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Latest Episodes

The Pebble Paradox

There's a quote that I've had printed out in my office for the last decade: "It isn’t the mountains ahead to climb that wear you out; it’s the pebble in your shoe." F...

5 Reflections From My Think Week

Last week, my business partner and I held our quarterly "Think Week" retreat. The plan for this retreat was straightforward: • 2 days • Limited connectivity, no meetin...

The Random Cage Effect: Why Preparation Beats Planning

This is one of my strongest held beliefs: Preparation beats planning. Planning is based on the expectation of order. Preparation is based on the expectation of chaos...

When In Doubt, Zoom Out

A few days ago, I made a terrible mistake. I woke up, grabbed my phone, and started scrolling X while making my coffee. In the span of about two minutes, my brain got ...

I Think You Need to Become a Beginner Again

In 2021, I left my traditional career track in finance to go all in on writing and creative work. I assumed that more time inputs would mean more, and better, outputs....

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