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Investors / Chicago Ventures / Compare with Gaingels

Chicago Ventures vs Gaingels

Chicago Ventures lists 9 portfolio companies and has joined 9 funding rounds; Gaingels lists 78 companies and has joined 64 rounds. Chicago Ventures comes in most often at Seed (33% of its entries), Gaingels comes in most often at Seed (43% of its entries). 1 company is on both portfolios, among them OneRail.

9Portfolio companies78
9Funding rounds joined64
5Rounds led1
6Rounds, last 12 months36
$5M to $20MTypical round it comes in at$5M to $20M
0%Sites no longer answering0%
Show as a table
Chicago Ventures and Gaingels, head to head
Chicago VenturesGaingels
Portfolio companies978
Funding rounds joined964
Rounds led51
Rounds, last 12 months636
Typical round it comes in at$5M to $20M$5M to $20M
Sites no longer answering0%0%

Where they come in

share of entries by stage
Pre-seed11%0%
Seed33%43%
Series A22%21%
Series B22%25%
Growth11%12%

Chicago VenturesGaingels

Show as a table
Entry stages of Chicago Ventures and Gaingels, share of entries
Chicago VenturesGaingels
Pre-seed11%0%
Seed33%43%
Series A22%21%
Series B22%25%
Growth11%12%

Themes

share of checked companies
AI & Machine Learning13%25%
Fintech20%13%
Healthcare & Biotech0%17%
Education13%4%
Real Estate & Construction13%0%
Industrial & Manufacturing7%8%

Chicago VenturesGaingels

Show as a table
Themes of Chicago Ventures and Gaingels, share of checked companies
Chicago VenturesGaingels
AI & Machine Learning13%25%
Fintech20%13%
Healthcare & Biotech0%17%
Education13%4%
Real Estate & Construction13%0%
Industrial & Manufacturing7%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 Chicago Ventures and Gaingels 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/chicagoventures.com/portfolio

# also
GET /v1/firms/gaingels.com/portfolio
GET /v1/firms/chicagoventures.com/coinvestors
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