『Roll Your Own Problems』のカバーアート

Roll Your Own Problems

Roll Your Own Problems

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The 7:30 PM Tuesday Problem Hello dear show notes readers! This one starts with a website. I spent a good chunk of the weekend finishing the rebuild of Howard Home Realty — Lindsay Howard's brokerage — and it went live the morning we recorded. Twenty to twenty-five hours all in, about ninety-five percent of it alongside an AI tool. Dan, being Dan, immediately turned my little side project into a tip that's going to change how I work: go extend your Claude Code transcript retention before the thing quietly auto-deletes, then mine all of it into a repeatable playbook for the next time. Audit trail first, tooling second. From there we get to the meat. Dan fired a software vendor this week and he's building the replacement himself. So we've both got a build project going, and we spend a while circling the same caution from opposite ends. It is a genuinely great moment to roll your own solutions, and you want to be very careful about rolling your own problems. Otherwise, on some Tuesday at 7:30 PM the thing breaks, it's yours, and there's nobody else to call. Then Dan asks me whether AI is a deflationary technology, and I fumble it live. I'm leaving the fumbling in, because I think I talk myself into his answer over about three minutes and that's more useful than if I'd just nodded along. He gets there in one sentence — you get more for less, period — and the carve-out he adds forty minutes later is the part I've been chewing on since: deflationary everywhere except the one place all the money is currently going. The back half turns to a soft jobs print, a read on the new Fed chair with the politics stripped out, and Dan asking the question of the episode: what is actually inside the manufacturing number? If Meta is out there training electricians and plumbers to build data centers, is manufacturing coming back in a shape our statistics structurally cannot see? He handed that one to Claude on the record, and the answer is in the fact-check below. I'll spoil this much — his instinct was right and his follow-up guess was not, which is a very Dan way to go two-for-one. We land somewhere I keep circling back to, which is that a thing can be the best outcome in the long run and genuinely painful in the short one, and that being honest about is the best way to face it. Cheers, Sean Go out, build something this week. Tools & Platforms Mentioned Claude / Claude Code — the ninety-five percent of the Howard Home Realty buildCowork — including the mobile release that obsoleted a handful of tools I'd built to do the same jobClaude Tag — Dan's been using it in one of his businesses, and it's the jumping-off point for the lock-in conversationClaude Fable — token appetite, orchestration, and hashtag skill issueCodex — Dan's on-the-go workhorse, and also the thing building UIs nobody asked forGitHub Copilot — my underwhelming work experience with itBuzz — Jack Dorsey's agent-native group chatworkgroove.ai — work governance and auditability across humans and agentsHQ — shared-context layer across coding agentsSquarespace — the before pictureGoogle Search Console / Google Analytics / Google Cloud — everything Squarespace was quietly doing for meIDX / MLS — the real-estate listing plumbing that was broken on the old siteEpic Systems — Dan's example of why healthcare AI is a slower storyX / Twitter bookmarks — Dan's over-stuffed information surface, and the raw material for his ingestion engine Companies Discussed Anthropic · OpenAI · Microsoft · Meta · Block · Google · Squarespace · Epic Systems · Goldman Sachs · Morgan Stanley · workgroove.ai · HQ · Howard Home Realty Links & References Howard Home Realty — Lindsay Howard's brokerage, live as of the morning we recorded. This is the cross-link I promised her on air.The before-and-after case study — on our own hosts page, if you want to see what twenty-five hours actually bought.Meta: America's Workforce Academy — the electrician-and-plumber training program Dan was describing, announced two months before we recorded.BLS Employment Situation — the July report, released two days before this conversation, and the reason Dan opened with "bad job numbers."FOMC press conference transcript, July 29, 2026 — Warsh in his own words, including the AI-capex-is-raising-prices line that undercuts our read of him.Claude Code data usage and retention — the cleanupPeriodDays setting behind Dan's tip. Default is 30 days; zero disables cleanup entirely.Introducing Claude Tag — what Dan's been testing.Jack Dorsey's Buzz — the Slack-killer with agents as first-class citizens.workgroove.ai and HQ — the two tools Dan named for making human-and-agent work legible.Philippine Statistics Authority, April 2026 labor force survey — where my eleven percent went to die.Why K-12 enrollment is declining — the demographic story under the elementary school closures. Unqualified Fact-Check 🔍 We said some things. Here's how we did. 🟢 =...
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