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From VC to Main Street: How AI Is Rewiring Service Businesses

In this episode, Cyrus Hessabi from Shore Capital Partners breaks down what it really looks like to build AI-enabled services, transition from VC to micro-cap private equity, and back searchers buying “boring” but powerful businesses.

Cyrus has lived every chapter of the operator-investor journey: aerospace engineering, Salesforce sales, venture capital, architecting AI rollups at OpenOcean, and now backing searchers at Shore Capital Partners.

We dive into how AI is transforming traditional service industries, where real opportunities (and risks) lie, how to evaluate founders, and why the…

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