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UPWORK, INC

UPWK Net selling
CIK 0001627475 #2488 in the set updated 18 Sep 2026
Bought (120 mo)
$16.75M
out of their own pocket, the only kind of buying there is
Sold (120 mo)
$175.78M
$9.00M on a plan · $69.24M straight out of an exercise
Sold at will
$97.55M
105 of 353 sales
Net
−$159.03M
−$80.79M against sales at will

By person

29 insiders · 377 transactions
19.8×

Hayden Brown holds 19.8 times base salary in stock. $12.39M of shares against $625.00K in salary for 2025.

Salary from the company's own proxy. The shares are what Hayden Brown last reported holding, valued at $8.43, the price Common Stock was last bought or sold at on the open market here, on 18 Aug 2026.

Insider
Role
Bought
Sold
Net
Holding
Worth
Change
Brown Hayden
President & CEO
—
$55.49M (116) scheduled
−$55.49M
1,470,106
$12.39M
+40.2%
Globespan Management Associates IV, LLC entity
10% owner
—
$36.00M (10)
−$36.00M
169,508
$1.43M
—
LAYTON THOMAS
Director
$1.01M (2)
$19.35M (10)
−$18.34M
1,805,976
$15.22M
+11.5%
MARRIOTT DAN
Director
—
$18.07M (1)
−$18.07M
4,687,187
$39.49M
−17.0%
GRETSCH GREGORY C.
Director
$14.67M (10)
—
+$14.67M
21,017,688
$177.09M
+120.8%
Kasriel Stephane
Director
—
$11.93M (10) scheduled
−$11.93M
281,567
$2.37M
+37.2%
NELSON ELIZABETH A
Director
—
$8.31M (11) scheduled
−$8.31M
753,038
$6.34M
−0.9%
Yuan Han-Shen
SVP, Engineering
—
$7.81M (12) scheduled
−$7.81M
3,333
$28.08K
0.0%
Gilpin Eric
Chief Sales Officer
—
$4.62M (30) scheduled
−$4.62M
51,188
$431.29K
+712.0%
Gessert Erica
Chief Financial Officer
—
$4.07M (20) scheduled
−$4.07M
364,789
$3.07M
+3,259%
Bottoms Dave
GM, Marketplace
—
$3.07M (39) scheduled
−$3.07M
2,678
$22.56K
−57.8%
SPURLOCK STEVEN M
10% owner
—
$2.16M (6)
−$2.16M
9,852,570
$83.01M
—
McCombs Jeff
Chief Financial Officer
—
$1.44M (9) scheduled
−$1.44M
97,264
$819.52K
+3,901%
Marie Olivier
Chief Accounting Officer
—
$1.31M (63) scheduled
−$1.31M
748
$6.30K
−93.1%
HARVEY KEVIN
Director
$1.07M (2)
—
+$1.07M
1,709,372
$14.40M
—
DUNLEVIE BRUCE
10% owner
—
$721.66K (2)
−$721.66K
9,852,570
$83.01M
−0.5%
Steele Gary
Director
—
$709.99K (3)
−$709.99K
112,216
$945.50K
—
Srinivasan Leela
Director
—
$640.46K (5)
−$640.46K
79,469
$669.58K
—
Kappus Anthony Ray
GM & Chief Operating Officer
—
$38.10K (3) scheduled
−$38.10K
7,214
$60.78K
—
Mekhalfa Sabrina
Chief Accounting Officer
—
$28.65K (2) scheduled
−$28.65K
4,396
$37.04K
—
Kinion Brian K
Chief Financial Officer
—
$20.21K (1)
−$20.21K
4,806
$40.49K
+190.4%
SIGMA MANAGEMENT 6 LLC entity
10% owner
—
—
—
13,853,602
$116.73M
+2,510%
Benchmark Capital Management Co. V, L.L.C. entity
10% owner
—
—
—
9,852,570
$83.01M
—
SIGMA PARTNERS 6 LP entity
Former 10% holder
—
—
—
7,217,089
$60.81M
−47.9%
Vazquez-Ubarri Anilu
Director
—
—
—
83,968
$707.49K
—
KELMAN GLENN
Director
—
—
—
66,422
$559.65K
—
LISSY DAVID H
Director
—
—
—
66,026
$556.32K
—
EVAN DANA L
Director
—
—
—
56,835
$478.87K
—
BRAMLEY CLAIRE
Director
—
—
—
45,146
$380.39K
—

No percentages here. These insiders hold more than one class of share between them, and the share count on file covers one of them rather than all. Dividing the two would compare different things.

Individual transactions

118
Insider
Date
Role
Action
Shares
Price
Amount
Kappus Anthony Ray
18 Aug 2026
GM & Chief Operating Officer
Sold after exercise
1,964
$8.43
$16.55K
Gessert Erica
18 Aug 2026
Chief Financial Officer
Sold after exercise
22,844
$8.43
$192.48K
Brown Hayden
18 Aug 2026
President & CEO
Sold after exercise
50,000
$8.43
$421.36K
Brown Hayden
18 Aug 2026
President & CEO
Sold after exercise
23,241
$8.43
$195.82K
Kappus Anthony Ray
18 Jul 2026
GM & Chief Operating Officer
Sold after exercise
558
$9.06
$5.05K
Brown Hayden
18 Jun 2026
President & CEO
Sold after exercise
23,468
$8.15
$191.28K
Mekhalfa Sabrina
18 Jun 2026
Chief Accounting Officer
Sold after exercise
1,276
$8.15
$10.40K
Gessert Erica
18 Jun 2026
Chief Financial Officer
Sold after exercise
9,169
$8.15
$74.73K
Brown Hayden
18 May 2026
President & CEO
Sold after exercise
50,000
$8.57
$428.48K
Brown Hayden
18 May 2026
President & CEO
Sold after exercise
22,546
$8.66
$195.33K
Gessert Erica
18 May 2026
Chief Financial Officer
Sold after exercise
22,162
$8.66
$192.00K
Kappus Anthony Ray
18 May 2026
GM & Chief Operating Officer
Sold after exercise
1,905
$8.66
$16.50K
Bottoms Dave
18 Mar 2026
GM, Marketplace
Sold after exercise
11,575
$12.31
$142.51K
Brown Hayden
18 Mar 2026
President & CEO
Sold after exercise
23,745
$12.31
$292.34K
Gessert Erica
18 Mar 2026
Chief Financial Officer
Sold after exercise
9,278
$12.31
$114.23K
Mekhalfa Sabrina
18 Mar 2026
Chief Accounting Officer
Sold after exercise
1,482
$12.31
$18.25K
Brown Hayden
18 Feb 2026
President & CEO
Sold after exercise
50,000
$13.79
$689.30K
Brown Hayden
18 Feb 2026
President & CEO
Sold after exercise
73,152
$13.80
$1.01M
Bottoms Dave
18 Feb 2026
GM, Marketplace
Sold after exercise
17,013
$13.80
$234.81K
Gessert Erica
18 Feb 2026
Chief Financial Officer
Sold after exercise
26,292
$13.80
$362.89K
Bottoms Dave
18 Dec 2025
GM, Marketplace
Sold after exercise
11,285
$20.59
$232.34K
Brown Hayden
18 Dec 2025
President & CEO
Sold after exercise
23,147
$20.59
$476.55K
Gessert Erica
18 Dec 2025
Chief Financial Officer
Sold after exercise
9,044
$20.59
$186.19K
Bottoms Dave
18 Nov 2025
GM, Marketplace
Sold after exercise
1,047
$17.24
$18.05K
Bottoms Dave
18 Nov 2025
GM, Marketplace
Sold after exercise
955
$16.14
$15.42K
Gessert Erica
18 Nov 2025
Chief Financial Officer
Sold after exercise
9,434
$17.24
$162.64K
Gessert Erica
18 Nov 2025
Chief Financial Officer
Sold after exercise
9,059
$16.14
$146.20K
Brown Hayden
18 Nov 2025
President & CEO
Sold after exercise
12,732
$17.24
$219.51K
Brown Hayden
18 Nov 2025
President & CEO
Sold after exercise
12,114
$16.14
$195.50K
Brown Hayden
18 Sep 2025
President & CEO
Sold after exercise
22,344
$19.16
$428.20K
Brown Hayden
18 Sep 2025
President & CEO
Sold after exercise
20,000
$19.00
$380.00K
Bottoms Dave
18 Sep 2025
GM, Marketplace
Sold after exercise
10,894
$19.16
$208.78K
Gessert Erica
18 Sep 2025
Chief Financial Officer
Sold after exercise
8,730
$19.16
$167.30K
Marie Olivier
18 Aug 2025
Chief Accounting Officer
Sold after exercise
941
$13.84
$13.02K
Brown Hayden
18 Aug 2025
President & CEO
Sold after exercise
25,577
$13.84
$353.86K
Bottoms Dave
18 Aug 2025
GM, Marketplace
Sold after exercise
2,060
$13.84
$28.50K
Gessert Erica
18 Aug 2025
Chief Financial Officer
Sold after exercise
19,036
$13.84
$263.37K
Bottoms Dave
18 Jun 2025
GM, Marketplace
Sold after exercise
11,562
$13.51
$156.15K
Brown Hayden
18 Jun 2025
President & CEO
Sold after exercise
23,716
$13.51
$320.29K
Gessert Erica
18 Jun 2025
Chief Financial Officer
Sold after exercise
9,267
$13.51
$125.15K
Marie Olivier
18 Jun 2025
Chief Accounting Officer
Sold after exercise
1,879
$13.50
$25.38K
Brown Hayden
18 Mar 2025
President & CEO
Sold after exercise
9,075
$13.07
$118.60K
Gessert Erica
18 Mar 2025
Chief Financial Officer
Sold after exercise
4,316
$13.07
$56.40K
Marie Olivier
18 Mar 2025
Chief Accounting Officer
Sold after exercise
1,460
$13.07
$19.08K
Bottoms Dave
18 Mar 2025
GM, Marketplace
Sold after exercise
5,411
$13.07
$70.72K
NELSON ELIZABETH A
19 Feb 2025
Director
Sold after exercise
1,899
$18.01
$34.19K
NELSON ELIZABETH A
19 Feb 2025
Director
Sold after exercise
73,101
$17.57
$1.28M
Marie Olivier
18 Feb 2025
Chief Accounting Officer
Sold after exercise
1,081
$16.15
$17.46K
Brown Hayden
18 Feb 2025
President & CEO
Sold after exercise
21,122
$16.15
$341.13K
Bottoms Dave
18 Feb 2025
GM, VP Marketplace
Sold after exercise
1,543
$16.15
$24.92K
Gessert Erica
18 Feb 2025
Chief Financial Officer
Sold after exercise
13,765
$16.15
$222.31K
Brown Hayden
18 Dec 2024
President & CEO
Sold after exercise
8,997
$17.12
$154.06K
Bottoms Dave
18 Dec 2024
GM VP II, Marketplace
Sold after exercise
5,360
$17.11
$91.69K
Gessert Erica
18 Dec 2024
Chief Financial Officer
Sold after exercise
4,279
$17.11
$73.20K
Marie Olivier
18 Dec 2024
Chief Accounting Officer
Sold after exercise
1,448
$17.11
$24.77K
NELSON ELIZABETH A
18 Dec 2024
Director
Sold after exercise
75,000
$17.37
$1.30M
Bottoms Dave
18 Nov 2024
GM VP II, Marketplace
Sold after exercise
1,396
$15.13
$21.12K
Brown Hayden
18 Nov 2024
President & CEO
Sold after exercise
30,672
$15.13
$464.04K
Gessert Erica
18 Nov 2024
Chief Financial Officer
Sold after exercise
19,816
$15.13
$299.80K
Marie Olivier
18 Nov 2024
Chief Accounting Officer
Sold after exercise
978
$15.13
$14.80K
Marie Olivier
18 Oct 2024
Chief Accounting Officer
Sold after exercise
223
$10.30
$2.30K
Brown Hayden
18 Sep 2024
President & CEO
Sold after exercise
9,444
$10.57
$99.83K
Marie Olivier
18 Sep 2024
Chief Accounting Officer
Sold after exercise
1,518
$10.57
$16.05K
Gessert Erica
18 Sep 2024
Chief Financial Officer
Sold after exercise
4,491
$10.57
$47.47K
Bottoms Dave
18 Sep 2024
GM VP II, Marketplace
Sold after exercise
5,626
$10.57
$59.47K
NELSON ELIZABETH A
18 Sep 2024
Director
Sold after exercise
75,000
$10.54
$790.45K
Marie Olivier
18 Jul 2024
Chief Accounting Officer
Sold after exercise
225
$11.40
$2.57K
Bottoms Dave
18 Jun 2024
GM VP II, Marketplace
Sold after exercise
5,684
$10.22
$58.07K
Marie Olivier
18 Jun 2024
Chief Accounting Officer
Sold after exercise
1,535
$10.22
$15.68K
Gessert Erica
18 Jun 2024
Chief Financial Officer
Sold after exercise
4,537
$10.22
$46.35K
NELSON ELIZABETH A
20 May 2024
Director
Sold after exercise
70,000
$11.79
$825.15K
Marie Olivier
18 Apr 2024
Chief Accounting Officer
Sold after exercise
223
$11.20
$2.50K
Marie Olivier
18 Mar 2024
Chief Accounting Officer
Sold after exercise
967
$12.20
$11.80K
Brown Hayden
18 Dec 2023
President & CEO
Sold after exercise
27,189
$15.50
$421.46K
Marie Olivier
18 Dec 2023
Chief Accounting Officer
Sold after exercise
919
$15.50
$14.25K
Marie Olivier
18 Oct 2023
Chief Accounting Officer
Sold after exercise
216
$11.22
$2.42K
Brown Hayden
18 Sep 2023
President & CEO
Sold after exercise
28,457
$12.73
$362.14K
Marie Olivier
18 Sep 2023
Chief Accounting Officer
Sold after exercise
962
$12.73
$12.24K
Marie Olivier
18 Aug 2023
Chief Accounting Officer
Sold after exercise
1,488
$13.86
$20.62K
Brown Hayden
18 Aug 2023
President & CEO
Sold after exercise
22,520
$13.86
$312.12K
Marie Olivier
18 Jul 2023
Chief Accounting Officer
Sold after exercise
222
$10.65
$2.36K
Brown Hayden
18 May 2023
President & CEO
Sold after exercise
22,946
$8.21
$188.28K
Marie Olivier
18 May 2023
Chief Accounting Officer
Sold after exercise
1,515
$8.21
$12.43K
Marie Olivier
18 Apr 2023
Chief Accounting Officer
Sold after exercise
214
$10.47
$2.24K
Marie Olivier
18 Jan 2023
Chief Accounting Officer
Sold after exercise
253
$12.60
$3.19K
Brown Hayden
18 Oct 2022
President & CEO
Sold after exercise
1,361
$13.10
$17.83K
Marie Olivier
18 Oct 2022
Chief Accounting Officer
Sold after exercise
218
$13.10
$2.86K
McCombs Jeff
29 Sep 2022
Chief Financial Officer
Sold after exercise
71,753
$13.82
$991.40K
Brown Hayden
18 Aug 2022
President & CEO
Sold after exercise
7,990
$18.54
$148.14K
Gilpin Eric
18 Aug 2022
Chief Sales Officer
Sold after exercise
5,351
$18.54
$99.21K
McCombs Jeff
18 Aug 2022
Chief Financial Officer
Sold after exercise
4,078
$18.54
$75.61K
Marie Olivier
18 Aug 2022
Chief Accounting Officer
Sold after exercise
521
$18.54
$9.66K
Marie Olivier
18 Jul 2022
Chief Accounting Officer
Sold after exercise
209
$20.69
$4.32K
Brown Hayden
18 Jul 2022
President & CEO
Sold after exercise
1,311
$20.69
$27.12K
Brown Hayden
18 May 2022
President & CEO
Sold after exercise
8,224
$16.07
$132.13K
Gilpin Eric
18 May 2022
Chief Sales Officer
Sold after exercise
5,509
$16.07
$88.51K
McCombs Jeff
18 May 2022
Chief Financial Officer
Sold after exercise
3,508
$16.07
$56.36K
Brown Hayden
18 Apr 2022
President & CEO
Sold after exercise
1,405
$20.02
$28.13K
Brown Hayden
18 Mar 2022
President & CEO
Sold after exercise
29,375
$22.33
$655.91K
Brown Hayden
18 Feb 2022
President & CEO
Sold after exercise
12,429
$24.41
$303.45K
Gilpin Eric
18 Feb 2022
Chief Sales Officer
Sold after exercise
4,019
$24.42
$98.12K
McCombs Jeff
18 Feb 2022
Chief Financial Officer
Sold after exercise
1,661
$24.42
$40.55K
Brown Hayden
18 Jan 2022
President & CEO
Sold after exercise
1,170
$26.54
$31.05K
Brown Hayden
18 Nov 2021
President & CEO
Sold after exercise
1,383
$42.21
$58.37K
Gilpin Eric
18 Nov 2021
Senior VP, Sales
Sold after exercise
3,501
$42.21
$147.77K
McCombs Jeff
18 Nov 2021
Chief Financial Officer
Sold after exercise
935
$42.21
$39.46K
NELSON ELIZABETH A
15 Nov 2021
Director
Sold after exercise
5,000
$45.78
$228.90K
Brown Hayden
10 Nov 2021
President & CEO
Sold after exercise
1
$46.74
$46.74
Brown Hayden
10 Nov 2021
President & CEO
Sold after exercise
11,091
$46.23
$512.78K
Brown Hayden
10 Nov 2021
President & CEO
Sold after exercise
8,908
$45.00
$400.87K
Brown Hayden
18 Aug 2021
President & CEO
Sold after exercise
76
$41.38
$3.15K
Brown Hayden
18 Aug 2021
President & CEO
Sold after exercise
1,237
$40.73
$50.39K
Gilpin Eric
18 Aug 2021
Senior VP, Sales
Sold after exercise
193
$41.38
$7.99K
Gilpin Eric
18 Aug 2021
Senior VP, Sales
Sold after exercise
3,131
$40.73
$127.54K
McCombs Jeff
18 Aug 2021
Chief Financial Officer
Sold after exercise
31
$41.38
$1.28K
McCombs Jeff
18 Aug 2021
Chief Financial Officer
Sold after exercise
495
$40.73
$20.16K
Brown Hayden
10 Aug 2021
President & CEO
Sold after exercise
3,300
$45.92
$151.54K
Brown Hayden
10 Aug 2021
President & CEO
Sold after exercise
16,700
$45.00
$751.47K
Showing 250 of 377 transactions. The figures above use every one of them.

What was left out

Form 4 filings counted 343
Amendments (4/A) skipped 9
Filings about a different issuer 0
Unreadable filings 0
Joint filings 8
Sales on a Rule 10b5-1 plan 69
Sales straight out of an exercise 179
Sales at will 105
Transactions with no price 0
Shares from compensation/vesting 122,715,958
Sales filed before the plan box existed 76
History held since 4 Oct 2018