The blog

Writing from the show

The long version of the episodes, plus weekly posts on Canadian money, fatherhood, and what the Bible has to say about business.

From the show · October 8, 2026

Why Hitting Your Money Goal Feels Like Nothing (and How to Define Enough)

Ever hit a financial milestone and felt almost nothing? A Wall Street cautionary tale, the research on moving goalposts, and how to define enough…

From the show · March 31, 2026

The Guy Under the Orange Tent Had No Idea He Was Building Something

Reading didn't change my life in one dramatic moment. It worked slowly, the way your eyes adjust in a dark room. What it's done for me, and how to…

From the show · March 2, 2026

Can Money Buy Happiness? Only If You Use It This Way

How much money you have matters less than what you use it for. The five places every dollar goes, and which ones actually make people happier.

From the show · February 27, 2026

If Your Self-Worth Collapses the Moment You Stop Achieving, You Don't Have a Performance Problem

A lot of high achievers think they have a performance problem when the real problem is where they get their worth. Here's how to stop performing for…

From the show · February 27, 2026

Why Trying Harder Won't Fix Your Finances (And What Actually Will)

Debt is a psychological problem before it's a math problem. How Emily and I went from $5 left in our budget to paying off $60K in 7 months by fixing…

From the show · February 18, 2026

I Wrote a Joke Book in 9 Days and It Became an Amazon Bestseller. The Jokes Weren't Even That Good.

A terrible Christmas gift, a Tim Ferriss rabbit hole, and a joke book that hit #1 on Amazon in nine days. What it taught me about finishing things.

From the show · February 18, 2026

The $5 Lesson That Changed Everything

Numb toes, $60K in debt, and a wife who stopped speaking to me for a week. What a $5 pair of thrift store boots taught me about character.