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UPWK Insider Trading & Form 4 Activity

UPWORK, INC
Last filing: Jun 8, 2026·2 days ago
NEUTRAL · LAST 90 DAYS
0%
buyers
$0
0 buys
$209K
2 sells
-$209K
net selling
2
insiders
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Net flow — last 12 months

Monthly net of insider buys minus sells. Green months indicate net buying; red months indicate net selling.

Most active insiders

Ranked by total transaction value over the last 90 days.

INSIDERBOUGHTSOLDNET
Brown Hayden
President & CEO
$624K
-$624K
Gessert Erica
Chief Financial Officer
$192K
-$192K
Kappus Anthony Ray
GM & Chief Operating Officer
$17K
-$17K
HARVEY KEVIN
Director
$0
LAYTON THOMAS
Director
$0
BRAMLEY CLAIRE
Director
$0
Steele Gary
Director
$0
LISSY DAVID H
Director
$0

Recent transactions

Every Form 4 transaction for UPWK, newest first.

AWARD
HARVEY KEVIN · Director
Tx Jun 4·Filed Jun 8·EDGAR ↗
20,880 sh
AWARD
LAYTON THOMAS · Director
Tx Jun 4·Filed Jun 8·EDGAR ↗
20,880 sh
AWARD
BRAMLEY CLAIRE · Director
Tx Jun 4·Filed Jun 8·EDGAR ↗
45,146 sh
AWARD
Steele Gary · Director
Tx Jun 4·Filed Jun 8·EDGAR ↗
6,207 sh
AWARD
Steele Gary · Director
Tx Jun 4·Filed Jun 8·EDGAR ↗
20,880 sh
AWARD
LISSY DAVID H · Director
Tx Jun 4·Filed Jun 8·EDGAR ↗
45,146 sh
AWARD
LISSY DAVID H · Director
Tx Jun 4·Filed Jun 8·EDGAR ↗
20,880 sh
AWARD
EVAN DANA L · Director
Tx Jun 4·Filed Jun 8·EDGAR ↗
20,880 sh
AWARD
KELMAN GLENN · Director
Tx Jun 4·Filed Jun 8·EDGAR ↗
6,207 sh
AWARD
KELMAN GLENN · Director
Tx Jun 4·Filed Jun 8·EDGAR ↗
20,880 sh
AWARD
HARVEY KEVIN · Director
Tx Jun 4·Filed Jun 8·EDGAR ↗
6,207 sh
AWARD
LAYTON THOMAS · Director
Tx Jun 4·Filed Jun 8·EDGAR ↗
6,207 sh
AWARD
LAYTON THOMAS · Director
Tx Jun 4·Filed Jun 8·EDGAR ↗
6,772 sh
EXERCISE10b5-1
Brown Hayden · President & CEO
Tx May 18·Filed May 20·EDGAR ↗
18,334 sh
EXERCISE10b5-1
Brown Hayden · President & CEO
Tx May 18·Filed May 20·EDGAR ↗
13,638 sh
SELL10b5-1
Brown Hayden · President & CEO
Tx May 18·Filed May 20·EDGAR ↗
22,546 sh @ $8.66
$195K
SELL10b5-1
Brown Hayden · President & CEO
Tx May 18·Filed May 20·EDGAR ↗
50,000 sh @ $8.57
$428K
EXERCISE
Kappus Anthony Ray · GM & Chief Operating Officer
Tx May 18·Filed May 20·EDGAR ↗
5,114 sh
SELL
Kappus Anthony Ray · GM & Chief Operating Officer
Tx May 18·Filed May 20·EDGAR ↗
1,905 sh @ $8.66
$17K
EXERCISE
Gessert Erica · Chief Financial Officer
Tx May 18·Filed May 20·EDGAR ↗
37,500 sh
EXERCISE
Gessert Erica · Chief Financial Officer
Tx May 18·Filed May 20·EDGAR ↗
8,524 sh
SELL
Gessert Erica · Chief Financial Officer
Tx May 18·Filed May 20·EDGAR ↗
22,162 sh @ $8.66
$192K
EXERCISE10b5-1
Brown Hayden · President & CEO
Tx May 18·Filed May 20·EDGAR ↗
14,850 sh

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About UPWK insider trading data

Form 4 is the SEC filing required when an officer, director, or 10% owner of a public company buys or sells the company's stock. By law, these filings must be submitted within two business days of the trade. Tracenotes pulls every Form 4 filing for UPWK from EDGAR, parses it, and surfaces the activity on this page.

What insider buying tells you. Open-market purchases by insiders are widely studied as a meaningful signal. Unlike stock awards (which are compensation, not conviction), an executive spending their own money to buy shares of the company they run is a vote of confidence. Studies have found insider-buying clusters — three or more insiders buying within a short window — outperform the broader market over the following year.

What insider selling tells you. Selling is noisier. Many sales are pre-scheduled under SEC Rule 10b5-1 plans, which let insiders sell on a fixed schedule regardless of company news. We label these "10b5-1" so you can see them. Discretionary sales — sales not tied to a plan — are more meaningful, especially when multiple insiders sell in quick succession.

Tracenotes methodology. We scan EDGAR daily for new Form 4 filings, parse them into individual transactions, and detect clusters when three or more distinct insiders buy or sell within a 14-day window. The data on this page covers the last 12 months. For deeper analysis, Tracenotes also runs language-change detection on 10-K and 10-Q filings — that's our core product.

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Frequently asked questions

What is a Form 4 filing?

Form 4 is the SEC disclosure required when a company insider — an officer, director, or 10% owner — buys or sells the company's stock. By law these filings must be submitted within two business days of the trade.

Is insider buying UPWK always bullish?

Open-market purchases by insiders are widely viewed as a bullish signal because executives are spending their own money. Stock awards and option exercises are part of compensation and don't carry the same weight, which is why we treat them separately on this page.

What is a 10b5-1 trade?

A trade made under SEC Rule 10b5-1, which lets insiders pre-schedule sales weeks or months in advance. These sales execute on a fixed plan regardless of company news, so they're a weaker signal than discretionary sales. We label them with a "10b5-1" tag.

What is an insider cluster?

A cluster is when three or more distinct insiders buy or sell within a 14-day window. Clusters are studied as stronger signals than single trades because multiple people independently reach the same view. We surface active clusters on UPWORK, INC (UPWK) when they form.

Where does UPWK insider trading data come from?

Every Form 4 filing for UPWK is sourced directly from SEC EDGAR. Tracenotes scans EDGAR daily, parses each Form 4 into individual transactions, and updates this page within hours of new filings.

Nothing on this page constitutes investment advice. Form 4 data is sourced from SEC EDGAR and provided for research purposes only.

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