UPWK

UPWORK, INC

NasdaqTechnologyServices-Computer Processing & Data Preparation

Insider activity for last month from 08/23 to 09/23. Counts use processed Form 4 rows. Purchase and sale metrics use codes P and S; totals remain unknown when any matching value is missing. Rows without a usable transaction date cannot be assigned to a rolling period and are excluded.

Latest filingSep 22, 2026Most recent Form 4
Total buying$00 buys
Total selling$678k4 sells
Net open-market-$678k4 insiders
Open-market mix
Buy vs sell distribution by transaction count
4 transactions
0 buys0%·100%4 sells

Insider activity report

Monthly open-market purchase and sale counts
Buys Sells
530-3-5transactionsAugSep 2026 sells: 4 transactions · $678k4Sep

Transaction codes

By Form 4 transaction code in selected period
16transactions
  • M · Option exercise · dominant12 · 75%
  • S · Open-market sells4 · 25%

Activity by reported role

A joint filing can contribute to multiple roles
24transactions
  • Chief executive officer · dominant5 · 21%
  • Chief financial officer5 · 21%
  • PRES5 · 21%
  • CAO3 · 13%
  • COO3 · 13%
  • GM3 · 13%

Distinct insiders active

Reporting-owner CIKs by month · peak Sep 2026 (4)
Aug 2026Sep 2026
4distinct insiders in 2 months

Reported Holdings After

Separated by insider, security, and ownership type
Brown HaydenCommon Stock · Direct
817.5k788.8kSep 18, 2026 · 788,809 shares owned afterSep 18, 2026 · 817,486 shares owned afterSep 18, 2026 · 793,593 shares owned afterSep 18, 2026Sep 18, 2026
793,593Sep 18, 2026
Gessert EricaCommon Stock · Direct
382.9k373.2kSep 18, 2026 · 373,586 shares owned afterSep 18, 2026 · 382,922 shares owned afterSep 18, 2026 · 373,222 shares owned afterSep 18, 2026Sep 18, 2026
373,222Sep 18, 2026
Brown HaydenRestricted Stock Units · Direct
286.8k106.4kSep 18, 2026 · 286,775 shares owned afterSep 18, 2026 · 106,400 shares owned afterSep 18, 2026Sep 18, 2026
106,400Sep 18, 2026
Gessert EricaRestricted Stock Units · Direct
97.0k50.6kSep 18, 2026 · 96,997 shares owned afterSep 18, 2026 · 50,598 shares owned afterSep 18, 2026Sep 18, 2026
50,598Sep 18, 2026
Kappus Anthony RayCommon Stock · Direct
122.1k76.3kSep 18, 2026 · 122,074 shares owned afterSep 18, 2026 · 76,342 shares owned afterSep 18, 2026Sep 18, 2026
76,342Sep 18, 2026
Mekhalfa SabrinaCommon Stock · Direct
8.0k6.7kSep 18, 2026 · 6,675 shares owned afterSep 18, 2026 · 7,974 shares owned afterSep 18, 2026Sep 18, 2026
7,974Sep 18, 2026
Kappus Anthony RayRestricted Stock Units · Direct
344.6k344.6kSep 18, 2026 · 344,582 shares owned afterSep 18, 2026Sep 18, 2026
344,582Sep 18, 2026
Mekhalfa SabrinaRestricted Stock Units · Direct
32.2k32.2kSep 18, 2026 · 32,197 shares owned afterSep 18, 2026Sep 18, 2026
32,197Sep 18, 2026

These are reported post-transaction holdings, not company-wide ownership percentages. Securities, indirect vehicles, and amendments are kept separate.

Filing activity heatmap
Each cell is one day · intensity = transactions · buys green, sells red
1 active days
Aug 23Sep 23
LessMore
Top insiders
By absolute net value across the selected period
4 insiders
  • KR
    Kappus Anthony RayGM, COO · rank 1 · 0 buys · 1 sells
    -$386.5klast 09/22/undefined
  • BH
    Brown HaydenPRES, CEO · rank 2 · 0 buys · 1 sells
    -$201.9klast 09/22/undefined
  • GE
    Gessert EricaCFO · rank 3 · 0 buys · 1 sells
    -$78.9klast 09/22/undefined
  • MS
    Mekhalfa SabrinaCAO · rank 4 · 0 buys · 1 sells
    -$11.0klast 09/22/undefined
Recent filing activity
Most recent 12 transactions · color = transaction code

Filing detail checks

Secondary metrics for the selected period
Largest buy-
Largest sale$386k
10b5-1 detected0
Amended rows0

Filing-only signals

Deterministic matches in the selected period

No filing-only signal badges matched this period.

UPWK transaction history

Filters apply within this company and selected period by default
Reset

Latest insider transactions

Form 4 filings from last month. Click any column to sort; click it again to flip the order.

Newest company filings
IDTickerInsiderRoleTypeSharesValueCodeFiledTrans date
#227543UPWKMekhalfa Sabrina
CAO
exercise3.57k$0M09/2209/18
#227542UPWKMekhalfa Sabrina
CAO
sale1.29k-$1.09MS09/2209/18
#227541UPWKMekhalfa Sabrina
CAO
exercise3.57kM09/2209/18
#227537UPWKKappus Anthony Ray
GMCOO
exercise114k$0M09/2209/18
#227536UPWKKappus Anthony Ray
GMCOO
sale45.7k-$38.6MS09/2209/18
#227535UPWKKappus Anthony Ray
GMCOO
exercise114kM09/2209/18
#227533UPWKGessert Erica
CFO
exercise9.69k$0M09/2209/18
#227532UPWKGessert Erica
CFO
exercise8.43k$0M09/2209/18
#227531UPWKGessert Erica
CFO
sale9.33k-$7.88MS09/2209/18
#227530UPWKGessert Erica
CFO
exercise9.69kM09/2209/18
#227529UPWKGessert Erica
CFO
exercise8.43kM09/2209/18
#227524UPWKBrown Hayden
PRESCEO
exercise28.6k$0M09/2209/18
#227523UPWKBrown Hayden
PRESCEO
exercise17.7k$0M09/2209/18
#227522UPWKBrown Hayden
PRESCEO
sale23.8k-$20.1MS09/2209/18
#227521UPWKBrown Hayden
PRESCEO
exercise28.6kM09/2209/18
#227520UPWKBrown Hayden
PRESCEO
exercise17.7kM09/2209/18

UPWORK, INC Insider Activity FAQ

SEC Form 4 context

Who recently reported transactions at UPWORK, INC?

Mekhalfa Sabrina, Kappus Anthony Ray, Gessert Erica, Brown Hayden.

When was the latest reported open-market purchase?

No code-P purchase is available for this period.

When was the latest reported open-market sale?

Mekhalfa Sabrina reported a sale on Sep 18, 2026 valued at $10.9k. Read the SEC filing.

What is the recent purchase and sale balance?

Net open-market selling in the selected period was $678,263.60. Sales can occur for many non-investment reasons.

Where can I see the original SEC filing?

Every transaction row and latest-activity fact links to its original SEC filing.

What do these Form 4 transaction codes mean?

P and S generally describe open-market or private purchases and sales. A, D, F, M, X, G, J, and V describe awards, issuer dispositions, tax withholding, exercises, gifts, other transactions, and voluntary early reports; review each filing and its footnotes for context.