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Company Analysis

UPWK Insider Trading

UPWORK, INC | Services-Computer Processing & Data Preparation

Comprehensive Trading Performance Summary

The investment history of corporate insiders at UPWORK, INC provides a unique lens into the internal conviction of the company's leadership. By analyzing SEC Form 4 filings, investors can track how directors and officers are allocating their own capital. High-conviction buying often signals that management believes the current market price significantly undervalues future growth prospects, while strategic selling might occur for personal liquidity or portfolio diversification. Monitoring these shifts in ownership is essential for understanding the alignment between management and shareholders in the Services-Computer Processing & Data Preparation sector.

Last 7 Days
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Last 30 Days Trend
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Transactions on Chart

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Filing Date Trade Date Reporting Person Relationship Type Price Qty Total, $ Owned After Change, %
2026-02-20 04:03 2026-02-18 Gessert Erica Officer - Chief Financial Officer OPT+S $13.80 26,292 $362,887 298,386 0.0%
2026-02-20 04:02 2026-02-18 Bottoms Dave Officer - GM, Marketplace OPT+S $13.66 32,662 $446,254 345 0.0%
2026-02-20 04:02 2026-02-18 Brown Hayden Director, Officer - President & CEO OPT+S $13.80 123,152 $1,698,956 776,067 0.0%
2025-12-23 00:34 2025-12-18 Gessert Erica Officer - Chief Financial Officer OPT+S $20.59 9,044 $186,187 246,701 0.0%
2025-12-23 00:33 2025-12-18 Brown Hayden Director, Officer - President & CEO OPT+S $20.59 23,147 $476,550 721,158 0.0%
2025-12-23 00:33 2025-12-18 Bottoms Dave Officer - GM, Marketplace OPT+S $20.62 20,907 $431,144 345 0.0%
2025-11-28 23:32 2025-11-25 Brown Hayden Director, Officer - President & CEO SELL $19.51 350,000 $6,827,485 697,894 -33.4%
2025-11-26 00:32 2025-11-21 Brown Hayden Director, Officer - President & CEO SELL $18.20 60,000 $1,092,114 1,047,894 -5.4%
2025-11-26 00:31 2025-11-21 Steele Gary Director SELL $17.51 12,500 $218,849 85,129 -12.8%
2025-11-21 02:19 2025-11-18 Brown Hayden Director, Officer - President & CEO OPT+S $16.70 24,846 $415,008 1,107,894 0.0%
2025-11-21 02:18 2025-11-18 Gessert Erica Officer - Chief Financial Officer OPT+S $16.70 18,493 $308,840 237,612 0.0%
2025-11-20 03:18 2025-11-17 Bottoms Dave Officer - GM, Marketplace OPT+S $17.25 4,311 $74,384 345 0.0%
2025-09-22 23:34 2025-09-18 Gessert Erica Officer - Chief Financial Officer OPT+S $19.16 8,730 $167,303 218,605 0.0%
2025-09-22 23:33 2025-09-18 Bottoms Dave Officer - GM, Marketplace OPT+S $19.55 20,908 $408,647 345 0.0%
2025-09-20 00:55 2025-09-17 Brown Hayden Director, Officer - President & CEO OPT+S $19.04 82,344 $1,568,200 1,082,358 0.0%
2025-09-03 23:35 2025-08-29 Bottoms Dave Officer - GM, Marketplace SELL $14.95 1,690 $25,266 345 -83.0%
2025-08-21 23:33 2025-08-19 Marie Olivier Officer - Chief Accounting Officer SELL $13.88 1,686 $23,405 748 -69.3%
2025-08-21 00:55 2025-08-18 Gessert Erica Officer - Chief Financial Officer OPT+S $13.84 19,036 $263,367 209,202 0.0%
2025-08-21 00:55 2025-08-18 Bottoms Dave Officer - GM, Marketplace OPT+S $13.84 2,060 $28,504 2,035 0.0%
2025-08-19 23:32 2025-08-15 Brown Hayden Director, Officer - President & CEO OPT+S $13.78 85,577 $1,179,311 1,118,291 0.0%
2025-08-19 02:43 2025-08-14 Marie Olivier Officer - Chief Accounting Officer OPT+S $13.93 2,235 $31,136 2,434 0.0%
2025-08-12 23:12 2025-08-08 Bottoms Dave Officer - GM, Marketplace SELL $12.88 9,000 $115,937 345 -96.3%
2025-06-25 02:01 2025-06-20 Marie Olivier Officer - Chief Accounting Officer SELL $13.24 2,590 $34,297 2,042 -55.9%
2025-06-24 02:23 2025-06-18 Marie Olivier Officer - Chief Accounting Officer OPT+S $13.50 1,879 $25,376 4,632 0.0%
2025-06-24 02:23 2025-06-18 Gessert Erica Officer - Chief Financial Officer OPT+S $13.51 9,267 $125,155 190,738 0.0%
2025-06-24 02:23 2025-06-18 Brown Hayden Director, Officer - President & CEO OPT+S $13.51 23,716 $320,294 1,153,485 0.0%
2025-06-24 02:22 2025-06-18 Bottoms Dave Officer - GM, Marketplace OPT+S $13.51 11,562 $156,149 9,345 0.0%
2025-06-10 02:03 2025-06-05 Srinivasan Leela Director SELL $15.23 9,834 $149,749 79,469 -11.0%
2025-05-23 02:02 2025-05-20 Bottoms Dave Officer - GM, Marketplace SELL $16.41 1,620 $26,583 0 -100.0%
2025-05-23 02:01 2025-05-20 Marie Olivier Officer - Chief Accounting Officer SELL $16.41 1,655 $27,151 1,294 -56.1%
2025-05-20 04:42 2025-05-15 Marie Olivier Officer - Chief Accounting Officer OPT+S $17.06 4,077 $69,543 2,949 0.0%
2025-05-20 04:41 2025-05-15 Bottoms Dave Officer - GM, Marketplace OPT+S $16.81 3,139 $52,771 1,620 0.0%
2025-05-20 04:40 2025-05-19 Gessert Erica Officer - Chief Financial Officer OPT+S $16.56 19,677 $325,902 181,873 0.0%
2025-05-20 04:40 2025-05-15 Brown Hayden Director, Officer - President & CEO OPT+S $16.98 86,438 $1,467,830 1,130,791 0.0%
2025-05-16 02:03 2025-05-13 LAYTON THOMAS Director SELL $17.49 500,000 $8,746,450 1,617,769 -23.6%
2025-05-15 02:01 2025-05-12 Brown Hayden Director, Officer - President & CEO SELL $17.09 20,000 $341,808 1,163,741 -1.7%
2025-05-15 02:00 2025-05-12 NELSON ELIZABETH A Director SELL $17.43 60,000 $1,045,572 356,712 -14.4%
2025-05-10 02:07 2025-05-07 Brown Hayden Director, Officer - President & CEO SELL $15.92 40,000 $636,956 1,183,741 -3.3%
2025-03-21 02:02 2025-03-18 Bottoms Dave Officer - GM, Marketplace OPT+S $13.32 15,004 $199,831 0 0.0%
2025-03-21 02:01 2025-03-18 Marie Olivier Officer - Chief Accounting Officer OPT+S $13.32 4,047 $53,909 1,294 0.0%
2025-03-21 02:01 2025-03-18 Gessert Erica Officer - Chief Financial Officer OPT+S $13.07 4,316 $56,405 160,945 0.0%
2025-03-21 02:01 2025-03-18 Brown Hayden Director, Officer - President & CEO OPT+S $13.07 9,075 $118,604 1,223,741 0.0%
2025-03-12 02:00 2025-03-07 Brown Hayden Director, Officer - President & CEO SELL $14.20 60,000 $851,946 1,215,083 -4.7%
2025-02-22 03:01 2025-02-19 NELSON ELIZABETH A Director OPT+S $17.58 75,000 $1,318,523 16,299 0.0%
2025-02-21 03:01 2025-02-18 Gessert Erica Officer - Chief Financial Officer OPT+S $16.15 13,765 $222,310 156,828 0.0%
2025-02-21 03:01 2025-02-18 Bottoms Dave Officer - GM, VP Marketplace OPT+S $17.06 3,750 $63,969 0 0.0%
2025-02-21 03:00 2025-02-18 Brown Hayden Director, Officer - President & CEO OPT+S $16.15 21,122 $341,129 1,275,083 0.0%
2025-02-20 03:41 2025-02-14 Marie Olivier Officer - Chief Accounting Officer OPT+S $17.00 2,962 $50,359 1,294 0.0%
2025-01-23 03:03 2025-01-21 Marie Olivier Officer - Chief Accounting Officer OPT+S $16.00 257 $4,113 1,629 0.0%
2024-12-21 03:01 2024-12-18 NELSON ELIZABETH A Director OPT+S $17.37 75,000 $1,302,780 48,915 0.0%
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How to Interpret $UPWK Trades

Not every insider transaction in UPWORK, INC is a signal for immediate action. Professional investors look for "cluster buying"—when multiple executives simultaneously purchase $UPWK shares on the open market. It is crucial to distinguish between scheduled sales (under Rule 10b5-1) and voluntary increases in ownership, which demonstrate management’s true conviction that the stock is undervalued.

Data Source & Accuracy for UPWK

Insider activity data for UPWORK, INC is streamed in real-time directly from the SEC EDGAR system. We analyze raw Form 4 filings, filtering out technical adjustments and complex derivative transactions. This provides a transparent view of how ownership structure is evolving in $UPWK, allowing you to follow the capital of those with the most intimate knowledge of the company.

UNDERSTANDING THE DATA

FILING DATE: The date and time when the transaction was reported to the SEC. This is when the public first receives the information.

TRADE DATE: The actual day the insider executed the purchase or sale in the market.

INDUSTRY: The specific market sector the company operates in. Useful for identifying broader institutional capital flows across sectors.

OWNED AFTER: The total number of shares held by the insider following the transaction. This highlights the insider's remaining conviction in the company.

CHANGE %: The percentage increase or decrease of the insider's total position. Large percentage changes often carry more weight than the dollar amount alone.

TRADE TYPES DEFINITIONS

BUY: An open market purchase. Typically indicates an insider's belief that the stock is undervalued or poised for growth.

SELL: An open market sale. While often used for diversification or liquidity, large or unexpected sales can be a warning signal.

OPT+S (OPTION EXERCISE & SALE): This occurs when an insider exercises their stock options and sells them immediately. Often part of a structured compensation plan.