AI Skills with Matt Pocock
Sep 17, 2026 · 1h 35m
Summary
Matt Pocock shares his unconventional path from voice coach to TypeScript educator and AI skill creator. He discusses the launch of Total TypeScript and how AI shifted his focus from teaching syntax to strategic workflow design. The episode highlights his popular "grill me" skill, which forces developers to make critical decisions before coding, and his approach to managing AI agents through structured specs and context optimization.
Topics discussed
Intro: Matt Pocock and the grill-me skill
Sponsor: Linear's rise in project management
Matt's background: from voice coach to software dev
Early career: first jobs and learning TypeScript
Working at Vercel and the TypeScript community
Creating Total TypeScript and the 7-figure milestone
The impact of AI on education and Matt's pivot
Building AI skills: the grill-me concept
Sponsor: WorkOS Airlock for agent security
Sponsor: Turbopuffer for agent memory
How the grill-me skill works in practice
Context management and the Ralph loop
The Map: organizing agent state and decisions
Day shift vs Night shift: planning and execution
Applying engineering skills to non-technical tasks
Leading words and using domain language with AI
Software fundamentals in the age of AI agents
Strategic vs tactical programming and tech debt
Hiring in the AI era and organizational feedback loops
Remote development and the value of planning
Waterfall vs Agile in agentic workflows
Test-driven development and automated code review
The future of software engineering education
Advice for new engineers and the 'gardener' role
Closing thoughts and book recommendations
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