative.expiration_date: 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.

Read SEC document
May 18, 2026 Filed May 20, 2026 20:16 UTC UPWORK, INC UPWK · Entity 4876 SaleCommon Stock 22,162 $8.66 $191,998.27
Disclosure

SEC source: 0001975669-26-000007 · primarydocument.xml · nonDerivative · entry 3

Gessert Erica · CIK 0001975669 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 332,646

F3 · kind: 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.

F4 · price: The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $8.57 to $8.73 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.

Read SEC document
May 18, 2026 Filed May 20, 2026 20:16 UTC UPWORK, INC UPWK · Entity 4876 Exercise / conversionCommon Stock 8,524 Not disclosed Not disclosed
Disclosure

SEC source: 0001975669-26-000007 · primarydocument.xml · nonDerivative · entry 2

Gessert Erica · CIK 0001975669 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 354,808

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · price: Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock.

Read SEC document
May 18, 2026 Filed May 20, 2026 20:16 UTC UPWORK, INC UPWK · Entity 4876 Exercise / conversionCommon Stock 37,500 Not disclosed Not disclosed
Disclosure

SEC source: 0001975669-26-000007 · primarydocument.xml · nonDerivative · entry 1

Gessert Erica · CIK 0001975669 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 346,284

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · price: Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock.

F2 · balance_after: Reflects 1,544 shares acquired under the Issuer's employee stock purchase plan on May 14, 2026.

Read SEC document
March 18, 2026 Filed Mar 20, 2026 20:51 UTC UPWORK, INC UPWK · Entity 4876 Exercise / conversionRestricted Stock Units · Derivative 9,699 $0.00 $0.00
Disclosure

SEC source: 0001975669-26-000005 · primarydocument.xml · derivative · entry 5

Gessert Erica · CIK 0001975669 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 116,397

Underlying: Common Stock · 9,699 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · derivative.exercise_price: Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock.

F5 · derivative.exercise_date: The RSUs vest in equal quarterly installments over four years beginning on June 18, 2025, subject to the continuing employment of the Reporting Person with the Issuer on each vesting date.

F5 · derivative.expiration_date: The RSUs vest in equal quarterly installments over four years beginning on June 18, 2025, subject to the continuing employment of the Reporting Person with the Issuer on each vesting date.

Read SEC document
March 18, 2026 Filed Mar 20, 2026 20:51 UTC UPWORK, INC UPWK · Entity 4876 Exercise / conversionRestricted Stock Units · Derivative 8,433 $0.00 $0.00
Disclosure

SEC source: 0001975669-26-000005 · primarydocument.xml · derivative · entry 4

Gessert Erica · CIK 0001975669 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 67,463

Underlying: Common Stock · 8,433 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · derivative.exercise_price: Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock.

F4 · derivative.exercise_date: The RSUs vest in equal quarterly installments over four years beginning on June 18, 2024, subject to the continuing employment of the Reporting Person with the Issuer on each vesting date.

F4 · derivative.expiration_date: The RSUs vest in equal quarterly installments over four years beginning on June 18, 2024, subject to the continuing employment of the Reporting Person with the Issuer on each vesting date.

Read SEC document
March 18, 2026 Filed Mar 20, 2026 20:51 UTC UPWORK, INC UPWK · Entity 4876 SaleCommon Stock 9,278 $12.31 $114,230.74
Disclosure

SEC source: 0001975669-26-000005 · primarydocument.xml · nonDerivative · entry 3

Gessert Erica · CIK 0001975669 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 307,240

F2 · kind: 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.

F3 · price: The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $12.13 to $12.52 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.

Read SEC document
March 18, 2026 Filed Mar 20, 2026 20:51 UTC UPWORK, INC UPWK · Entity 4876 Exercise / conversionCommon Stock 9,699 Not disclosed Not disclosed
Disclosure

SEC source: 0001975669-26-000005 · primarydocument.xml · nonDerivative · entry 2

Gessert Erica · CIK 0001975669 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 316,518

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · price: Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock.

Read SEC document
March 18, 2026 Filed Mar 20, 2026 20:51 UTC UPWORK, INC UPWK · Entity 4876 Exercise / conversionCommon Stock 8,433 Not disclosed Not disclosed
Disclosure

SEC source: 0001975669-26-000005 · primarydocument.xml · nonDerivative · entry 1

Gessert Erica · CIK 0001975669 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 306,819

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · price: Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock.

Read SEC document
February 18, 2026 Filed Feb 20, 2026 01:03 UTC UPWORK, INC UPWK · Entity 4876 GrantRestricted Stock Units · Derivative 136,388 $0.00 $0.00
Disclosure

SEC source: 0001975669-26-000003 · primarydocument.xml · derivative · entry 6

Gessert Erica · CIK 0001975669 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 136,388

Underlying: Common Stock · 136,388 shares

Expires not disclosed

F1 · derivative.exercise_price: Each restricted stock unit ("RSU") or performance stock unit ("PSU") represents a contingent right to receive one share of the Issuer's common stock.

F6 · derivative.exercise_date: The RSUs vest in equal quarterly installments over four years beginning on May 18, 2026, subject to the continuing employment of the Reporting Person with the Issuer on each vesting date.

F6 · derivative.expiration_date: The RSUs vest in equal quarterly installments over four years beginning on May 18, 2026, subject to the continuing employment of the Reporting Person with the Issuer on each vesting date.

Read SEC document
February 18, 2026 Filed Feb 20, 2026 01:03 UTC UPWORK, INC UPWK · Entity 4876 Exercise / conversionRestricted Stock Units · Derivative 37,500 $0.00 $0.00
Disclosure

SEC source: 0001975669-26-000003 · primarydocument.xml · derivative · entry 5

Gessert Erica · CIK 0001975669 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 187,500

Underlying: Common Stock · 37,500 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · derivative.exercise_price: Each restricted stock unit ("RSU") or performance stock unit ("PSU") represents a contingent right to receive one share of the Issuer's common stock.

F5 · derivative.exercise_date: 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.

F5 · derivative.expiration_date: 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.

Read SEC document
February 18, 2026 Filed Feb 20, 2026 01:03 UTC UPWORK, INC UPWK · Entity 4876 SaleCommon Stock 26,292 $13.80 $362,887.44
Disclosure

SEC source: 0001975669-26-000003 · primarydocument.xml · nonDerivative · entry 3

Gessert Erica · CIK 0001975669 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 298,386

F2 · kind: 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 or PSUs 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.

F3 · price: The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $13.34 to $14.085 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.

Read SEC document
February 18, 2026 Filed Feb 20, 2026 01:03 UTC UPWORK, INC UPWK · Entity 4876 Exercise / conversionCommon Stock 37,500 Not disclosed Not disclosed
Disclosure

SEC source: 0001975669-26-000003 · primarydocument.xml · nonDerivative · entry 2

Gessert Erica · CIK 0001975669 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 324,678

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · price: Each restricted stock unit ("RSU") or performance stock unit ("PSU") represents a contingent right to receive one share of the Issuer's common stock.

Read SEC document
February 17, 2026 Filed Feb 20, 2026 01:03 UTC UPWORK, INC UPWK · Entity 4876 Exercise / conversionPerformance Stock Units · Derivative 40,477 $0.00 $0.00
Disclosure

SEC source: 0001975669-26-000003 · primarydocument.xml · derivative · entry 4

Gessert Erica · CIK 0001975669 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Common Stock · 40,477 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · derivative.exercise_price: Each restricted stock unit ("RSU") or performance stock unit ("PSU") represents a contingent right to receive one share of the Issuer's common stock.

F4 · derivative.exercise_date: Represents earned PSUs that vested based on the achievement of performance criteria for a performance period that ended on December 31, 2025, as certified by the compensation committee of the board of directors of the Issuer on February 17, 2026. The earned PSUs vested 100% upon certification.

F4 · derivative.expiration_date: Represents earned PSUs that vested based on the achievement of performance criteria for a performance period that ended on December 31, 2025, as certified by the compensation committee of the board of directors of the Issuer on February 17, 2026. The earned PSUs vested 100% upon certification.

Read SEC document
February 17, 2026 Filed Feb 20, 2026 01:03 UTC UPWORK, INC UPWK · Entity 4876 Exercise / conversionCommon Stock 40,477 Not disclosed Not disclosed
Disclosure

SEC source: 0001975669-26-000003 · primarydocument.xml · nonDerivative · entry 1

Gessert Erica · CIK 0001975669 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 287,178

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · price: Each restricted stock unit ("RSU") or performance stock unit ("PSU") represents a contingent right to receive one share of the Issuer's common stock.

Read SEC document
December 18, 2025 Filed Dec 22, 2025 21:34 UTC UPWORK, INC UPWK · Entity 4876 Exercise / conversionRestricted Stock Units · Derivative 9,700 $0.00 $0.00
Disclosure

SEC source: 0001975669-25-000009 · primarydocument.xml · derivative · entry 5

Gessert Erica · CIK 0001975669 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 126,096

Underlying: Common Stock · 9,700 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · derivative.exercise_price: Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock.

F5 · derivative.exercise_date: The RSUs vest in equal quarterly installments over four years beginning on June 18, 2025, subject to the continuing employment of the Reporting Person with the Issuer on each vesting date.

F5 · derivative.expiration_date: The RSUs vest in equal quarterly installments over four years beginning on June 18, 2025, subject to the continuing employment of the Reporting Person with the Issuer on each vesting date.

Read SEC document
December 18, 2025 Filed Dec 22, 2025 21:34 UTC UPWORK, INC UPWK · Entity 4876 Exercise / conversionRestricted Stock Units · Derivative 8,433 $0.00 $0.00
Disclosure

SEC source: 0001975669-25-000009 · primarydocument.xml · derivative · entry 4

Gessert Erica · CIK 0001975669 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 75,896

Underlying: Common Stock · 8,433 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · derivative.exercise_price: Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock.

F4 · derivative.exercise_date: The RSUs vest in equal quarterly installments over four years beginning on June 18, 2024, subject to the continuing employment of the Reporting Person with the Issuer on each vesting date.

F4 · derivative.expiration_date: The RSUs vest in equal quarterly installments over four years beginning on June 18, 2024, subject to the continuing employment of the Reporting Person with the Issuer on each vesting date.

Read SEC document
December 18, 2025 Filed Dec 22, 2025 21:34 UTC UPWORK, INC UPWK · Entity 4876 SaleCommon Stock 9,044 $20.59 $186,187.02
Disclosure

SEC source: 0001975669-25-000009 · primarydocument.xml · nonDerivative · entry 3

Gessert Erica · CIK 0001975669 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 246,701

F2 · kind: 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.

F3 · price: The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $20.24 to $20.95 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.

Read SEC document
December 18, 2025 Filed Dec 22, 2025 21:34 UTC UPWORK, INC UPWK · Entity 4876 Exercise / conversionCommon Stock 9,700 Not disclosed Not disclosed
Disclosure

SEC source: 0001975669-25-000009 · primarydocument.xml · nonDerivative · entry 2

Gessert Erica · CIK 0001975669 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 255,745

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · price: Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock.

Read SEC document
December 18, 2025 Filed Dec 22, 2025 21:34 UTC UPWORK, INC UPWK · Entity 4876 Exercise / conversionCommon Stock 8,433 Not disclosed Not disclosed
Disclosure

SEC source: 0001975669-25-000009 · primarydocument.xml · nonDerivative · entry 1

Gessert Erica · CIK 0001975669 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 246,045

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · price: Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock.

Read SEC document
November 18, 2025 Filed Nov 20, 2025 23:18 UTC UPWORK, INC UPWK · Entity 4876 Exercise / conversionRestricted Stock Units · Derivative 37,500 $0.00 $0.00
Disclosure

SEC source: 0001975669-25-000007 · primarydocument.xml · derivative · entry 4

Gessert Erica · CIK 0001975669 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 225,000

Underlying: Common Stock · 37,500 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · derivative.exercise_price: Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock.

F5 · derivative.exercise_date: 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.

F5 · derivative.expiration_date: 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.

Read SEC document
November 18, 2025 Filed Nov 20, 2025 23:18 UTC UPWORK, INC UPWK · Entity 4876 SaleCommon Stock 9,434 $17.24 $162,644.05
Disclosure

SEC source: 0001975669-25-000007 · primarydocument.xml · nonDerivative · entry 3

Gessert Erica · CIK 0001975669 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 237,612

F2 · kind: 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.

F4 · price: The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $16.67 to $17.4932 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.

Read SEC document
November 18, 2025 Filed Nov 20, 2025 23:18 UTC UPWORK, INC UPWK · Entity 4876 SaleCommon Stock 9,059 $16.14 $146,195.95
Disclosure

SEC source: 0001975669-25-000007 · primarydocument.xml · nonDerivative · entry 2

Gessert Erica · CIK 0001975669 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 247,046

F2 · kind: 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.

F3 · price: The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $15.66 to $16.65 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.

Read SEC document
November 18, 2025 Filed Nov 20, 2025 23:18 UTC UPWORK, INC UPWK · Entity 4876 Exercise / conversionCommon Stock 37,500 Not disclosed Not disclosed
Disclosure

SEC source: 0001975669-25-000007 · primarydocument.xml · nonDerivative · entry 1

Gessert Erica · CIK 0001975669 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 256,105

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · price: Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock.

Read SEC document
September 18, 2025 Filed Sep 22, 2025 20:34 UTC UPWORK, INC UPWK · Entity 4876 Exercise / conversionRestricted Stock Units · Derivative 9,700 $0.00 $0.00
Disclosure

SEC source: 0001975669-25-000005 · primarydocument.xml · derivative · entry 5

Gessert Erica · CIK 0001975669 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 135,796

Underlying: Common Stock · 9,700 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · derivative.exercise_price: Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock.

F5 · derivative.exercise_date: The RSUs vest in equal quarterly installments over four years beginning on June 18, 2025, subject to the continuing employment of the Reporting Person with the Issuer on each vesting date.

F5 · derivative.expiration_date: The RSUs vest in equal quarterly installments over four years beginning on June 18, 2025, subject to the continuing employment of the Reporting Person with the Issuer on each vesting date.

Read SEC document
September 18, 2025 Filed Sep 22, 2025 20:34 UTC UPWORK, INC UPWK · Entity 4876 Exercise / conversionRestricted Stock Units · Derivative 8,433 $0.00 $0.00
Disclosure

SEC source: 0001975669-25-000005 · primarydocument.xml · derivative · entry 4

Gessert Erica · CIK 0001975669 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 84,329

Underlying: Common Stock · 8,433 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · derivative.exercise_price: Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock.

F4 · derivative.exercise_date: The RSUs vest in equal quarterly installments over four years beginning on June 18, 2024, subject to the continuing employment of the Reporting Person with the Issuer on each vesting date.

F4 · derivative.expiration_date: The RSUs vest in equal quarterly installments over four years beginning on June 18, 2024, subject to the continuing employment of the Reporting Person with the Issuer on each vesting date.

Read SEC document
September 18, 2025 Filed Sep 22, 2025 20:34 UTC UPWORK, INC UPWK · Entity 4876 SaleCommon Stock 8,730 $19.16 $167,302.59
Disclosure

SEC source: 0001975669-25-000005 · primarydocument.xml · nonDerivative · entry 3

Gessert Erica · CIK 0001975669 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 218,605

F2 · kind: 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.

F3 · price: The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $18.89 to $19.495 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.

Read SEC document
September 18, 2025 Filed Sep 22, 2025 20:34 UTC UPWORK, INC UPWK · Entity 4876 Exercise / conversionCommon Stock 9,700 Not disclosed Not disclosed
Disclosure

SEC source: 0001975669-25-000005 · primarydocument.xml · nonDerivative · entry 2

Gessert Erica · CIK 0001975669 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 227,335

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · price: Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock.

Read SEC document
September 18, 2025 Filed Sep 22, 2025 20:34 UTC UPWORK, INC UPWK · Entity 4876 Exercise / conversionCommon Stock 8,433 Not disclosed Not disclosed
Disclosure

SEC source: 0001975669-25-000005 · primarydocument.xml · nonDerivative · entry 1

Gessert Erica · CIK 0001975669 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 217,635

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · price: Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock.

Read SEC document
August 18, 2025 Filed Aug 20, 2025 21:55 UTC UPWORK, INC UPWK · Entity 4876 Exercise / conversionRestricted Stock Units · Derivative 37,500 $0.00 $0.00
Disclosure

SEC source: 0001562180-25-005925 · primarydocument.xml · derivative · entry 3

Gessert Erica · CIK 0001975669 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 262,500

Underlying: Common Stock · 37,500 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · derivative.exercise_price: Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock.

F4 · derivative.exercise_date: 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.

F4 · derivative.expiration_date: 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.

Read SEC document
August 18, 2025 Filed Aug 20, 2025 21:55 UTC UPWORK, INC UPWK · Entity 4876 SaleCommon Stock 19,036 $13.84 $263,366.87
Disclosure

SEC source: 0001562180-25-005925 · primarydocument.xml · nonDerivative · entry 2

Gessert Erica · CIK 0001975669 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 209,202

F2 · kind: 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.

F3 · price: 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.

Read SEC document
August 18, 2025 Filed Aug 20, 2025 21:55 UTC UPWORK, INC UPWK · Entity 4876 Exercise / conversionCommon Stock 37,500 Not disclosed Not disclosed
Disclosure

SEC source: 0001562180-25-005925 · primarydocument.xml · nonDerivative · entry 1

Gessert Erica · CIK 0001975669 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 228,238

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · price: Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock.

Read SEC document
June 18, 2025 Filed Jun 23, 2025 23:23 UTC UPWORK, INC UPWK · Entity 4876 Exercise / conversionRestricted Stock Units · Derivative 9,699 $0.00 $0.00
Disclosure

SEC source: 0001562180-25-005004 · primarydocument.xml · derivative · entry 5

Gessert Erica · CIK 0001975669 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 145,496

Underlying: Common Stock · 9,699 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · derivative.exercise_price: Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock.

F5 · derivative.exercise_date: The RSUs vest in equal quarterly installments over four years beginning on June 18, 2025, subject to the continuing employment of the Reporting Person with the Issuer on each vesting date.

F5 · derivative.expiration_date: The RSUs vest in equal quarterly installments over four years beginning on June 18, 2025, subject to the continuing employment of the Reporting Person with the Issuer on each vesting date.

Read SEC document
June 18, 2025 Filed Jun 23, 2025 23:23 UTC UPWORK, INC UPWK · Entity 4876 Exercise / conversionRestricted Stock Units · Derivative 8,433 $0.00 $0.00
Disclosure

SEC source: 0001562180-25-005004 · primarydocument.xml · derivative · entry 4

Gessert Erica · CIK 0001975669 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 92,762

Underlying: Common Stock · 8,433 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · derivative.exercise_price: Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock.

F4 · derivative.exercise_date: The RSUs vest in equal quarterly installments over four years beginning on June 18, 2024, subject to the continuing employment of the Reporting Person with the Issuer on each vesting date.

F4 · derivative.expiration_date: The RSUs vest in equal quarterly installments over four years beginning on June 18, 2024, subject to the continuing employment of the Reporting Person with the Issuer on each vesting date.

Read SEC document

Value uses the disclosed total when available, otherwise shares × reported transaction price. It is not an estimate of exercise cash cost or investment performance.