E58: The future of M&A is AI? With Blake Hutchison, CEO of Flippa

E58: The future of M&A is AI? With Blake Hutchison, CEO of Flippa

From "Tech Finance" with Sasha Orloff: B2B Fintech | AI | Finance Tech by Puzzle, Turpentine

October 24, 2025 · 38 min

About this episode

Sasha Orloff interviews Blake Hutchison about Flippa's new AI tool, Lauren AI, and its impact on small business M&A.

In this episode, Sasha Orloff sits down with Blake Hutchison, CEO of Flippa, to discuss the launch of Lauren AI—Flippa’s new AI tool transforming how online businesses are bought and sold. They explore how Lauren AI uses proprietary data and machine learning to enhance deal sourcing, automate buyer outreach, and streamline deal structuring. The conversation also dives into how AI is reshaping small business M&A, making exits and acquisitions more accessible, efficient, and competitive for entrepreneurs worldwide. -- SPONSORS: Notion Boost your startup with Notion—the ultimate connected workspace trusted by thousands worldwide! From engineering specs to onboarding and fundraising, Notion keeps your team organized and efficient. For a limited time, get 6 months of Notion AI FREE to supercharge your workflow. Claim your offer now at ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://notion.com/startups/puzzle⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Puzzle 📈 No more waiting for month's end. No more manual reconciliations, just financials that keep up with you. Puzzle is leading a new movement with an AI first ledger, built for speed, automation, and real time decision making. Join today at…

People in this episode

Host: Sasha Orloff

Guest: Blake Hutchison

Topics covered

  • M&A
  • AI
  • Fintech
  • Online Business
  • Entrepreneurship

Keywords

  • M&A
  • AI
  • Flippa
  • Lauren AI
  • small business
  • entrepreneurship
  • deal sourcing

Sponsors

Notion, Puzzle

Mentioned in this episode

Organizations: Flippa

Products: Lauren AI

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