In this episode, Dillon walks Scott and Matt through a personal productivity dashboard he's been building with Claude — and uses it as a jumping-off point for a wider conversation about what AI unlocks for "personal software."

Dillon's dashboard started as a joke: use Claude's new cron feature to post a daily inspirational quote at 9 a.m. He quickly realized he could put something genuinely useful there instead. The result is a single page he opens every morning that surfaces:

It's intentionally simple under the hood: zero dependencies, a Python server, HTML, and CSS. make start and you're running. He's burning roughly $2,500/mo in Claude tokens building it, has shared it openly with leadership and the broader company, and treats it as a sandbox for trying anything new in AI.

Matt frames the bigger thesis: AI is a fast track to personal software — the small niche of building a tool tuned exactly to your own workflow rather than adopting something off the shelf or solving for millions of users. The closest off-the-shelf comparison would be something like Notion or Dream.ai, but neither would match Dillon's specific data sources or the way he wants to see them.

His meta-tip: every time you use a skill, reflect on how it did and ask

Has it actually made him more productive? Yes — but the new problem is spreading too thin. Dillon shipped 14 PRs in a week and now has 20 open ones he can't get back to. As Matt jokes: "the trick is to go faster." The real discipline is cleaning up after yourself, slowing down, and focusing on one thing at a time, even when you have 12 work trees open.

Future episode ideas raised: how to get good UI out of agents, and using AI to onboard yourself onto an unfamiliar codebase. Scott also hints he has a "pretty good solution" for the UI consistency problem — saving that for another episode.