Chicago Ventures
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Chicago Ventures is exactly what it says on the tin - a solid, no-nonsense Midwest fund that won't blow you away but won't disappoint either. They're genuinely helpful post-investment and don't try to be something they're not. The partners actually know how to build businesses, not just PowerPoints. They're particularly good if you need hands-on operational help rather than just connections to Sand Hill Road. The downside? Their network isn't as flashy as coastal funds, and they can be conservative when it comes to big swings or moonshot ideas.
- —Best for: Midwest founders who want practical, hands-on investors
- —Watch out for: Conservative approach may limit big vision plays
- —Known for: Strong operational support and reasonable deal terms
Chicago Ventures focuses on seed and Series A B2B software companies, particularly those with strong Midwest roots or connections. They emphasize investing in capital-efficient businesses with clear paths to profitability and sustainable growth.
Seed to Series A, primarily B2B SaaS and enterprise software. Despite the name, they invest nationally but maintain a soft spot for Midwest founders. Check sizes typically $500K-$3M.
Former entrepreneur who founded and sold multiple companies. Known for being hands-on with portfolio companies and having strong operational experience. Founders appreciate his practical approach to scaling businesses.
Investment banking background before moving into VC. Has been with Chicago Ventures since early days and is known for his financial modeling skills and deal structuring expertise.
Former operator at high-growth startups before joining CV. Known for being particularly helpful with product strategy and go-to-market execution. Younger partner who resonates well with millennial founders.
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