Upwork (UPWK) CFO Erica Gessert Sells 18,132 Shares
UPWK's CFO, Erica Gessert, sold 18,132 shares on June 18, 2026.
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Erica Gessert, Chief Financial Officer at Upwork Inc. ($UPWK), sold 18,132 shares on June 18, 2026. The trade was reported to the SEC in a Form 4 filing.
Since the trade, $UPWK is down 2.4% after 1 week, up 15.9% after 1 month and up 4.7% to date (from the $8.05 close on Jun 18, 2026).
UPWK
Upwork Inc.
Key Points
- Erica Gessert, UPWK's CFO, sold 18,132 shares on June 18, 2026, with shares trading at $7.84.
- Shares of UPWK traded near $7.84 on Wednesday, with multiple insider transactions occurring on the same day.
- BlackRock reduced its UPWK stake by 1.2 million shares, while Vanguard Portfolio Management opened a new position.
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Erica Gessert, the Chief Financial Officer of UPWK, sold 18,132 shares of the company on June 18, 2026. The transaction was not part of a pre-planned trading program. Shares traded at $7.84 on the day of the sale, which was a Wednesday.
Other Institutional Activity in UPWK
BlackRock, Inc. reduced its holdings in UPWK by 1,205,705 shares, leaving it with 18,856,122 shares valued at about $206.7 million, a 6.0% decrease. Price T Rowe Associates also trimmed its position by 1,795,914 shares, holding 17,435,463 shares worth approximately $191.1 million, a 9.3% decrease. Meanwhile, Vanguard Portfolio Management LLC initiated a new position with 7,774,348 shares valued at $85.2 million. LSV Asset Management increased its stake by 255,253 shares, resulting in a total of 6,792,528 shares worth $74.4 million, marking a 3.9% increase. Ancient Art, L.P. added 1,319,095 shares to its holdings, now owning 5,959,909 shares valued at $65.3 million, a 28.4% increase.
Upwork Inc. Stock Down 1.7%
On Wednesday, shares of UPWK traded near $7.84. The company has seen various changes in institutional ownership, reflecting active interest from large funds. While specific fundamentals such as market cap and P/E ratio are not provided, the stock's activity suggests continued interest from both insiders and institutions.
Insider Buying and Selling at Upwork Inc.
On June 18, 2026, several insiders were active. Erica Gessert, the CFO, sold 18,132 shares. Hayden Brown, President and CEO, sold 46,411 shares, while Sabrina Mekhalfa, Chief Accounting Officer, sold 1,276 shares at an average price of $8.15. Mekhalfa also bought 3,577 shares on the same day.
Analysts Set New Price Targets
On May 21, 2026, Citigroup maintained its hold rating for UPWK with a price target of $10. RBC Capital also maintained a hold rating with a target of $9 on May 11, 2026. Scotiabank and UBS both maintained hold ratings with a $10 target on May 8, 2026. Needham maintained a buy rating with a target of $15 on the same day.
Bottom Line
Insider sales at UPWK, including those by CFO Erica Gessert, highlight ongoing activity within the company. Institutional investors like BlackRock and Vanguard are also adjusting their positions, indicating shifting sentiments. As always, these transactions are backward-looking, reflecting past decisions rather than current positions.
Related Filing Alerts
Source: Erica Gessert's Form 4 filing on $UPWK (Jun 18, 2026). Find the original filing: UPWK Form 4 filings on SEC EDGAR. Written by software, not financial advice. How we make alerts