"Tech Finance" with Sasha Orloff: B2B Fintech | AI | Finance Tech E58: The future of M&A is AI? With Blake Hutchison, CEO of Flippa
Oct 24, 2025
Blake Hutchison, CEO of Flippa, leads the charge in transforming online business transactions with Lauren AI, an innovative tool designed to enhance deal sourcing and outreach. He discusses how AI is reshaping the M&A landscape, making it easier for small entrepreneurs to buy and sell businesses. Blake shares insights on how Lauren AI matches buyers with off-market opportunities, streamlines deal structures, and automates outreach efforts, all while ensuring that human relationships remain central to the process. The future of M&A is indeed looking bright!
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Turning Buyer Intent Into New Supply
- Flippa uses buyer mandate data and a proprietary LLM to surface lookalike businesses not listed for sale.
- This expands supply by mapping intent signals to off-market assets and implied valuations.
Deal Room Overflow Inspires Lauren AI
- Blake demos a $3M Shopify listing that attracted thousands of inquiries and hundreds of active buyers in the deal room.
- Lauren AI then presents every disappointed buyer with curated lookalike targets and direct outreach tools.
Continuously Map Off-Market Opportunities
- Continuously map and index off-market businesses at scale; Flippa maps over a million businesses weekly.
- Organize them into cohorts and match them to buyers based on historical sale likeness.