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Investors / Cowboy Ventures / Compare with Iterative

Cowboy Ventures vs Iterative

Cowboy Ventures lists 74 portfolio companies and has joined 5 funding rounds; Iterative lists 147 companies and has joined 6 rounds. Cowboy Ventures comes in most often at Seed (60% of its entries), Iterative comes in most often at Seed (100% of its entries). 1 company is on both portfolios, among them Homebase.

74Portfolio companies147
5Funding rounds joined6
2Rounds led1
4Rounds, last 12 months5
$5M to $20MTypical round it comes in at$1M to $5M
0%Sites no longer answering0%
Show as a table
Cowboy Ventures and Iterative, head to head
Cowboy VenturesIterative
Portfolio companies74147
Funding rounds joined56
Rounds led21
Rounds, last 12 months45
Typical round it comes in at$5M to $20M$1M to $5M
Sites no longer answering0%0%

Where they come in

share of entries by stage
Pre-seed0%0%
Seed60%100%
Series A40%0%
Series B0%0%
Growth0%0%

Cowboy VenturesIterative

Show as a table
Entry stages of Cowboy Ventures and Iterative, share of entries
Cowboy VenturesIterative
Pre-seed0%0%
Seed60%100%
Series A40%0%
Series B0%0%
Growth0%0%

Themes

share of checked companies
Fintech13%19%
AI & Machine Learning18%14%
Enterprise Software12%6%
Healthcare & Biotech9%12%
Education7%9%
E-commerce & Marketplaces6%8%

Cowboy VenturesIterative

Show as a table
Themes of Cowboy Ventures and Iterative, share of checked companies
Cowboy VenturesIterative
Fintech13%19%
AI & Machine Learning18%14%
Enterprise Software12%6%
Healthcare & Biotech9%12%
Education7%9%
E-commerce & Marketplaces6%8%

Companies both back

1

Shared companies are those both firms' own portfolio pages list, each checked against the company's site. The same comparison through the API is POST /v1/overlap, for up to 20 firms. How the data is graded

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Compare Cowboy Ventures and Iterative as data

Pull both portfolios and every co-investor through one API key or MCP, and lay up to 20 firms side by side with POST /v1/overlap. A free account adds Ask AI searches and alerts when either firm adds a company.

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  • Ask AI5 plain-English investor searches a day
  • Full listsEvery portfolio row and two-firm overlap
  • API and MCP100 REST or MCP calls a month, one key
  • AlertsFollow 5 investors for portfolio and fund changes
VCinfo API
$ curl -H "X-API-Key: YOUR_KEY" \
  https://api.vcinfo.io/v1/firms/cowboy.vc/portfolio

# also
GET /v1/firms/iterative.vc/portfolio
GET /v1/firms/cowboy.vc/coinvestors
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