Draper Triangle Ventures
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This is old-school Midwest VC at its most authentic - no Silicon Valley posturing, just solid operators who've been grinding in Pittsburgh since 1999. With $200 million under management across three funds, they're not trying to be the biggest check in the room, but they've got one unicorn (Ivalua) and 19 exits including recent acquisition of Aware by Mimecast. The partners actually have operating experience - Stubler built and sold a company, Katarincic did M&A at a white-shoe law firm. They're genuinely hands-on and will roll up sleeves, but don't expect cutting-edge social media presence or trendy investment themes. Haven't made any investments in 2025 and average only one new investment annually over the last decade, suggesting they're either very selective or potentially winding down activity.
- —Best for: Midwest B2B software/robotics companies that want genuine operational support
- —Watch out for: Very low deal velocity - they may be slowing down investment activity
- —Known for: Solid exits record and deep regional connections in Pittsburgh ecosystem
Draper Triangle Ventures partners with the Midwest's most extraordinary entrepreneurs who set out to change the world. They fuse the best attributes from the West Coast tech industry with the valued work ethic of the Midwest to finance companies pioneering fast-paced innovation.
Early and seed-stage focus with initial investments ranging from $250,000 to $2 million for first rounds. Invests in software, robotics, medical devices, mobile applications, SaaS, big data, IoT, and connected devices. Typically serves as lead investor for first round financing.
Has over 35 years of experience with early stage technology companies as both co-founder and investor. Previously served as CFO of several successful technology companies and co-founded IndustryNet, an early e-commerce company where he raised over $15 million before its AT&T merger. Currently directs several portfolio board positions and serves as past President of the Pittsburgh Venture Capital Association.
Prior to founding Draper Triangle in 1999, served as VP Corporate Development at J. Edward Connelly Associates and was an Associate in M&A at Skadden Arps in New York. Previously served as Director at CardioInsight, Carnegie Learning, BodyMedia, and other portfolio companies. Active in Pittsburgh tech community, currently Board Chair of The Children's Institute and serves on Pittsburgh Technology Council board.
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