AI Worth Using

When Claude Deleted My Tests: Jesse Vincent, Creator of Superpowers

AI Worth Using

Show Notes

Jesse Vincent, creator of Superpowers (1.7M GitHub clones in two weeks), joins the show to share hard-won lessons from six months of building with AI agents. Jesse created RT (still running in Fortune 50 companies), led Perl 5, and built K-9 Mail (now Thunderbird for Android).

He shares what happened when Claude started deleting his test suite, why managing AI agents mirrors managing junior engineers, and how persuasion principles from psychology transfer directly to prompt engineering.

KEY TAKEAWAYS

00:00 Introduction

05:23 The only thing worse than a failing test is a reduction in test coverage — close every loophole

06:32 Writing AI skills is straight-up management; prose clarity and people skills matter more than syntax

07:39 Managing MIT undergrads in 2007 prepared Jesse for agents — smart, junior, no taste, poor memory

10:19 Skills need intent, not just process; agents execute better when they understand the why behind instructions

13:04 Encouragement outperforms pressure. Telling your agent you love it produces better outcomes faster and cheaper

19:11 Graphviz outperformed English for process clarity. Structured formats eliminate ambiguity that agents will otherwise misinterpret

26:58 Strongly typed languages like Go and TypeScript produce more reliable agent-written code than Python

30:19 Jesse is easily 10x more productive, but it's harder work; the typing was always the easy part

53:24 Taste and judgment remain irreducibly human. What makes your software worth building can't be automated

See how people are actually working with AI at https://aiworthusing.com/builder-index

RESOURCES MENTIONED

Jesse Vincent LinkedIn https://www.linkedin.com/in/jessevincent/

Superpowers https://github.com/obra/superpowers

Claude Code https://claude.com/product/claude-code

Codex https://openai.com/codex/

Claude Goals https://code.claude.com/docs/en/goal

Ghostty https://github.com/ghostty-org/ghostty

TDD (Test-Driven Development) https://mridullpandey-superpowers.mintlify.app/skills/test-driven-development

RT (Request Tracker) https://github.com/bestpractical/rt

K-9 Mail https://k9mail.app/

Perl 5 https://github.com/Perl/perl5

Terminal-Bench https://www.tbench.ai/

Riemann Conjecture

https://en.wikipedia.org/wiki/Riemann_hypothesis

#AI #AgenticEngineering #Leadership

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