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Cyrus Hessabi
Investor-operator with experience in aerospace engineering, Salesforce sales, venture capital and AI-enabled roll-ups at OpenOcean, now working with Shore Capital Partners to back searchers and roll-up service businesses.
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Dec 3, 2025
• 52min
From VC to Main Street: How AI Is Rewiring Service Businesses
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Cyrus Hessabi, an investor-operator with a rich background in aerospace engineering and venture capital, shares insights on transitioning from VC to private equity at Shore Capital Partners. He discusses how AI is revolutionizing traditional service industries, revealing that ripe opportunities exist in sectors like property management and accounting. Cyrus defines AI-enabled services as transformational tools rather than replacements and emphasizes the importance of evaluating founder capabilities. His journey illustrates the blend of optimism and discipline essential for success in this evolving landscape.
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