In The Trenches

How AI is Transforming the Acquisition and Operations of Small Businesses

Nov 13, 2025
Geoff Woods, author of The AI-Driven Leader and former Chief Growth Officer at Jindal Steel, discusses how AI is reshaping small business acquisition and operations. He shares insights on assessing AI risk versus opportunity and the resistance industries like law and accounting face. Geoff reveals how to leverage AI for legacy businesses and highlights the importance of leaders personally engaging with AI. He also introduces practical techniques like CRIT prompts and using AI for simulating advisory scenarios. His views on future AI impacts and guiding the next generation are equally enlightening.
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ADVICE

Probe Appetite For Transformation

  • Ask about a target's appetite for change and willingness to undergo mindset and change management.
  • Only acquire companies whose teams you are willing and able to rewire for AI-driven transformation.
INSIGHT

Legacy Economics Create Resistance And Opportunity

  • Law and accounting appear resistant due to billable-hour economics and partner cash flows, creating inertia against disruption.
  • That resistance can be an opportunity for buyers willing to restructure the economic model and win the market.
ADVICE

Spin Out The Future Business Unit

  • Create an autonomous team or separate entity to build the future business and prevent legacy cannibalization.
  • Give the new unit limited runway and force it to find revenue independently before scaling internally.
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