I Connected my Entire Business to Claude


We're getting really close to opening enrollment for Cohort 2 of The AI Second Brain on August 26.

Over the past few months, my team and I have been rebuilding this program from the ground up based on everything we learned in Cohort 1.

I wrote a blog post breaking down the 10 biggest updates we made for Cohort 2, and why each one matters.

Starting tomorrow, I'm also kicking off a new email series where I'll share what's happening with AI right now, and why it's made most people's productivity worse instead of better.

Read the full blog post to see what's changed, and to find a special invitation from me.


I Connected my Entire Business to Claude

I listed every app I pay for or use. The number came to 19. Then I spent one afternoon connecting nearly all of them to Claude: bank, accounting, email list, community, calendar.

Then I asked it one question and let it build the result. In this video, I show you how I did that, plus the honest catch about what these tools can and can't do yet.


We Are Hiring: AI-first Video Editor & Creative Generalist

Our YouTube channel runs on an AI editing engine our team built on top of Claude, and we're looking for someone to help us push it further.

You'd edit one long-form video a week, from footage to rough cut, while learning our AI-assisted pipeline. It's remote, part-time, and open to any time zone if you can make our team calls.

We need 3+ years of editing experience, real hands-on experience with AI video tools, and DaVinci Resolve skills on your own Mac.

Click below to learn more about the role and apply by August 27.


Who Are Your Information Suppliers?

AI gives you helpful answers. But every answer is the average of human knowledge, the "index fund" version of an idea, because that's what it was trained on. Useful, but never exceptional.

If you want something better than average, the fix isn't a smarter prompt. It's moving upstream, closer to the sources AI can't fully replace.

Here's what that looks like in practice:

  • Trace your best ideas back to their origin. Who is the person, book, or community you keep circling back to?
  • Get within one or two degrees of your most valuable sources. Follow the people they read, not just the summaries of what they said.
  • Build one real relationship with someone upstream of you. A single conversation with a primary source can outweigh a hundred secondhand articles.

AI is great at polishing what already exists. It still can't originate the insight in the first place. That's your job.

Action step: Name one source you rely on that's secondhand. This week, find the original.

Reply and tell me what you find.


Available Nov. 3, 2026

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