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Why You Should Stop Using One AI Model for Everything | Andy McCutcheon, Block

August 5, 2026 · 50 min

Show notes

Andy McCutcheon is the GTM AI Lead at Block, and spends much of his time convincing colleagues who have never opened a terminal that they can build their own tools.


At a company of six thousand people, that means weekly office hours, casual working sessions where he shares his screen live and lets people watch him think, and a running answer for anyone who says they don't know where to start: you have to be bad at something before you can be good at it.


Block’s internal skills marketplace now holds three thousand tools, many of them built by people who found their way in through office hours just like Andy's.


We discuss:

  • Getting non-technical teams comfortable building with AI
  • What it takes to contribute to an internal marketplace of three thousand skills and tools
  • Why Andy tells people they have to be bad at something before they can be good at it
  • What goes into building an MCP server that people can actually talk to conversationally
  • Two slash commands that give his AI agent memory between sessions
  • The personal newsletter that runs AI research every night while he sleeps

Connect with Andy:
LinkedIn: https://www.linkedin.com/in/andysmccutcheon/
Block: https://block.xyz/

Connect with Profound:

Website: https://tryprofound.com

LinkedIn: https://www.linkedin.com/company/tryprofound/

X: https://x.com/tryprofound

Read the Marketing Engineer Manifesto: https://www.tryprofound.com/marketing-engineer

Profound University: https://university.tryprofound.com/


Resources Mentioned:

Andy's Skills Library: https://github.com/andymccutcheon/skills


The Marketing Engineer is a show for practitioners figuring out in real time what it means to market at the frontier. New episodes every two weeks.

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