Upwork ($UPWK) Insider Trading & Smart Money Activity

Upwork Inc. · Internet Content & Information · Latest filing Sep 18, 2026

Upwork Inc. ($UPWK) has 5 insider trades on file. In the last 12 months on the open market, no insider bought and 4 insiders sold ($678.26K), net -$678.26K.

Insider buyers (12 mo)
0
Insider sellers (12 mo)
4
Net insider $ (12 mo)
-$678.26K
Congress trades (12 mo)
0
13F moves on file
0
Analyst ratings on file
0

UPWK insider buying and selling by quarter

QuarterInsider buysInsider salesCongress buys / sales13F added / cut
Q1 2026 0 0 0 / 0 0 / 0
Q2 2026 0 0 0 / 0 0 / 0
Q3 2026 0 4 · $678.26K 0 / 0 0 / 0
Q4 2026 0 0 0 / 0 0 / 0

Insider buys and sales count open-market trades only (Form 4 codes P and S). Grants, option exercises and tax withholding are left out.

All UPWK insider, congress, 13F and analyst activity

DateSourceWhoActionSharesValue / amount ΔOwn1W1M6MFilingStory
Insider Mekhalfa SabrinaChief Accounting Officer Sell (Open-market sale) 1.30K sh $10.98K -2.4% —
Insider Kappus Anthony RayGM & Chief Operating Officer Sell (Open-market sale) 45.73K sh $386.47K -2.4% —
Insider Gessert EricaChief Financial Officer Sell (Open-market sale) 9.34K sh $78.90K -2.4% —
Insider Brown HaydenPresident & CEO Sell (Open-market sale) 23.89K sh $201.92K -2.4% —
Insider Erica GessertChief Financial Officer Sell (Option exercise) 18.13K sh -2.4%+15.9% Read

1W / 1M / 6M = how UPWK moved from the trade or filing date.

Insider trading in UPWK: who is buying and selling

InsiderRoleTradesOpen-market netShares heldLast trade
Mekhalfa Sabrina Chief Accounting Officer 1 -$10.98K Sep 18, 2026
Kappus Anthony Ray GM & Chief Operating Officer 1 -$386.47K Sep 18, 2026
Gessert Erica Chief Financial Officer 1 -$78.90K Sep 18, 2026
Brown Hayden President & CEO 1 -$201.92K Sep 18, 2026
Erica Gessert Chief Financial Officer 1 — Jun 18, 2026

Frequently asked questions

Are UPWK insiders buying or selling?

Over the last 12 months 0 insiders made 0 open-market purchases worth $0 and 4 insiders made 4 open-market sales worth $678.26K, a net -$678.26K.

What is the latest insider trade in UPWK?

Mekhalfa Sabrina, Chief Accounting Officer filed a sell (open-market sale) of 1.30K sh worth $10.98K on Sep 18, 2026.

Other internet content & information stocks

Data comes from public SEC Form 4 and 13F filings and STOCK Act disclosures. Dates are the trade or filing date reported. This page is for research only and is not investment advice.

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