Erica Gessert - 18 May 2024 Form 4 Insider Report for UPWORK, INC (UPWK)

Signature
/s/ Jacob McQuown, Attorney-in-Fact
Issuer symbol
UPWK
Transactions as of
18 May 2024
Net transactions value
-$811,926
Form type
4
Filing time
21 May 2024, 19:02:38 UTC
Previous filing
20 Mar 2024
Next filing
21 Jun 2024

Transactions Table

Type Sym Class Transaction Value $ Shares Change % * Price $ Shares After Date Ownership Footnotes
transaction UPWK Common Stock Options Exercise +150,000 +2415% 156,211 18 May 2024 Direct F1, F2
transaction UPWK Common Stock Sale $811,926 -69,940 -45% $11.61 86,271 20 May 2024 Direct F3, F4

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 Options Exercise $0 -150,000 -25% $0.000000 450,000 18 May 2024 Common Stock 150,000 Direct F1, F5
* 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 Reflects 3,105 shares acquired under the Issuer's employee stock purchase plan on November 14, 2023 and 3,106 shares acquired under the Issuer's employee stock purchase plan on May 14, 2024.
F3 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 The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $11.54 to $11.815 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.
F5 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.