InsiderTrades

UPWK UPWORK, INC

Nasdaq · SEC CIK 1627475 · EDGAR

Bought, last 12 months
$0
0 purchases by 0 insiders
Sold, last 12 months
$15.80M
30 sales by 6 insiders
Filings on record
232
since 2021-07-20, latest 2026-09-22 16:19
Buying vs selling by month open-market trades, last 24 months
BoughtSold

Most active insiders, 12 months

InsiderTitleBoughtSold
Brown HaydenPres, CEO, Dir —$12.44M
Gessert EricaCFO —$1.51M
Bottoms DaveGM, Marketplace —$1.17M
Kappus Anthony RayCOO, GM —$424.6K
Steele GaryDir —$218.9K
Mekhalfa SabrinaCAO —$39.6K
BRAMLEY CLAIREDir ——
EVAN DANA LDir ——
KELMAN GLENNDir ——
LISSY DAVID HDir ——

Transactions 378

Type
Reset
X Filed Traded Ticker Insider Title Type Price Qty Owned ΔOwn Value
D 2026-09-22 16:19 2026-09-18 UPWK Mekhalfa Sabrina CAO M - OptEx — +3,578 7,974 +81% —
D 2026-09-22 16:19 2026-09-18 UPWK Mekhalfa Sabrina CAO S - Sale+OE $8.45 -1,299 6,675 -16% -$11.0K
D 2026-09-22 16:19 2026-09-18 UPWK Kappus Anthony Ray COO, GM M - OptEx — +114.9K 122.1K +1,592% —
D 2026-09-22 16:19 2026-09-18 UPWK Kappus Anthony Ray COO, GM S - Sale+OE $8.45 -45.7K 76.3K -37% -$386.5K
DM 2026-09-22 16:18 2026-09-18 UPWK Gessert Erica CFO M - OptEx — +18.1K 382.9K +5% —
D 2026-09-22 16:18 2026-09-18 UPWK Gessert Erica CFO S - Sale+OE $8.45 -9,336 373.6K -2% -$78.9K
DM 2026-09-22 16:18 2026-09-18 UPWK Brown Hayden Pres, CEO, Dir M - OptEx — +46.4K 817.5K +6% —
D 2026-09-22 16:18 2026-09-18 UPWK Brown Hayden Pres, CEO, Dir S - Sale+OE $8.45 -23.9K 793.6K -3% -$201.9K
DMT 2026-08-20 16:40 2026-08-18 UPWK Brown Hayden Pres, CEO, Dir M - OptEx — +46.8K 844.3K +6% —
DMT 2026-08-20 16:40 2026-08-18 UPWK Brown Hayden Pres, CEO, Dir S - Sale+OE $8.43 -73.2K 771.1K -9% -$617.2K
DM 2026-08-20 16:39 2026-08-18 UPWK Gessert Erica CFO M - OptEx — +46.0K 387.6K +13% —
D 2026-08-20 16:39 2026-08-18 UPWK Gessert Erica CFO S - Sale+OE $8.43 -22.8K 364.8K -6% -$192.5K
D 2026-08-20 16:38 2026-08-18 UPWK Kappus Anthony Ray COO, GM M - OptEx — +5,115 9,178 +126% —
D 2026-08-20 16:38 2026-08-18 UPWK Kappus Anthony Ray COO, GM S - Sale+OE $8.43 -1,964 7,214 -21% -$16.5K
D 2026-07-21 16:40 2026-07-18 UPWK Kappus Anthony Ray COO, GM M - OptEx — +1,412 4,621 +44% —
D 2026-07-21 16:40 2026-07-18 UPWK Kappus Anthony Ray COO, GM S - Sale+OE $9.06 -558 4,063 -12% -$5,053
DM 2026-06-23 17:18 2026-06-18 UPWK Gessert Erica CFO M - OptEx — +18.1K 350.8K +5% —
D 2026-06-23 17:18 2026-06-18 UPWK Gessert Erica CFO S - Sale+OE $8.15 -9,169 341.6K -3% -$74.7K
D 2026-06-23 17:18 2026-06-18 UPWK Mekhalfa Sabrina CAO M - OptEx — +3,577 5,672 +171% —
D 2026-06-23 17:18 2026-06-18 UPWK Mekhalfa Sabrina CAO S - Sale+OE $8.15 -1,276 4,396 -22% -$10.4K
DM 2026-06-23 17:16 2026-06-18 UPWK Brown Hayden Pres, CEO, Dir M - OptEx — +46.4K 821.0K +6% —
D 2026-06-23 17:16 2026-06-18 UPWK Brown Hayden Pres, CEO, Dir S - Sale+OE $8.15 -23.5K 797.5K -3% -$191.3K
2026-06-08 17:00 2026-06-04 UPWK BRAMLEY CLAIRE Dir A - Grant $0.00 +45.1K 45.1K New $0
M 2026-06-08 17:00 2026-06-04 UPWK LISSY DAVID H Dir A - Grant $0.00 +66.0K 66.0K New $0
M 2026-06-08 16:58 2026-06-04 UPWK LAYTON THOMAS Dir A - Grant $0.00 +33.9K 52.3K +184% $0
M 2026-06-08 16:58 2026-06-04 UPWK KELMAN GLENN Dir A - Grant $0.00 +27.1K 66.4K +69% $0
M 2026-06-08 16:58 2026-06-04 UPWK Steele Gary Dir A - Grant $0.00 +27.1K 112.2K +32% $0
2026-06-08 16:57 2026-06-04 UPWK EVAN DANA L Dir A - Grant $0.00 +20.9K 56.8K +58% $0
M 2026-06-08 16:57 2026-06-04 UPWK HARVEY KEVIN Dir A - Grant $0.00 +27.1K 147.2K +23% $0
D 2026-05-20 16:16 2026-05-18 UPWK Kappus Anthony Ray COO, GM M - OptEx — +5,114 5,114 New —
D 2026-05-20 16:16 2026-05-18 UPWK Kappus Anthony Ray COO, GM S - Sale+OE $8.66 -1,905 3,209 -37% -$16.5K
DM 2026-05-20 16:16 2026-05-18 UPWK Gessert Erica CFO M - OptEx — +46.0K 354.8K +15% —
D 2026-05-20 16:16 2026-05-18 UPWK Gessert Erica CFO S - Sale+OE $8.66 -22.2K 332.6K -6% -$192.0K
DMT 2026-05-20 16:15 2026-05-18 UPWK Brown Hayden Pres, CEO, Dir M - OptEx — +46.8K 847.1K +6% —
DMT 2026-05-20 16:15 2026-05-18 UPWK Brown Hayden Pres, CEO, Dir S - Sale+OE $8.60 -72.5K 774.6K -9% -$623.8K
DMT 2026-03-20 2026-03-18 UPWK Bottoms Dave GM, Marketplace M - OptEx — +20.9K 21.3K +6,060% —
DMT 2026-03-20 2026-03-18+ UPWK Bottoms Dave GM, Marketplace S - Sale+OE $12.00 -18.6K 9,678 -66% -$222.9K
DM 2026-03-20 2026-03-18 UPWK Brown Hayden Pres, CEO, Dir M - OptEx — +46.4K 793.8K +6% —
D 2026-03-20 2026-03-18 UPWK Brown Hayden Pres, CEO, Dir S - Sale+OE $12.31 -23.7K 798.7K -3% -$292.3K
DM 2026-03-20 2026-03-18 UPWK Gessert Erica CFO M - OptEx — +18.1K 316.5K +6% —
D 2026-03-20 2026-03-18 UPWK Gessert Erica CFO S - Sale+OE $12.31 -9,278 307.2K -3% -$114.2K
D 2026-03-20 2026-03-18 UPWK Mekhalfa Sabrina CAO M - OptEx — +3,577 3,577 New —
D 2026-03-20 2026-03-18 UPWK Mekhalfa Sabrina CAO S - Sale+OE $12.31 -1,482 2,095 -41% -$18.2K
DMT 2026-02-19 2026-02-17+ UPWK Bottoms Dave GM, Marketplace M - OptEx — +32.7K 29.3K New —
DMT 2026-02-19 2026-02-18+ UPWK Bottoms Dave GM, Marketplace S - Sale+OE $13.66 -32.7K 345 -99% -$446.2K
DM 2026-02-19 2026-02-17+ UPWK Gessert Erica CFO M - OptEx — +78.0K 324.7K +32% —
D 2026-02-19 2026-02-18 UPWK Gessert Erica CFO S - Sale+OE $13.80 -26.3K 298.4K -8% -$362.8K
DMT 2026-02-19 2026-02-18 UPWK Brown Hayden Pres, CEO, Dir S - Sale+OE $13.80 -123.2K 826.1K -13% -$1.70M
DMT 2026-02-19 2026-02-17+ UPWK Brown Hayden Pres, CEO, Dir M - OptEx — +178.1K 858.4K +26% —
DM 2025-12-22 2025-12-18 UPWK Brown Hayden Pres, CEO, Dir M - OptEx — +46.4K 715.6K +7% —
D 2025-12-22 2025-12-18 UPWK Brown Hayden Pres, CEO, Dir S - Sale+OE $20.59 -23.1K 721.2K -3% -$476.6K
DM 2025-12-22 2025-12-18 UPWK Gessert Erica CFO M - OptEx — +18.1K 255.7K +8% —
D 2025-12-22 2025-12-18 UPWK Gessert Erica CFO S - Sale+OE $20.59 -9,044 246.7K -4% -$186.2K
DMT 2025-12-22 2025-12-18+ UPWK Bottoms Dave GM, Marketplace S - Sale+OE $20.62 -20.9K 9,967 -68% -$431.1K
DMT 2025-12-22 2025-12-18 UPWK Bottoms Dave GM, Marketplace M - OptEx — +20.9K 9,325 New —
M 2025-11-28 2025-11-25+ UPWK Brown Hayden Pres, CEO, Dir S - Sale $19.51 -350.0K 797.9K -30% -$6.83M
2025-11-25 2025-11-21 UPWK Brown Hayden Pres, CEO, Dir S - Sale $18.20 -60.0K 1.05M -5% -$1.09M
2025-11-25 2025-11-21 UPWK Steele Gary Dir S - Sale $17.51 -12.5K 85.1K -13% -$218.9K
DM 2025-11-20 2025-11-18 UPWK Brown Hayden Pres, CEO, Dir M - OptEx — +50.4K 1.10M +5% —
DM 2025-11-20 2025-11-18 UPWK Brown Hayden Pres, CEO, Dir S - Sale+OE $16.70 -24.8K 1.11M -2% -$415.0K
D 2025-11-20 2025-11-18 UPWK Gessert Erica CFO M - OptEx — +37.5K 256.1K +17% —
DM 2025-11-20 2025-11-18 UPWK Gessert Erica CFO S - Sale+OE $16.70 -18.5K 237.6K -7% -$308.9K
DMT 2025-11-19 2025-11-17+ UPWK Bottoms Dave GM, Marketplace S - Sale+OE $17.25 -4,311 3,140 -58% -$74.4K
DT 2025-11-19 2025-11-18 UPWK Bottoms Dave GM, Marketplace M - OptEx — +3,750 4,095 +1,087% —
DMT 2025-09-22 2025-09-18 UPWK Bottoms Dave GM, Marketplace M - OptEx — +20.9K 9,325 New —
DMT 2025-09-22 2025-09-18+ UPWK Bottoms Dave GM, Marketplace S - Sale+OE $19.54 -20.9K 345 -98% -$408.6K
DM 2025-09-22 2025-09-18 UPWK Gessert Erica CFO M - OptEx — +18.1K 217.6K +9% —
D 2025-09-22 2025-09-18 UPWK Gessert Erica CFO S - Sale+OE $19.16 -8,730 218.6K -4% -$167.3K
DMT 2025-09-19 2025-09-18 UPWK Brown Hayden Pres, CEO, Dir M - OptEx — +46.4K 1.12M +4% —
DMT 2025-09-19 2025-09-17+ UPWK Brown Hayden Pres, CEO, Dir S - Sale+OE $19.04 -82.3K 1.08M -7% -$1.57M
T 2025-09-03 2025-08-29 UPWK Bottoms Dave GM, Marketplace S - Sale $14.95 -1,690 345 -83% -$25.3K
T 2025-08-21 2025-08-19 UPWK Marie Olivier CAO S - Sale $13.88 -1,686 748 -69% -$23.4K
D 2025-08-20 2025-08-18 UPWK Gessert Erica CFO M - OptEx — +37.5K 228.2K +20% —
D 2025-08-20 2025-08-18 UPWK Gessert Erica CFO S - Sale+OE $13.84 -19.0K 209.2K -8% -$263.5K
D 2025-08-20 2025-08-18 UPWK Bottoms Dave GM, Marketplace M - OptEx — +3,750 4,095 +1,087% —
D 2025-08-20 2025-08-18 UPWK Bottoms Dave GM, Marketplace S - Sale+OE $13.84 -2,060 2,035 -50% -$28.5K
DMT 2025-08-19 2025-08-18 UPWK Brown Hayden Pres, CEO, Dir M - OptEx — +50.4K 1.10M +5% —
DMT 2025-08-19 2025-08-15+ UPWK Brown Hayden Pres, CEO, Dir S - Sale+OE $13.78 -85.6K 1.12M -7% -$1.18M
DMT 2025-08-18 2025-08-14+ UPWK Marie Olivier CAO S - Sale+OE $13.93 -2,235 748 -75% -$31.1K
DMT 2025-08-18 2025-08-18 UPWK Marie Olivier CAO M - OptEx — +2,627 3,375 +351% —
2025-08-12 2025-08-08 UPWK Bottoms Dave GM, Marketplace S - Sale $12.88 -9,000 345 -96% -$115.9K
MT 2025-06-24 2025-06-20+ UPWK Marie Olivier CAO S - Sale $13.24 -2,590 2,042 -56% -$34.3K
DM 2025-06-23 2025-06-18 UPWK Marie Olivier CAO M - OptEx — +5,217 6,511 +403% —
D 2025-06-23 2025-06-18 UPWK Marie Olivier CAO S - Sale+OE $13.50 -1,879 4,632 -29% -$25.4K
DM 2025-06-23 2025-06-18 UPWK Brown Hayden Pres, CEO, Dir M - OptEx — +46.4K 1.18M +4% —
D 2025-06-23 2025-06-18 UPWK Brown Hayden Pres, CEO, Dir S - Sale+OE $13.51 -23.7K 1.15M -2% -$320.4K
DM 2025-06-23 2025-06-18 UPWK Bottoms Dave GM, Marketplace M - OptEx — +20.9K 8,980 New —
D 2025-06-23 2025-06-18 UPWK Bottoms Dave GM, Marketplace S - Sale+OE $13.51 -11.6K 9,345 -55% -$156.2K
DM 2025-06-23 2025-06-18 UPWK Gessert Erica CFO M - OptEx — +18.1K 190.3K +11% —
D 2025-06-23 2025-06-18 UPWK Gessert Erica CFO S - Sale+OE $13.51 -9,267 190.7K -5% -$125.2K
T 2025-06-09 2025-06-05 UPWK Srinivasan Leela Dir A - Grant $0.00 +11.4K 89.3K +15% $0
MT 2025-06-09 2025-06-05+ UPWK Srinivasan Leela Dir S - Sale $15.23 -9,834 82.8K -11% -$149.7K
M 2025-06-09 2025-06-05 UPWK KELMAN GLENN Dir A - Grant $0.00 +39.3K 39.3K New $0
M 2025-06-09 2025-06-05 UPWK HARVEY KEVIN Dir A - Grant $0.00 +14.8K 116.7K +14% $0
2025-06-09 2025-06-05 UPWK Vazquez-Ubarri Anilu Dir A - Grant $0.00 +11.4K 84.0K +16% $0
M 2025-06-09 2025-06-05 UPWK LAYTON THOMAS Dir A - Grant $0.00 +18.4K 32.7K +129% $0
M 2025-06-09 2025-06-05 UPWK EVAN DANA L Dir A - Grant $0.00 +36.0K 24.6K New $0
M 2025-06-09 2025-06-05 UPWK Steele Gary Dir A - Grant $0.00 +14.8K 94.2K +19% $0
T 2025-05-22 2025-05-20 UPWK Marie Olivier CAO S - Sale $16.41 -1,655 1,294 -56% -$27.2K
T 2025-05-22 2025-05-20 UPWK Bottoms Dave GM, Marketplace S - Sale $16.41 -1,620 0 -100% -$26.6K

Purchase Sale Sale after option exercise All abbreviations