You’re Not Getting Replaced. You’re Getting Repriced

The scariest useful thing I’ve done with AI this year.

Feb 25 • Drew Thompson

7

1

I Read the Most Viral AI Article of the Year..he's Right. And He's Missing the Point.

Matt Shumer told 50 million people to be scared. Here's what he didn't tell them to do.

Feb 20 • Drew Thompson

7

3

I Hid a Love Song From My Wife for 12 Years. AI Finally Helped Me Give It to Her.

What a voice memo, a Broadway audition, and an AI music tool taught me about the dreams we never actually outgrow.

Feb 18 • Drew Thompson

6

3

I Don't Want My Wife to Talk to Me Like ChatGPT

Why AI isn’t replacing your relationships. It’s exposing what you’ve been bringing to them.

Feb 13 • Drew Thompson

7

4

"What If I Hit Somebody?"

The bedtime question no AI can answer for you.

Feb 11 • Drew Thompson

5

4

I Built a CRM in an Uber

Why the barrier between your imagination and reality has officially collapsed.

Feb 4 • Drew Thompson

4

2

The Reputation Trap

We convince ourselves that our reputation is a precious antique vase that must be protected behind glass....I disagree.

Feb 2 • Drew Thompson

5

3

January 2026

Never Dump Your Raw Anxiety on a Human

Why my relationships (and my sanity) are saved by “dumping” on a machine first.

Jan 30

6

The "Being Seen" Trap

Why a 5-year-old on a kitchen floor taught me more about leadership than a decade in the boardroom.

Jan 28 • Drew Thompson

8

3

November 2025

"This Isn't My First, and It Won't Be My Last"

A 13-year-old's rejection story, a mother's wisdom, and the reframe that will save your career.

Nov 18, 2025 • Drew Thompson

5

6

The "Permission to Laugh" Principle

A lesson from my mother, in a hospital room, about why true resilience has nothing to do with grinding.

Nov 14, 2025 • Drew Thompson

6

7

October 2025

The “Void” Is the Fuel

(And No, This Isn’t a Self-Help Cliché)

Oct 29, 2025 • Drew Thompson

6

2