Boldstart Ventures
Seed-stage venture firm for enterprise founders, investing on day one in developer-first infrastructure and security companies.
Boldstart is one of the more founder-friendly early-stage enterprise funds in NYC, with partners who actually understand technical products and don't just chase SaaS metrics. Ed Sim has been around forever and genuinely knows enterprise software - his blog posts are more insightful than most VCs' entire investment theses. They're particularly good if you're a technical founder who needs help with enterprise sales motion and don't want to get lectured about 'finding product-market fit' by someone who's never built anything. The downside? They're not writing the big checks that can really accelerate growth, and their portfolio support, while genuine, isn't as systematized as larger funds.
- —Best for: Technical founders building developer tools or B2B infrastructure who need smart early money
- —Known for: Actual understanding of enterprise software and hands-on post-investment support
- —Watch out for: Smaller check sizes may require additional fundraising sooner than expected
Early stage enterprise software focused on 'Day One' companies - startups building technical infrastructure, developer tools, and B2B SaaS from the ground up. They bet on technical founders solving hard problems with initial product-market fit signals.
Pre-seed to Series A enterprise software, with sweet spot at seed stage ($1-3M checks). Heavy focus on developer tools, infrastructure, security, and technical B2B products. Portfolio skews toward highly technical founders building for other engineers.
Former operator turned VC, known for hands-on approach with technical founders. Has strong reputation for being accessible and helpful post-investment, particularly with go-to-market strategy for early-stage enterprise companies.
Long-time enterprise software investor and blogger, been in VC since early 2000s. Well-connected in NYC tech scene and known for thoughtful analysis of enterprise trends. Founders appreciate his direct communication style and market insights.
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