Upwork Inc. (UPWK) has 20 known insider and institutional holders on record. The largest holder is Benchmark Capital Management Co. V, L.L.C. with 9,852,570 shares. Other notable holders include NELSON ELIZABETH A and GRETSCH GREGORY C..
Over the last 12 months, insiders have made 63 transactions in UPWK stock — 16 buys (valued at RSU Award) and 29 sells (valued at $17.94M). Insider selling has exceeded buying during this period.
UPWK Insider Ownership
Top Holder
Benchmark Capital Management Co. V, L.L.C.
9,852,570 shares
Buys (12 mo)
16
$0.00 value
Sells (12 mo)
29
$17.94M value
12-Month Transaction Activity
Top Insider Holders
| # |
Name |
Role |
Shares Owned |
Last Filed |
Relative Size |
| 1 |
Benchmark Capital Management Co. V, L.l.c. |
10 Percent Owner |
9,852,570 |
2019-09-17 |
|
| 2 |
Nelson Elizabeth A |
Director |
356,712 |
2025-05-14 |
|
| 3 |
Gretsch Gregory C. |
Director |
285,238 |
2024-06-11 |
|
| 4 |
Kasriel Stephane |
Director |
217,289 |
2020-03-03 |
|
| 5 |
Marriott Dan |
Director |
187,708 |
2020-06-02 |
|
| 6 |
Brown Hayden |
President & CEO |
141,866 |
2026-03-20 |
|
| 7 |
Harvey Kevin |
Director |
116,749 |
2025-06-09 |
|
| 8 |
Steele Gary |
Director |
85,129 |
2025-11-25 |
|
| 9 |
Vazquez-ubarri Anilu |
Director |
83,968 |
2025-06-09 |
|
| 10 |
Srinivasan Leela |
Director |
82,783 |
2025-06-09 |
|
| 11 |
Gessert Erica |
Chief Financial Officer |
67,463 |
2026-03-20 |
|
| 12 |
Layton Thomas |
Director |
32,735 |
2025-06-09 |
|
| 13 |
Evan Dana L |
Director |
24,585 |
2025-06-09 |
|
| 14 |
Kelman Glenn |
Director |
24,585 |
2025-06-09 |
|
| 15 |
Bottoms Dave |
GM, Marketplace |
9,325 |
2026-03-20 |
|
| 16 |
Mccombs Jeff |
Chief Financial Officer |
6,592 |
2022-11-22 |
|
| 17 |
Kinion Brian K |
Chief Financial Officer |
4,806 |
2020-03-03 |
|
| 18 |
Marie Olivier |
Chief Accounting Officer |
3,884 |
2025-06-24 |
|
| 19 |
Yuan Han-shen |
SVP, Engineering |
3,333 |
2019-11-20 |
|
| 20 |
Mekhalfa Sabrina |
Chief Accounting Officer |
2,095 |
2026-03-20 |
|
Recent Transactions (last 12 months)
| Date |
Name |
Role |
Type |
Shares |
Price |
Value |
| 2026-03-19 |
Bottoms Dave |
GM, Marketplace |
Informative Sell |
7,000 |
$11.49 |
$80.45K |
| 2026-03-18 |
Bottoms Dave |
GM, Marketplace |
Option Exercise |
8,980 |
- |
- |
| 2026-03-18 |
Gessert Erica |
Chief Financial Officer |
Option Exercise (Sell) |
8,433 |
- |
- |
| 2026-03-18 |
Mekhalfa Sabrina |
Chief Accounting Officer |
Informative Sell |
1,482 |
$12.31 |
$18.25K |
| 2026-03-18 |
Brown Hayden |
President & CEO |
Option Exercise (Sell) |
17,733 |
- |
- |
| 2026-02-19 |
Bottoms Dave |
GM, Marketplace |
Informative Sell |
15,649 |
$13.51 |
$211.44K |
| 2026-02-18 |
Bottoms Dave |
GM, Marketplace |
Option Exercise (Sell) |
3,750 |
- |
- |
| 2026-02-17 |
Bottoms Dave |
GM, Marketplace |
Option Exercise (Sell) |
28,912 |
- |
- |
| 2026-02-18 |
Gessert Erica |
Chief Financial Officer |
RSU Award |
136,388 |
- |
- |
| 2026-02-17 |
Gessert Erica |
Chief Financial Officer |
Option Exercise (Sell) |
40,477 |
- |
- |
| 2026-02-18 |
Brown Hayden |
President & CEO |
Option Exercise (Sell) |
7,611 |
- |
- |
| 2026-02-17 |
Brown Hayden |
President & CEO |
Option Exercise (Sell) |
127,678 |
- |
- |
| 2025-12-19 |
Bottoms Dave |
GM, Marketplace |
Informative Sell |
9,622 |
$20.66 |
$198.81K |
| 2025-12-18 |
Bottoms Dave |
GM, Marketplace |
Option Exercise |
8,980 |
- |
- |
| 2025-12-18 |
Gessert Erica |
Chief Financial Officer |
Option Exercise (Sell) |
8,433 |
- |
- |
| 2025-12-18 |
Mekhalfa Sabrina |
Chief Accounting Officer |
RSU Award |
42,929 |
- |
- |
| 2025-12-15 |
Mekhalfa Sabrina |
Chief Accounting Officer |
Unknown |
- |
- |
- |
| 2025-12-18 |
Brown Hayden |
President & CEO |
Option Exercise (Sell) |
17,733 |
- |
- |
| 2025-11-26 |
Brown Hayden |
President & CEO |
Informative Sell |
100,000 |
$19.44 |
$1.94M |
| 2025-11-25 |
Brown Hayden |
President & CEO |
Informative Sell |
75,000 |
$19.78 |
$1.48M |
| 2025-11-21 |
Brown Hayden |
President & CEO |
Informative Sell |
60,000 |
$18.20 |
$1.09M |
| 2025-11-21 |
Steele Gary |
Director |
Informative Sell |
12,500 |
$17.51 |
$218.85K |
| 2025-11-18 |
Gessert Erica |
Chief Financial Officer |
Option Exercise (Sell) |
37,500 |
- |
- |
| 2025-11-18 |
Brown Hayden |
President & CEO |
Option Exercise (Sell) |
7,610 |
- |
- |
| 2025-11-19 |
Bottoms Dave |
GM, Marketplace |
Informative Sell |
1,748 |
$18.13 |
$31.69K |
