$5T opportunity: AI Roll Ups

Greg Isenberg · · 30 min

Greg Isenberg lays out how solo founders can acquire retiring small business owners' firms, deploy AI agents to cut costs, and scale margins from under 10% to 30-40%.

Watch the episode 30 min · YouTube

The gist

  1. Around 1 million small businesses worth $5 trillion are expected to sell by 2035 as aging owners retire with no clear successors.
  2. Structure your holding company with a General Manager running each acquired business, backed by shared AI agents and rules built once and reused across deals.

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"Wednesday, maybe it's your corrections log. I think it's the most important hour of the week. I go through every fix a person made to an agent's work and I turn the ones that ke..."

Greg, Riley, Chris and Claire agree on 43 things

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What do Greg and experts like them all swear by?

43 things in common

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