Insiders Trades
Upwork, Inc Stock: price and insider trades · United States
No insider purchase over the last 90 days. The latest was filed 16 May 2022.
Upwork, Inc: what insiders have been doing
Upwork, Inc, founded in 2015, is a Media & Communication company based in Palo Alto, United States. Its latest reported headcount is 630 employees (2024). Its directors and officers file their transactions with SEC (Form 4). The last twelve months, up to 18 October 2026, brought 54 filings signed by 11 insiders.
All open-market trades in the period are sales: 15 sales worth €3.7M, by 6 insiders, with no purchase on record. The totals do not cover 2 filings with an undisclosed amount. Brown Hayden filed the largest sale, €1.3M, on 28 November 2025.
With 54 filings in twelve months, the company is more active than the median of 22 filings across the 5,458 companies we follow on the same exchange. Since 2021, the database holds 1 purchase and 59 sales by insiders of the company. The 10-K for the year ended 31 December 2025 shows 787.8 m USD of revenue and 115.4 m USD of net income.
Between a trade and the moment it shows up on SEC (Form 4), the median delay is 3 days. The legal deadline for a Form 4 is two business days after the transaction. A sale on its own says little: insiders also sell to pay tax, fund a purchase or diversify.
For comparison within the same sector, see the insider buying recorded at Globalstar, Inc. and Liberty Latin America Ltd. This summary is built from SEC (Form 4) disclosures alone and does not predict where the share price will go.
Insider Decl.
254
Thresholds
n/a
Buy Volume
€964,327
1 ops. · all time
Sell Volume
€22M
59 ops. · all time
Who traded when
BuySaleHayden Brown15 sales
Bottoms Dave7 sales
Marie Olivier7 sales
Anthony Ray Kappus3 sales
Erica Gessert3 sales
Layton Thomas1 sale
+3 other insiders
Since the insiders bought
- -50.7%Entry US$16.94 · Close at T+365 US$8.35
Entry is the close on the day after publication, the first price a reader could act on. Prices in the listing currency. Past moves are not a forecast.
This score ranks the purchase within its own market. A position size is suggested only on the venues of the backtested strategy universe; elsewhere, signals stay on watch. Not investment advice.
Fundamental score
Ranked 1,477 of 24,148 companies
77.6
score / 100
Value82
Quality74
FCF yld21%
Earn yld11%
EV/EBITDA9.1x
ROE17%
Gross mgn78%
Net mgn15%
Debt/EBITDA2.4x
Pillars2/3
Transparent value + quality ranking, distinct from the insider signal.
Financial data
as of FY 2025FY ended December 2025 · cache
US$8.43
Analyst consensus
8 analysts2.50/5
US$8.00Target US$9.88(+17%)US$14.00
Income statement
RevenueUS$787.8M
Gross profitUS$613M78% margin
EBITDAUS$155.8M20% margin
Net incomeUS$115.4M12.9% margin
Valuation
PER (trailing)10.9x
PER (forward)6.2x
P/Book1.9x
Beta1.05
Balance sheet & cash
Market capUS$1.1B
Total debtUS$371.1M
Free Cash FlowUS$223.1M
Debt / Equity62%
Profitability & ownership
ROE16.7%
ROA6.6%
% insiders5.3%
% institutions104.1%
Last declaration on 22 September 2026
Declarations254 total
45,732 shares@ US$8.45080.037% mcap94.7% of flowCommon StockSEC:0001860481-26-000017:1
1,299 shares@ US$8.45080.0011% mcap100.0% of flowCommon StockSEC:0001887993-26-000008:1
28,677 sharesCommon StockSEC:0001753662-26-000016:1
8,433 sharesCommon StockSEC:0001975669-26-000013:0
3,578 sharesCommon StockSEC:0001887993-26-000008:0
17,733 sharesCommon StockSEC:0001753662-26-000016:0
23,893 shares@ US$8.45090.020% mcap2.1% of flowCommon StockSEC:0001753662-26-000016:2
9,700 sharesCommon StockSEC:0001975669-26-000013:1
114,860 sharesCommon StockSEC:0001860481-26-000017:0
9,336 shares@ US$8.45080.0077% mcap29.3% of flowCommon StockSEC:0001975669-26-000013:2
9,336 shares@ US$8.45090.0077% mcap22.9% of flowCommonSEC144:0001950047-26-009676
45,732 shares@ US$8.45090.037% mcap100.0% of flowCommonSEC144:0001950047-26-009660
23,893 shares@ US$8.45090.020% mcap34.4% of flowCommonSEC144:0001950047-26-009675
5,115 sharesCommon StockSEC:0001860481-26-000015:0
23,241 shares@ US$8.42570.019% mcap2.0% of flowCommon StockSEC:0001753662-26-000014:3
50,000 shares@ US$8.42710.041% mcap4.3% of flowCommon StockSEC:0001753662-26-000014:4
1,964 shares@ US$8.42570.0016% mcap4.0% of flowCommon StockSEC:0001860481-26-000015:1
14,850 sharesCommon StockSEC:0001753662-26-000014:0
18,333 sharesCommon StockSEC:0001753662-26-000014:1
13,639 sharesCommon StockSEC:0001753662-26-000014:2
37,500 sharesCommon StockSEC:0001975669-26-000011:0
8,524 sharesCommon StockSEC:0001975669-26-000011:1
22,844 shares@ US$8.42570.019% mcap70.7% of flowCommon StockSEC:0001975669-26-000011:2
23,241 shares@ US$8.42570.019% mcap33.0% of flowCommonSEC144:0001950047-26-008361
22,844 shares@ US$8.42570.019% mcap55.4% of flowCommonSEC144:0001950047-26-008354
25 of 254 declarations
About Upwork, Inc
Upwork, Inc. (NASDAQ: UPWK) is a United States-based company headquartered in Palo Alto, California. It operates a leading online marketplace that connects businesses with independent professionals, positioning itself at the center of flexible work, digital services procurement, and talent sourcing. Upwork was formed through the combination of Elance and oDesk, two early pioneers in online freelancing, and later adopted the Upwork brand as the platform scaled into a broader work marketplace. For investors, the company is best understood as a business services platform with software-like economics and exposure to the long-term shift toward contingent, project-based, and AI-enabled work.
Its core offering is a two-sided marketplace where clients can post projects, discover talent, contract work, and manage delivery across a wide range of categories. These include software development, design, marketing, writing, customer support, administrative assistance, data-related work, and increasingly AI-related tasks. Upwork generates revenue primarily through marketplace transaction fees and enterprise-oriented offerings, allowing it to serve both small and mid-sized businesses and, increasingly, larger organizations. The company has also invested heavily in AI-driven product experiences, including Uma, its AI companion, which has been evolving into a work agent designed to support hiring, drafting, search, and collaboration workflows.
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From a competitive standpoint, Upwork operates in a fragmented but attractive market that includes freelance marketplaces, digital staffing platforms, and traditional recruiting or outsourcing channels. Its differentiation lies in scale, the breadth of its multi-category talent base, and the depth of its workflow tools. Management has also emphasized growing traction among SMB customers while building a stronger enterprise proposition. A notable strategic step was the launch of Lifted in 2025, a wholly owned subsidiary created to serve enterprise clients with contingent workforce solutions.
Recent developments reinforce Upwork’s strategic direction. In 2025 and 2026, the company announced multiple product updates focused on AI, improved recommendations, and tools for small businesses, as well as partnerships aimed at helping independent professionals build AI skills. Upwork has also highlighted strong demand for AI-related work and other high-value digital skills. In its February 2026 fourth-quarter and full-year 2025 results, the company reported revenue growth, solid cash generation, and meaningful share repurchases. For investors, Upwork remains a growth-oriented U.S. listed company exposed to secular trends in independent work, AI adoption, and the digitization of professional services.
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