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EG

Erica Gessert

UPWK
CHIEF FINANCIAL OFFICER · UPWORK, INC · CIK 0001975669
FILING MIX · LIFETIME40%/60%
BUYS
29
SELLS
44
TOTAL VALUE
$3.87M
COMPANIES
1
ACTIVE SINCE
May 2023
HOLDINGS NOW
341,078
AVG SELL PX
$13.24
TRADE KIND
SHOWING 73 / 73
Trades · vs SPY
Loading price series…
Performance · forward returns vs SPY
17 backtested trades · 8 horizons · 24 pendingHow are these numbers computed? →
Forward-return performance of every backtestable P/S trade by Erica Gessert, measured at 8 horizons from 7 days to 2 years. Deduped per economic event so co-filings count once. Excess return = trade return minus SPY return over the same window.
HORIZONTRADESWIN RATEINSIDER RETURNSPY RETURNMEAN EXCESSMEDIAN EXCESST-STAT
7d17+41.18%+1.74%+0.79%+0.95%-0.90%—
14d17+64.71%+1.16%+0.48%+0.68%-2.58%—
30d17+58.82%-0.12%+0.90%-1.02%-5.18%—
60d17+52.94%-0.75%+3.35%-4.11%-5.03%—
90d17+58.82%-2.35%+4.59%-6.94%-3.81%—
180d17(2 pending)+53.33%+3.28%+8.89%-5.61%-11.41%—
1y17(7 pending)+40.00%+12.35%+16.68%-4.33%+3.72%—
2y17(15 pending)+100.00%-25.13%+38.46%-63.59%-63.59%—
How to read this: Insider Returnis the average raw return of the filer's trades over the horizon. SPY Return is what SPY did over those same windows — reference only, not a comparison. The headline alpha number is Mean Excess = Insider − SPY; green means the filer beat SPY, red means they trailed it. Win rate is the share of individual trades where the filer beat SPY. T-statvalues above 2 mean the alpha is unlikely to be chance given the sample size. "Pending" counts trades where the horizon hasn't elapsed yet; their stats are not included in the row average.
Holdings over time
UPWK · 341,078 shares · as of Jun 18, 2026
0150,000300,000450,000600,000202420252026SHARES HELD
Trading cadence · quarterly flow
BUY ● SELL ●
2023
2023
2023
2024
2024
2024
2024
2025
2025
2025
2025
2026
2026
FLOW · 29 buys / 44 sellsCOVERAGE · 13 quarters
Form 4 filings · all activity
COMPANYTYPESHARESPRICEVALUEHELD AFTERTRADE DATEFILEDDETAILS
UPWK
UPWORK, INC
PURCHASE
Chief Financial Officer
8,432——341,078Jun 18, 2026Jun 23, 2026 ↗View →
UPWK
UPWORK, INC
SALE
Chief Financial Officer
8,432——59,031Jun 18, 2026Jun 23, 2026 ↗View →
UPWK
UPWORK, INC
SALE
Chief Financial Officer
9,700——106,697Jun 18, 2026Jun 23, 2026 ↗View →
UPWK
UPWORK, INC
PURCHASE
Chief Financial Officer
9,700——350,778Jun 18, 2026Jun 23, 2026 ↗View →
UPWK
UPWORK, INC
SALE
Chief Financial Officer
9,169$8.15$74.7K341,609Jun 18, 2026Jun 23, 2026 ↗View →
UPWK
UPWORK, INC
SALE
Chief Financial Officer
37,500——150,000May 18, 2026May 20, 2026 ↗View →
UPWK
UPWORK, INC
PURCHASE
Chief Financial Officer
8,524——354,808May 18, 2026May 20, 2026 ↗View →
UPWK
UPWORK, INC
SALE
Chief Financial Officer
8,524——127,864May 18, 2026May 20, 2026 ↗View →
UPWK
UPWORK, INC
PURCHASE
Chief Financial Officer
37,500——346,284May 18, 2026May 20, 2026 ↗View →
UPWK
UPWORK, INC
SALE
Chief Financial Officer
22,162$8.66$192.0K332,646May 18, 2026May 20, 2026 ↗View →
UPWK
UPWORK, INC
PURCHASE
Chief Financial Officer
8,433——306,819Mar 18, 2026Mar 20, 2026 ↗View →
UPWK
UPWORK, INC
SALE
Chief Financial Officer
8,433——67,463Mar 18, 2026Mar 20, 2026 ↗View →
UPWK
UPWORK, INC
PURCHASE
Chief Financial Officer
9,699——316,518Mar 18, 2026Mar 20, 2026 ↗View →
UPWK
UPWORK, INC
SALE
Chief Financial Officer
9,699——116,397Mar 18, 2026Mar 20, 2026 ↗View →
UPWK
UPWORK, INC
SALE
Chief Financial Officer
9,278$12.31$114.2K307,240Mar 18, 2026Mar 20, 2026 ↗View →
UPWK
UPWORK, INC
PURCHASE
Chief Financial Officer
37,500——324,678Feb 18, 2026Feb 19, 2026 ↗View →
UPWK
UPWORK, INC
SALE
Chief Financial Officer
37,500——187,500Feb 18, 2026Feb 19, 2026 ↗View →
UPWK
UPWORK, INC
SALE
Chief Financial Officer
26,292$13.80$362.9K298,386Feb 18, 2026Feb 19, 2026 ↗View →
UPWK
UPWORK, INC
PURCHASEGRANT
Stock grant
136,388——136,388Feb 18, 2026Feb 19, 2026 ↗View →
UPWK
UPWORK, INC
PURCHASE
Chief Financial Officer
40,477——287,178Feb 17, 2026Feb 19, 2026 ↗View →
UPWK
UPWORK, INC
SALE
Chief Financial Officer
40,477——0Feb 17, 2026Feb 19, 2026 ↗View →
UPWK
UPWORK, INC
SALE
Chief Financial Officer
8,433——75,896Dec 18, 2025Dec 22, 2025 ↗View →
UPWK
UPWORK, INC
SALE
Chief Financial Officer
9,700——126,096Dec 18, 2025Dec 22, 2025 ↗View →
UPWK
UPWORK, INC
PURCHASE
Chief Financial Officer
8,433——246,045Dec 18, 2025Dec 22, 2025 ↗View →
UPWK
UPWORK, INC
PURCHASE
Chief Financial Officer
9,700——255,745Dec 18, 2025Dec 22, 2025 ↗View →
UPWK
UPWORK, INC
SALE
Chief Financial Officer
9,044$20.59$186.2K246,701Dec 18, 2025Dec 22, 2025 ↗View →
UPWK
UPWORK, INC
SALE
Chief Financial Officer
9,434$17.24$162.6K237,612Nov 18, 2025Nov 20, 2025 ↗View →
UPWK
UPWORK, INC
PURCHASE
Chief Financial Officer
37,500——256,105Nov 18, 2025Nov 20, 2025 ↗View →
UPWK
UPWORK, INC
SALE
Chief Financial Officer
9,059$16.14$146.2K247,046Nov 18, 2025Nov 20, 2025 ↗View →
UPWK
UPWORK, INC
SALE
Chief Financial Officer
37,500——225,000Nov 18, 2025Nov 20, 2025 ↗View →
UPWK
UPWORK, INC
SALE
Chief Financial Officer
8,433——84,329Sep 18, 2025Sep 22, 2025 ↗View →
UPWK
UPWORK, INC
SALE
Chief Financial Officer
8,730$19.16$167.3K218,605Sep 18, 2025Sep 22, 2025 ↗View →
UPWK
UPWORK, INC
PURCHASE
Chief Financial Officer
9,700——227,335Sep 18, 2025Sep 22, 2025 ↗View →
UPWK
UPWORK, INC
PURCHASE
Chief Financial Officer
8,433——217,635Sep 18, 2025Sep 22, 2025 ↗View →
UPWK
UPWORK, INC
SALE
Chief Financial Officer
9,700——135,796Sep 18, 2025Sep 22, 2025 ↗View →
UPWK
UPWORK, INC
SALE
Chief Financial Officer
37,500——262,500Aug 18, 2025Aug 20, 2025 ↗View →
UPWK
UPWORK, INC
PURCHASE
Chief Financial Officer
37,500——228,238Aug 18, 2025Aug 20, 2025 ↗View →
UPWK
UPWORK, INC
SALE
Chief Financial Officer
19,036$13.84$263.4K209,202Aug 18, 2025Aug 20, 2025 ↗View →
UPWK
UPWORK, INC
SALE
Chief Financial Officer
9,267$13.51$125.2K190,738Jun 18, 2025Jun 23, 2025 ↗View →
UPWK
UPWORK, INC
SALE
Chief Financial Officer
9,699——145,496Jun 18, 2025Jun 23, 2025 ↗View →
UPWK
UPWORK, INC
SALE
Chief Financial Officer
8,433——92,762Jun 18, 2025Jun 23, 2025 ↗View →
UPWK
UPWORK, INC
PURCHASE
Chief Financial Officer
9,699——200,005Jun 18, 2025Jun 23, 2025 ↗View →
UPWK
UPWORK, INC
PURCHASE
Chief Financial Officer
8,433——190,306Jun 18, 2025Jun 23, 2025 ↗View →
UPWK
UPWORK, INC
SALE
Chief Financial Officer
19,677$16.56$325.9K181,873May 19, 2025May 19, 2025 ↗View →
UPWK
UPWORK, INC
PURCHASE
Chief Financial Officer
37,500——201,550May 18, 2025May 19, 2025 ↗View →
UPWK
UPWORK, INC
SALE
Chief Financial Officer
37,500——300,000May 18, 2025May 19, 2025 ↗View →
UPWK
UPWORK, INC
SALE
Chief Financial Officer
4,316$13.07$56.4K160,945Mar 18, 2025Mar 20, 2025 ↗View →
UPWK
UPWORK, INC
PURCHASE
Chief Financial Officer
8,433——165,261Mar 18, 2025Mar 20, 2025 ↗View →
UPWK
UPWORK, INC
PURCHASEGRANT
Stock grant
155,195——155,195Mar 18, 2025Mar 20, 2025 ↗View →
UPWK
UPWORK, INC
SALE
Chief Financial Officer
8,433——101,195Mar 18, 2025Mar 20, 2025 ↗View →
UPWK
UPWORK, INC
SALE
Chief Financial Officer
37,500——337,500Feb 18, 2025Feb 20, 2025 ↗View →
UPWK
UPWORK, INC
PURCHASE
Chief Financial Officer
37,500——170,593Feb 18, 2025Feb 20, 2025 ↗View →
UPWK
UPWORK, INC
SALE
Chief Financial Officer
13,765$16.15$222.3K156,828Feb 18, 2025Feb 20, 2025 ↗View →
UPWK
UPWORK, INC
SALE
Chief Financial Officer
4,279$17.11$73.2K133,093Dec 18, 2024Dec 20, 2024 ↗View →
UPWK
UPWORK, INC
PURCHASE
Chief Financial Officer
8,433——137,372Dec 18, 2024Dec 20, 2024 ↗View →
UPWK
UPWORK, INC
SALE
Chief Financial Officer
8,433——109,628Dec 18, 2024Dec 20, 2024 ↗View →
UPWK
UPWORK, INC
SALE
Chief Financial Officer
19,816$15.13$299.8K128,939Nov 18, 2024Nov 20, 2024 ↗View →
UPWK
UPWORK, INC
PURCHASE
Chief Financial Officer
37,500——148,755Nov 18, 2024Nov 20, 2024 ↗View →
UPWK
UPWORK, INC
SALE
Chief Financial Officer
37,500——375,000Nov 18, 2024Nov 20, 2024 ↗View →
UPWK
UPWORK, INC
SALE
Chief Financial Officer
4,491$10.57$47.5K111,255Sep 18, 2024Sep 20, 2024 ↗View →
UPWK
UPWORK, INC
SALE
Chief Financial Officer
8,433——118,061Sep 18, 2024Sep 20, 2024 ↗View →
UPWK
UPWORK, INC
PURCHASE
Chief Financial Officer
8,433——115,746Sep 18, 2024Sep 20, 2024 ↗View →
UPWK
UPWORK, INC
SALE
Chief Financial Officer
20,353$9.65$196.4K107,313Aug 19, 2024Aug 20, 2024 ↗View →
UPWK
UPWORK, INC
PURCHASE
Chief Financial Officer
37,500——127,666Aug 18, 2024Aug 20, 2024 ↗View →
UPWK
UPWORK, INC
SALE
Chief Financial Officer
37,500——412,500Aug 18, 2024Aug 20, 2024 ↗View →
UPWK
UPWORK, INC
SALE
Chief Financial Officer
8,432——126,494Jun 18, 2024Jun 21, 2024 ↗View →
UPWK
UPWORK, INC
SALE
Chief Financial Officer
4,537$10.22$46.4K90,166Jun 18, 2024Jun 21, 2024 ↗View →
UPWK
UPWORK, INC
PURCHASE
Chief Financial Officer
8,432——94,703Jun 18, 2024Jun 21, 2024 ↗View →
UPWK
UPWORK, INC
SALE
Chief Financial Officer
69,940$11.61$811.9K86,271May 20, 2024May 21, 2024 ↗View →
UPWK
UPWORK, INC
PURCHASE
Chief Financial Officer
150,000——156,211May 18, 2024May 21, 2024 ↗View →
UPWK
UPWORK, INC
SALE
Chief Financial Officer
150,000——450,000May 18, 2024May 21, 2024 ↗View →
UPWK
UPWORK, INC
PURCHASEGRANT
Stock grant
134,926——134,926Mar 18, 2024Mar 20, 2024 ↗View →
UPWK
UPWORK, INC
PURCHASEGRANT
Stock grant
600,000——600,000May 18, 2023May 22, 2023 ↗View →
Other insiders · UPWK
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About this filer
CIK 0001975669
ROLE
Chief Financial Officer
PRIMARY
UPWK
COMPANIES
1
ACTIVE SINCE
May 2023
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