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
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