Eric Gilpin - 18 Aug 2022 Form 4 Insider Report for UPWORK, INC (UPWK)

Signature
/s/ Jacob McQuown, Attorney-in-Fact
Issuer symbol
UPWK
Transactions as of
18 Aug 2022
Net transactions value
-$99,213
Form type
4
Filing time
22 Aug 2022, 19:27:02 UTC
Previous filing
20 May 2022
Next filing
22 Nov 2022

Transactions Table

Type Sym Class Transaction Value $ Shares Change % * Price $ Shares After Date Ownership Footnotes
transaction UPWK Common Stock Options Exercise +6,735 +26% 32,568 18 Aug 2022 Direct F1
transaction UPWK Common Stock Options Exercise +263 +0.81% 32,831 18 Aug 2022 Direct F1
transaction UPWK Common Stock Options Exercise +525 +1.6% 33,356 18 Aug 2022 Direct F1
transaction UPWK Common Stock Options Exercise +3,924 +12% 37,280 18 Aug 2022 Direct F1
transaction UPWK Common Stock Sale $99,213 -5,351 -14% $18.54 31,929 18 Aug 2022 Direct F2, F3

Derivative Securities (e.g., puts, calls, warrants, options, convertible securities)

Type Sym Class Transaction Value $ Shares Change % * Price $ Shares After Date Underlying Class Amount Exercise Price Ownership Footnotes
transaction UPWK Restricted Stock Units (RSU) Award $0 +12,171 $0.000000 12,171 18 Aug 2022 Common Stock 12,171 Direct F1, F4
transaction UPWK Restricted Stock Units (RSU) Options Exercise $0 -6,735 -14% $0.000000 40,410 18 Aug 2022 Common Stock 6,735 Direct F1, F5
transaction UPWK Restricted Stock Units (RSU) Options Exercise $0 -263 -9.1% $0.000000 2,614 18 Aug 2022 Common Stock 263 Direct F1, F6
transaction UPWK Restricted Stock Units (RSU) Options Exercise $0 -525 -9.1% $0.000000 5,257 18 Aug 2022 Common Stock 525 Direct F1, F7
transaction UPWK Restricted Stock Units (RSU) Options Exercise $0 -3,924 -6.7% $0.000000 54,937 18 Aug 2022 Common Stock 3,924 Direct F1, F8
* An asterisk sign (*) next to the price indicates that the price is likely invalid.

Explanation of Responses:

Id Content
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 $18.43 to $18.59 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 on each quarterly anniversary, beginning on November 18, 2022 over four quarters of continuous service, 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 May 18, 2020, subject to the continuing employment of the Reporting Person with the Issuer on each vesting date.
F6 The RSUs vest 25% on February 18, 2022, and then 6.25% of the total shares vest on each quarterly anniversary thereafter, subject to the Reporting Person's continued employment with the Issuer on each vesting date.
F7 The RSUs vest in equal quarterly installments over four years beginning on May 18, 2021, subject to the continuing employment of the Reporting Person with the Issuer on each vesting date.
F8 The RSUs vest in equal quarterly installments over four years beginning on May 18, 2022, subject to the continuing employment of the Reporting Person with the Issuer on each vesting date.