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Insider · CIK 0001975669

Erica Gessert

cfoofficer

Files at UPWK (UPWORK, INC). First filing Nov 20, 2024, latest Sep 22, 2026.

In brief

Erica Gessert files SEC Form 4 as CFO at UPWK (UPWORK, INC). Since Nov 20, 2024, Erica Gessert has reported 0 open-market buys worth $0 and 16 open-market sells worth $3.0M, the latest filed on Sep 22, 2026.

A track record needs three past buys with six months of prices behind them; Erica Gessert has 0, so none is measured yet.

The newest scored trade: sold $79k of UPWK on Sep 18, 2026, filed Sep 22, 2026, scored 31 (weak). In the last 12 months: 0 buys worth $0 and 8 sells worth $1.5M.

Track record
Not enough history
Fewer than three past buys with six months of prices.
Median 6-month excess
-
after past buys, n = 0
Hit rate
-
past buys that beat the index over 6 months
Open-market trades
0 / 16
$0 bought, $3.0M sold

Where the trades landed

Last year at the company this insider has traded most, with each buy and sell on the bar it happened.

UPWK: UPWORK, INC

UPWKOct 9, 2026 · close 8.60

Daily candles, adjusted for splits and dividends. Green arrows are insider buys, red are sells, sized by value. Click a marked bar to open the signal.Charts by TradingView Lightweight Charts™

Signals

This insider’s open-market buys and sells, scored.

ScoreCompanyValueHoldingsPrice contextFiled
31Weak
UPWKsell 4
UPWORK, INC
$79k
9,336 shares
-2%+7% from low-62% from high
34Weak
UPWKsell 3
UPWORK, INC
$192k
22,844 shares
-6%+8% from low-62% from high
30Weak
UPWKsell 3
UPWORK, INC
$75k
9,169 shares
-3%0% from low-64% from high
34Weak
UPWKsell 3
UPWORK, INC
$192k
22,162 shares
-6%+8% from low-60% from high
32Weak
UPWKsell 4
UPWORK, INC
$114k
9,278 shares
-3%+3% from low-45% from high
37Weak
UPWKsell 3
UPWORK, INC
$363k
26,292 shares
-8%+17% from low-38% from high
34Weak
UPWKsell 3
UPWORK, INC
$186k
9,044 shares
-4%+74% from low-7% from high
36Weak
UPWKsell 4
UPWORK, INC
$309k
18,493 shares
-7%+45% from low-15% from high
33Weak
UPWKsell 3
UPWORK, INC
$167k
8,730 shares
-4%+95% from low0% from high
35Weak
UPWKsell 4
UPWORK, INC
$263k
19,036 shares
-8%+52% from low-20% from high
33Weak
UPWKsell 5
UPWORK, INC
$125k
9,267 shares
-5%+45% from low-24% from high
37Weak
UPWKsell 6
UPWORK, INC
$326k
19,677 shares
-10%+80% from low-5% from high
29Weak
UPWKsell 3
UPWORK, INC
$56k
4,316 shares
-3%-
34Weak
UPWKsell 3
UPWORK, INC
$222k
13,765 shares
-8%-
30Weak
UPWKsell 5
UPWORK, INC
$73k
4,279 shares
-3%-
41Moderate
UPWKsell 4
UPWORK, INC
$300k
19,816 shares
-13%-

Planned sales

Form 144 notices this insider filed before selling restricted or control stock, newest first.

FiledCompanySharesValueSale datePast 3 months
Sep 18, 2026 UPWK
UPWORK INC.
9,336
0.01% of outstanding
$79kSep 18, 2026$192k
Aug 18, 2026 UPWK
UPWORK INC.
22,844
0.02% of outstanding
$192kAug 18, 2026$75k
Jun 18, 2026 UPWK
UPWORK INC.
9,169
0.01% of outstanding
$75kJun 18, 2026$192k
May 18, 2026 UPWK
UPWORK INC.
22,162
0.02% of outstanding
$192kMay 18, 2026$114k
Mar 18, 2026 UPWK
UPWORK INC.
9,278
0.01% of outstanding
$114kMar 18, 2026$363k
Feb 18, 2026 UPWK
UPWORK INC.
26,292
0.02% of outstanding
$363kFeb 18, 2026$186k
Dec 18, 2025 UPWK
UPWORK INC.
9,044
0.01% of outstanding
$186kDec 18, 2025$309k
Nov 18, 2025 UPWK
UPWORK INC.
18,493
0.01% of outstanding
$309kNov 18, 2025$167k
Sep 18, 2025 UPWK
UPWORK INC.
8,730
0.01% of outstanding
$167kSep 18, 2025$263k
Aug 18, 2025 UPWK
UPWORK INC.
19,036
0.01% of outstanding
$263kAug 18, 2025$454k
Jun 18, 2025 UPWK
UPWORK INC.
9,267
0.01% of outstanding
$125kJun 18, 2025$329k
May 19, 2025 UPWK
UPWORK INC.
19,677
0.01% of outstanding
$329kMay 19, 2025$56k
Mar 18, 2025 UPWK
UPWORK INC.
4,316
0.00% of outstanding
$56kMar 18, 2025$222k
Feb 18, 2025 UPWK
UPWORK INC.
13,765
0.01% of outstanding
$222kFeb 18, 2025$73k
Dec 18, 2024 UPWK
UPWORK INC.
4,279
0.00% of outstanding
$73kDec 18, 2024$300k
Nov 18, 2024 UPWK
UPWORK INC.
19,816
0.01% of outstanding
$300kNov 18, 2024$244k

Transactions

The newest 50 of 69 rows this insider has filed.

DateCompanyTransactionSharesPriceValueHoldings afterFiled
Sep 18, 2026UPWK
UPWORK, INC
MOption exercise
Common Stock
+8,433--373,22221 d ago
Sep 18, 2026UPWK
UPWORK, INC
MOption exercise
Common Stock
+9,700--382,92221 d ago
Sep 18, 2026UPWK
UPWORK, INC
SOpen-market sale
Common Stock
-9,336$8.45$79k373,58621 d ago
Sep 18, 2026UPWK
UPWORK, INC
MOption exercise
Restricted Stock Unitsderivative
-8,433$0.00$050,59821 d ago
Sep 18, 2026UPWK
UPWORK, INC
MOption exercise
Restricted Stock Unitsderivative
-9,700$0.00$096,99721 d ago
Aug 18, 2026UPWK
UPWORK, INC
MOption exercise
Common Stock
+37,500--379,109Aug 20, 2026
Aug 18, 2026UPWK
UPWORK, INC
MOption exercise
Common Stock
+8,524--387,633Aug 20, 2026
Aug 18, 2026UPWK
UPWORK, INC
SOpen-market sale
Common Stock
-22,844$8.43$192k364,789Aug 20, 2026
Aug 18, 2026UPWK
UPWORK, INC
MOption exercise
Restricted Stock Unitsderivative
-37,500$0.00$0112,500Aug 20, 2026
Aug 18, 2026UPWK
UPWORK, INC
MOption exercise
Restricted Stock Unitsderivative
-8,524$0.00$0119,340Aug 20, 2026
Jun 18, 2026UPWK
UPWORK, INC
MOption exercise
Common Stock
+8,432--341,078Jun 23, 2026
Jun 18, 2026UPWK
UPWORK, INC
MOption exercise
Common Stock
+9,700--350,778Jun 23, 2026
Jun 18, 2026UPWK
UPWORK, INC
SOpen-market sale
Common Stock
-9,169$8.15$75k341,609Jun 23, 2026
Jun 18, 2026UPWK
UPWORK, INC
MOption exercise
Restricted Stock Unitsderivative
-8,432$0.00$059,031Jun 23, 2026
Jun 18, 2026UPWK
UPWORK, INC
MOption exercise
Restricted Stock Unitsderivative
-9,700$0.00$0106,697Jun 23, 2026
May 18, 2026UPWK
UPWORK, INC
MOption exercise
Common Stock
+37,500--346,284May 20, 2026
May 18, 2026UPWK
UPWORK, INC
MOption exercise
Common Stock
+8,524--354,808May 20, 2026
May 18, 2026UPWK
UPWORK, INC
SOpen-market sale
Common Stock
-22,162$8.66$192k332,646May 20, 2026
May 18, 2026UPWK
UPWORK, INC
MOption exercise
Restricted Stock Unitsderivative
-37,500$0.00$0150,000May 20, 2026
May 18, 2026UPWK
UPWORK, INC
MOption exercise
Restricted Stock Unitsderivative
-8,524$0.00$0127,864May 20, 2026
Mar 18, 2026UPWK
UPWORK, INC
MOption exercise
Common Stock
+8,433--306,819Mar 20, 2026
Mar 18, 2026UPWK
UPWORK, INC
MOption exercise
Common Stock
+9,699--316,518Mar 20, 2026
Mar 18, 2026UPWK
UPWORK, INC
SOpen-market sale
Common Stock
-9,278$12.31$114k307,240Mar 20, 2026
Mar 18, 2026UPWK
UPWORK, INC
MOption exercise
Restricted Stock Unitsderivative
-8,433$0.00$067,463Mar 20, 2026
Mar 18, 2026UPWK
UPWORK, INC
MOption exercise
Restricted Stock Unitsderivative
-9,699$0.00$0116,397Mar 20, 2026
Feb 17, 2026UPWK
UPWORK, INC
MOption exercise
Common Stock
+40,477--287,178Feb 19, 2026
Feb 18, 2026UPWK
UPWORK, INC
MOption exercise
Common Stock
+37,500--324,678Feb 19, 2026
Feb 18, 2026UPWK
UPWORK, INC
SOpen-market sale
Common Stock
-26,292$13.80$363k298,386Feb 19, 2026
Feb 17, 2026UPWK
UPWORK, INC
MOption exercise
Performance Stock Unitsderivative
-40,477$0.00$00Feb 19, 2026
Feb 18, 2026UPWK
UPWORK, INC
MOption exercise
Restricted Stock Unitsderivative
-37,500$0.00$0187,500Feb 19, 2026
Feb 18, 2026UPWK
UPWORK, INC
AGrant or award
Restricted Stock Unitsderivative
+136,388$0.00$0136,388Feb 19, 2026
Dec 18, 2025UPWK
UPWORK, INC
MOption exercise
Common Stock
+8,433--246,045Dec 22, 2025
Dec 18, 2025UPWK
UPWORK, INC
MOption exercise
Common Stock
+9,700--255,745Dec 22, 2025
Dec 18, 2025UPWK
UPWORK, INC
SOpen-market sale
Common Stock
-9,044$20.59$186k246,701Dec 22, 2025
Dec 18, 2025UPWK
UPWORK, INC
MOption exercise
Restricted Stock Unitsderivative
-8,433$0.00$075,896Dec 22, 2025
Dec 18, 2025UPWK
UPWORK, INC
MOption exercise
Restricted Stock Unitsderivative
-9,700$0.00$0126,096Dec 22, 2025
Nov 18, 2025UPWK
UPWORK, INC
MOption exercise
Common Stock
+37,500--256,105Nov 20, 2025
Nov 18, 2025UPWK
UPWORK, INC
SOpen-market sale
Common Stock
-9,059$16.14$146k247,046Nov 20, 2025
Nov 18, 2025UPWK
UPWORK, INC
SOpen-market sale
Common Stock
-9,434$17.24$163k237,612Nov 20, 2025
Nov 18, 2025UPWK
UPWORK, INC
MOption exercise
Restricted Stock Unitsderivative
-37,500$0.00$0225,000Nov 20, 2025
Sep 18, 2025UPWK
UPWORK, INC
MOption exercise
Common Stock
+8,433--217,635Sep 22, 2025
Sep 18, 2025UPWK
UPWORK, INC
MOption exercise
Common Stock
+9,700--227,335Sep 22, 2025
Sep 18, 2025UPWK
UPWORK, INC
SOpen-market sale
Common Stock
-8,730$19.16$167k218,605Sep 22, 2025
Sep 18, 2025UPWK
UPWORK, INC
MOption exercise
Restricted Stock Unitsderivative
-8,433$0.00$084,329Sep 22, 2025
Sep 18, 2025UPWK
UPWORK, INC
MOption exercise
Restricted Stock Unitsderivative
-9,700$0.00$0135,796Sep 22, 2025
Aug 18, 2025UPWK
UPWORK, INC
MOption exercise
Common Stock
+37,500--228,238Aug 20, 2025
Aug 18, 2025UPWK
UPWORK, INC
SOpen-market sale
Common Stock
-19,036$13.84$263k209,202Aug 20, 2025
Aug 18, 2025UPWK
UPWORK, INC
MOption exercise
Restricted Stock Unitsderivative
-37,500$0.00$0262,500Aug 20, 2025
Jun 18, 2025UPWK
UPWORK, INC
MOption exercise
Common Stock
+8,433--190,306Jun 23, 2025
Jun 18, 2025UPWK
UPWORK, INC
MOption exercise
Common Stock
+9,699--200,005Jun 23, 2025
50 of 69 rows shown.

Questions about Erica Gessert

Answered from the filings on this page, as of the latest one.

Is Erica Gessert buying or selling?

In the last 12 months Erica Gessert reported 0 open-market buys worth $0 and 8 open-market sells worth $1.5M on SEC Form 4; the latest was sold $79k of UPWK on Sep 18, 2026. Grants, option exercises and tax withholding are not counted.

How did Erica Gessert's past buys perform?

Not measured yet. InsiderTell needs three past buys with six months of prices to publish a track record, and Erica Gessert has 0.

Where does Erica Gessert file Form 4?

Erica Gessert has filed Form 4 at UPWK (UPWORK, INC) as Chief Financial Officer. A Form 4 is required of officers, directors and holders of more than 10% of a share class within two business days of a trade.

Not investment advice. Scores and forward returns are decision support built from public SEC filings and past prices; they describe what happened after comparable filings, not what will happen after this one. Do your own research and size your risk.

Erica Gessert: insider trades and track record | InsiderTell