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AI gives you more leverage. But only agency gives you direction.
Colin and Maya have access to the same AI tools. But their careers are headed in very different directions. Colin begins each morning...
Scott Stirrett
Oct 283 min read


This Side Hustle Made Me Braver: What I Learned Giving Food Tours in Toronto’s The Junction
On a tour with three guests in Spring 2025 When I started Toronto Food Adventures , I didn’t expect anyone to show up. There was no pitch...
Scott Stirrett
Aug 63 min read


How to Be Kinder to Yourself in an Age of Constant Chaos
A few years ago, I was walking in circles through my neighbourhood at 4 a.m., desperately trying to out-Google my own brain. It was early...
Scott Stirrett
Jul 144 min read


You’re Not Behind. You’re Just Early to a New Way of Working
Why AI isn’t a race — and how play, experimentation, and mindset matter more than mastery. The other day, I spoke with someone studying...
Scott Stirrett
Jun 223 min read


The Most Important Career Skill No One’s Talking About
A few years ago, I found myself on the edge of a cliff in Costa Rica, strapped into a harness, about to rappel backward into a steep...
Scott Stirrett
Jun 123 min read


Why AI Makes Your Judgment Even More Valuable
AI Might be smart, but it still needs your judgement, here's how to bring it. Imagine this: You’re brainstorming ideas for a new project...
Scott Stirrett
Jun 33 min read


The Real Threat of AI Isn’t Job Loss. It’s Meaning Loss
It’s not just about being replaced. It’s about being reduced to a middleman between your thoughts and a machine. A few weeks ago, I...
Scott Stirrett
May 293 min read


Perfectionism isn’t a super power - it’s a mental health risk
While attending university, I became obsessed with productivity, sleeping overnight in the library, in order to balance course work,...
Scott Stirrett
Jan 193 min read
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