Upwork (UPWK) insider trading in the last 6 months

Form 4 filings, newest first

Quality Score today 1

4 insiders sold $1.4M. No buys.

SellAnthony Ray Kappus$5KGM & Chief Operating Officerat $8.43 on Oct 19, filed Oct 20

SellAnthony Ray KappusGM & Chief Operating Officer$5Kat $8.43 on Oct 19, filed Oct 20

SellAnthony Ray Kappus$386KGM & Chief Operating Officerat $8.45 on Sep 18, filed Sep 22

SellAnthony Ray KappusGM & Chief Operating Officer$386Kat $8.45 on Sep 18, filed Sep 22

SellHayden Brown$202KPresident & CEOat $8.45 on Sep 18, filed Sep 22

SellHayden BrownPresident & CEO$202Kat $8.45 on Sep 18, filed Sep 22

From SEC Form 4s, the newest filed Oct 20, 2026 · Insiders have 2 business days to file a trade

10 more filings on UPWK in the last 6 months, for Pro members. See them free →

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Who files at Upwork

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Questions about UPWK's insider trades

As of Nov 2, 2026: Upwork (UPWK) has 13 insider filings on record in the last 6 months, the newest filed Oct 20, 2026. Its Quality Score is 1 (Below Average). Scores as of 5:08 PM ET, 15 minutes behind.

Are UPWK insiders buying or selling?

4 insiders sold $1.4M across 13 filings in the last 6 months. No open-⁠market buys on record. The newest filing: Anthony Ray Kappus, GM & Chief Operating Officer, sold $5K on Oct 19, 2026.

Who are UPWK's biggest insider sellers?

By the dollars of their sales in the last 6 months: Erica Gessert (Chief Financial Officer), 4 sales; Anthony Ray Kappus (GM & Chief Operating Officer), 5 sales; Hayden Brown (President & CEO), 2 sales. 4 insiders sold in all.

When did a UPWK insider last buy?

No UPWK insider bought shares on the open market in the last 6 months, as filed on Form 4. The newest filing is a sale by Anthony Ray Kappus on Oct 19, 2026.

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