Eric Gilpin - 18 Feb 2023 Form 4 Insider Report for UPWORK, INC (UPWK)

Signature
/s/ Jacob McQuown, Attorney-in-Fact
Issuer symbol
UPWK
Transactions as of
18 Feb 2023
Net transactions value
-$129,928
Form type
4
Filing time
22 Feb 2023, 19:35:37 UTC
Previous 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 +17% 45,973 18 Feb 2023 Direct F1
transaction UPWK Common Stock Options Exercise +263 +0.57% 46,236 18 Feb 2023 Direct F1
transaction UPWK Common Stock Options Exercise +526 +1.1% 46,762 18 Feb 2023 Direct F1
transaction UPWK Common Stock Options Exercise +8,790 +19% 55,552 18 Feb 2023 Direct F1
transaction UPWK Common Stock Options Exercise +3,924 +7.1% 59,476 18 Feb 2023 Direct F1
transaction UPWK Common Stock Options Exercise +3,043 +5.1% 62,519 18 Feb 2023 Direct F1
transaction UPWK Common Stock Sale $129,928 -11,331 -18% $11.47 51,188 21 Feb 2023 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 +35,159 $0.000000 35,159 18 Feb 2023 Common Stock 35,159 Direct F1, F4
transaction UPWK Restricted Stock Units (RSU) Award $0 +40,000 $0.000000 40,000 18 Feb 2023 Common Stock 40,000 Direct F1, F5
transaction UPWK Restricted Stock Units (RSU) Options Exercise $0 -6,735 -20% $0.000000 26,940 18 Feb 2023 Common Stock 6,735 Direct F1, F6
transaction UPWK Restricted Stock Units (RSU) Options Exercise $0 -263 -11% $0.000000 2,090 18 Feb 2023 Common Stock 263 Direct F1, F7
transaction UPWK Restricted Stock Units (RSU) Options Exercise $0 -526 -11% $0.000000 4,205 18 Feb 2023 Common Stock 526 Direct F1, F8
transaction UPWK Restricted Stock Units (RSU) Options Exercise $0 -8,790 -25% $0.000000 26,369 18 Feb 2023 Common Stock 8,790 Direct F1, F4
transaction UPWK Restricted Stock Units (RSU) Options Exercise $0 -3,924 -7.7% $0.000000 47,089 18 Feb 2023 Common Stock 3,924 Direct F1, F9
transaction UPWK Restricted Stock Units (RSU) Options Exercise $0 -3,043 -33% $0.000000 6,086 18 Feb 2023 Common Stock 3,043 Direct F1, F10
* 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 $11.38 to $11.62 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 25% on February 18, 2023, 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.
F5 The RSUs vest in equal quarterly installments over four years beginning on May 18, 2023, subject to the continuing employment of the Reporting Person with the Issuer on each vesting date.
F6 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.
F7 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.
F8 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.
F9 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.
F10 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.