Hayden Brown - 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
-$363,359
Form type
4
Filing time
21 May 2024, 19:02:16 UTC
Previous filing
19 Mar 2024
Next filing
20 Jun 2024

Transactions Table

Type Sym Class Transaction Value $ Shares Change % * Price $ Shares After Date Ownership Footnotes
transaction UPWK Common Stock Options Exercise +5,098 +0.44% 1,154,185 18 May 2024 Direct F1, F2
transaction UPWK Common Stock Options Exercise +2,562 +0.22% 1,156,747 18 May 2024 Direct F1
transaction UPWK Common Stock Options Exercise +9,589 +0.83% 1,166,336 18 May 2024 Direct F1
transaction UPWK Common Stock Options Exercise +7,610 +0.65% 1,173,946 18 May 2024 Direct F1
transaction UPWK Common Stock Options Exercise +14,850 +1.3% 1,188,796 18 May 2024 Direct F1
transaction UPWK Common Stock Options Exercise +18,333 +1.5% 1,207,129 18 May 2024 Direct F1
transaction UPWK Common Stock Sale $363,359 -31,300 -2.6% $11.61 1,175,829 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 -5,098 -25% $0.000000 15,302 18 May 2024 Common Stock 5,098 Direct F1, F5
transaction UPWK Restricted Stock Units Options Exercise $0 -2,562 -25% $0.000000 7,688 18 May 2024 Common Stock 2,562 Direct F1, F6
transaction UPWK Restricted Stock Units Options Exercise $0 -9,589 -12% $0.000000 67,123 18 May 2024 Common Stock 9,589 Direct F1, F7
transaction UPWK Restricted Stock Units Options Exercise $0 -7,610 -12% $0.000000 53,273 18 May 2024 Common Stock 7,610 Direct F1, F8
transaction UPWK Restricted Stock Units Options Exercise $0 -14,850 -8.3% $0.000000 163,350 18 May 2024 Common Stock 14,850 Direct F1, F9
transaction UPWK Restricted Stock Units Options Exercise $0 -18,333 -8.3% $0.000000 201,667 18 May 2024 Common Stock 18,333 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.
F10 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.
F2 Reflects 3,107 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 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.
F6 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.
F7 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.
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.
F9 The RSUs vest 25% on February 18, 2024, 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.