Investing Outside Silicon Valley + Building Upstate NY Startups (Olivia Goldstein)

2 Feb 2026 · 48 min
Episode

2 Feb 2026 · 48 min

0:00

In this episode of the Venture Capital Podcast, Olivia Goldstein – general partner at StartFest Ventures and CEO of the nonprofit Upstate Venture Connect – discusses her unconventional journey from a Russian studies graduate and government job applicant to startup founder, exit, and venture investor. She explains StartFest’s thesis of backing B2B SaaS founders building outside traditional tech hubs, emphasizing the untapped potential of upstate New York. Olivia describes the region’s emerging ecosystem, highlighting sector strengths such as healthcare, life sciences, robotics/drones, climate tech, and ag‑tech, and the ripple effect of a local IPO that generated wealth and new founders. She argues that most VCs are lazy, overlooking markets like Buffalo, and that great founders can succeed anywhere if they have community, networks, and access to capital. Practical advice is offered to founders in underserved regions: seek investors beyond the backyard, leverage remote‑work talent, and consider entrepreneurship‑through‑acquisition to preserve aging small businesses. Olivia outlines the mission and privately‑funded model of Upstate Venture Connect, which stitches together localized teams across the state to provide the connectivity of Silicon Valley without relying on government grants. The conversation also touches on the evolving role of VCs, the limits of capital alone, and the importance of empathy and hands‑on support for founders.

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