SEC Form 4
Upwork Inc. (UPWK) insider trading
In the 12 months to Oct 26, 2026, 3 UPWK insiders reported open-market sales of $10.2M across 10 filings; no open-market purchases were filed.
Latest filing · Last 12 months · Source: SEC EDGAR · How we count
- Open-market sales
- $10.2M
- 10 filings · 3 insiders
- Open-market purchases
- $0
- 0 filings
- Pre-arranged sales (10b5-1)
- 7 of 10
- $2.1M of $10.2M sold (20%)
Who traded UPWK, and when
- Sale
- Sale, pre-arranged (10b5-1)
UPWK daily close from Oct 27, 2025 to Oct 26, 2026, between $7.84 and $22.11, last $9.37. 10 sale and 0 purchase filings by 3 insiders, marked at their filing dates. Hayden Brown, President & CEO: sold $9.5M across 5 filings, first filed Nov 25, 2025, last Aug 20, 2026. Dave Bottoms, GM, Marketplace: sold $531.6K across 4 filings, first filed Nov 19, 2025, last Mar 20, 2026. Gary Steele, Director: sold $218.8K across 1 filing, first filed Nov 25, 2025, last Nov 25, 2025.
Largest mark · tap a row for others
Hayden Brown · President & CEO
Filing 1 of 2 within a week · $7,919,592 total
Sale $1,092,114
60,000 shares at $18.20 avg
Filed Nov 25, 2025 · traded Nov 21
Close on filing date $19.69
Hayden Brown · President & CEO
President & CEO
$9.5M soldDave Bottoms · GM, Marketplace
GM, Marketplace
$531.6K soldGary Steele · Director
Director
$218.8K soldOpen-market trades
10 filings in the last 12 months| Insider | Role | Sold | Bought | Filings | Pre-arranged (10b5-1) | Last filed |
|---|---|---|---|---|---|---|
| Hayden Brown | President & CEO | $9.5M | — | 5 | 16% of sales | |
| Dave Bottoms | GM, Marketplace | $531.6K | — | 4 | 100% of sales | |
| Gary Steele | Director | $218.8K | — | 1 | — |
| Filed | Insider | Type | Shares | Avg price | Value | Held after | Source |
|---|---|---|---|---|---|---|---|
traded | Hayden Brown President & CEO | SalePre-arranged (10b5-1) | 50,000 | $8.43 | $421.4K | 771,076 | |
traded | Hayden Brown President & CEO | SalePre-arranged (10b5-1) | 50,000 | $8.57 | $428.5K | 774,552 | |
traded | Dave Bottoms GM, Marketplace | SalePre-arranged (10b5-1) | 7,000 | $11.49 | $80.4K | 2,678 | |
traded | Hayden Brown President & CEO | SalePre-arranged (10b5-1) | 50,000 | $13.79 | $689.3K | 776,067 | |
traded | Dave Bottoms GM, Marketplace | SalePre-arranged (10b5-1) | 15,649 | $13.51 | $211.4K | 345 | |
traded | Dave Bottoms GM, Marketplace | SalePre-arranged (10b5-1) | 9,622 | $20.66 | $198.8K | 345 | |
traded | Hayden Brown President & CEO | Sale | 350,000 | $19.51 | $6.8M | 697,894 | |
traded | Gary Steele Director | Sale | 12,500 | $17.51 | $218.8K | 85,129 | |
traded | Hayden Brown President & CEO | Sale | 60,000 | $18.20 | $1.1M | 1,047,894 | |
traded | Dave Bottoms GM, Marketplace | SalePre-arranged (10b5-1) | 2,309 | $17.72 | $40.9K | 345 |
GET /stocks/filings/vX/form-4?tickers=UPWK&filing_date.gte=2025-10-26&sort=filing_date.desc&limit=500{
"status": "OK",
"results": [
{
"tickers": [
"UPWK"
],
"issuer_cik": "0001627475",
"owner_cik": "0001753662",
"accession_number": "0001753662-26-000014",
"form_type": "4",
"filing_date": "2026-08-20",
"period_of_report": "2026-08-18",
"issuer_name": "UPWORK, INC",
"issuer_trading_symbol": "UPWK",
"owner_name": "Brown Hayden",
"is_director": true,
"is_officer": true,
"is_ten_percent_owner": false,
"is_other": false,
"officer_title": "President & CEO",
"security_type": "non_derivative",
"record_type": "transaction",
"security_title": "Common Stock",
"transaction_timeliness": "O",
"aff_10b5_one": true,
"transaction_date": "2026-08-18",
"transaction_code": "S",
"equity_swap_involved": false,
"transaction_shares": 50000,
"transaction_price_per_share": 8.4271,
"transaction_acquired_disposed": "D",
"shares_owned_following_transaction": 771076,
"transaction_value": 421354.99999999994,
"not_subject_to_section_16": false,
"direct_or_indirect": "D",
"footnotes": [
{
"id": "F4",
"description": "This transaction was effected pursuant to a Rule 10b5-1 plan adopted by the Reporting Person on November 19, 2025."
},
{
"id": "F5",
"description": "The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $8.245 to $8.52 per share, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the\nSecurities and Exchange Commission, upon written request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote."
}
]
},
{
"tickers": [
"UPWK"
],
"issuer_cik": "0001627475",
"owner_cik": "0001753662",
"accession_number": "0001753662-26-000007",
"form_type": "4",
"filing_date": "2026-05-20",
"period_of_report": "2026-05-18",
"issuer_name": "UPWORK, INC",
"issuer_trading_symbol": "UPWK",
"owner_name": "Brown Hayden",
"is_director": true,
"is_officer": true,
"is_ten_percent_owner": false,
"is_other": false,
"officer_title": "President & CEO",
"security_type": "non_derivative",
"record_type": "transaction",
"security_title": "Common Stock",
"transaction_timeliness": "O",
"aff_10b5_one": true,
"transaction_date": "2026-05-18",
"transaction_code": "S",
"equity_swap_involved": false,
"transaction_shares": 50000,
"transaction_price_per_share": 8.5695,
"transaction_acquired_disposed": "D",
"shares_owned_following_transaction": 774552,
"transaction_value": 428475,
"not_subject_to_section_16": false,
"direct_or_indirect": "D",
"footnotes": [
{
"id": "F5",
"description": "This transaction was effected pursuant to a Rule 10b5-1 plan adopted by the Reporting Person on November 19, 2025."
},
{
"id": "F6",
"description": "The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $8.10 to\n$8.79 per share, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the\nSecurities and Exchange Commission, upon written request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote."
}
]
}
]
}
// trimmed to 2 resultsThe response includes every Form 4 record; this page keeps open-market purchases and sales on common stock and removes duplicate joint-filer rows.
Other insider activity (not market trades) · 99 records
- Option exercises55 records
- Tax withholding (sold to cover)31 records
- Grants and awards13 records
Reported on Form 4 but not purchases or sales in the market, so not counted in the totals above.
How to read this page
- Open-market purchase or sale
- A buy or sell of the company's stock at market price. Grants, option exercises, shares withheld for tax, gifts and employee stock plan purchases are listed separately and not counted.
- Pre-arranged (10b5-1)
- The insider marked the filing as made under a trading plan set up in advance (SEC Rule 10b5-1). The mark covers the whole filing, and an unmarked filing may still be under a plan.
- Filing date
- Insiders have two business days to report a trade. Totals and the chart use the filing date, when the trade became public.
Frequently asked questions
Has Upwork Inc.'s CEO sold stock?
Yes. Hayden Brown (CEO) sold 560,000 shares ($9.5M) between Nov 2025 and Aug 2026, $1.5M of it under a pre-arranged 10b5-1 plan.
How current is UPWK’s insider data?
These are UPWK Form 4 filings from the last year, refreshed daily. The Massive Form 4 API has the full, continuously updated record.
What counts as an open-market buy or sell?
Only purchases and sales at the market price. Option exercises, grants, gifts, and shares withheld for taxes are reported on Form 4 but are left out of the buy and sell totals.
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Track UPWK insider trades with your agent
This page joins two Massive endpoints: Form 4 filings and daily prices. Ask an agent to watch for new filings:
Using the Massive API (massive.com/docs/llms.txt), check Form 4 filings for UPWK every day with transaction_code=P and tell me when an insider files an open-market purchase, with their role, shares, price and the filing link.
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