InsiderTrades

Kappus Anthony Ray

SEC CIK 1860481 · EDGAR

Buying vs selling by month open-market trades, last 24 months, UPWK
BoughtSold

Companies

TickerCompanyTitleHoldingBoughtSoldTradesFirstLast
UPWKUPWORK, INCCOO, GM 122.1K — $424.6K 82026-05-182026-09-18

Most active insiders at UPWK, 12 months

#InsiderTitleBoughtSold
1 Brown HaydenPres, CEO, Dir —$12.44M
2 Gessert EricaCFO —$1.51M
3 Bottoms DaveGM, Marketplace —$1.17M
4 Kappus Anthony RayCOO, GM —$424.6K
5 Steele GaryDir —$218.9K
6 Mekhalfa SabrinaCAO —$39.6K
7 BRAMLEY CLAIREDir ——
8 EVAN DANA LDir ——
9 KELMAN GLENNDir ——
10 LISSY DAVID HDir ——

Transactions 8

Type
Reset
X Filed Traded Ticker Company Insider Title Type Price Qty Owned ΔOwn Value
D 2026-09-22 16:19 2026-09-18 UPWK UPWORK, INC Kappus Anthony Ray COO, GM M - OptEx — +114.9K 122.1K +1,592% —
D 2026-09-22 16:19 2026-09-18 UPWK UPWORK, INC Kappus Anthony Ray COO, GM S - Sale+OE $8.45 -45.7K 76.3K -37% -$386.5K
D 2026-08-20 16:38 2026-08-18 UPWK UPWORK, INC Kappus Anthony Ray COO, GM M - OptEx — +5,115 9,178 +126% —
D 2026-08-20 16:38 2026-08-18 UPWK UPWORK, INC 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 UPWORK, INC Kappus Anthony Ray COO, GM M - OptEx — +1,412 4,621 +44% —
D 2026-07-21 16:40 2026-07-18 UPWK UPWORK, INC Kappus Anthony Ray COO, GM S - Sale+OE $9.06 -558 4,063 -12% -$5,053
D 2026-05-20 16:16 2026-05-18 UPWK UPWORK, INC Kappus Anthony Ray COO, GM M - OptEx — +5,114 5,114 New —
D 2026-05-20 16:16 2026-05-18 UPWK UPWORK, INC Kappus Anthony Ray COO, GM S - Sale+OE $8.66 -1,905 3,209 -37% -$16.5K

Purchase Sale Sale after option exercise All abbreviations