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Essays on connection, business, family, and what it actually costs to be the kind of person other people choose to bet on.
Featured · May 24, 2026
Why AI Won't Replace You, But Disconnection Will
The story you're being sold — AI is coming for your job — is the wrong framing. The real threat is more uncomfortable, and more useful.
Read essayThe 3 a.m. Test for Real Friendship
If your phone rang at three in the morning, how many people would actually pick up? That single question separates a contact list from a life.
ReadThe AI Soul Tax: Why Automation Costs More Than You Think
One client replaced his marketing team with AI and lost $850K in revenue. Here's the part nobody warns you about.
ReadConfidants, Allies, Acquaintances: Who Belongs Where
Most relational pain isn't about bad people. It's about treating allies like confidants and confidants like acquaintances.
ReadWhat I Didn't Say in My TED Talk
The version on stage was 14 minutes. The version that almost happened was darker, and probably truer.
ReadSelling in the Age of AI: What Still Works
Cold outbound is dead. Long live the one thing AI can't fake: a human who actually shows up.
ReadThe Kitchen Table Conversation That Changed Everything
A six-figure deal collapsed. I'd been carrying it alone for six weeks. Then I finally told my wife.
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