I Told Him To Stay.
A while back, someone asked me if he should start something of his own.
He had a good job. A title that sounded impressive. A salary that made sense. And this idea he kept circling back to, the way people do when something won't leave them alone.
I told him what I believed at the time.
Entrepreneurship isn't for everyone.
Some people are wired for it, some people are happier with stability, and there's no shame in either. Stay where you are. Build slowly. Don't risk the thing that's working.
He nodded. He looked relieved.
I thought I was protecting him. 😮💨
I met him at an event last month. His role was eliminated. Not because he was bad at it. He was good at it. The org changed, the budget changed, a decision got made in a room he wasn't in, and that was that.
And I sat with the fact that I'd told him the "safe" thing was to stay.
Here's what I got wrong.
I was comparing a job to a business and calling one of them risky. But I was only looking at one kind of risk — the risk of trying and failing. Loud, visible, embarrassing.
I completely missed the other one. The quiet kind. The risk of building your entire life on income you don't control.
Because that's what a job is, underneath. Someone else decides what you're worth. Someone else decides how long you're needed. You can be excellent, loyal, early, late, and none of it protects you when the decision gets made upstairs. 🧱
We were taught that a job is the safe option and a business is the gamble.
I don't think that's true anymore.
And now AI is here.
You can feel it in your industry. I can feel it in mine. Nobody's announcing anything yet, but the work is changing, and everyone can sense which tasks are quietly disappearing.
Here's the part that gets me.
The exact tool that's threatening your job is the tool that makes owning something achievable for the first time. One person can do the work that used to need a team. The barrier that kept most people out — money, staff, time — got dramatically lower while nobody was looking.
Same technology. You're either standing in front of it or behind it. 📈
So I've changed my mind, and I want to say it plainly.
Entrepreneurship is for everyone.
Not "quit your job tomorrow." Not "everyone should be a founder." I mean something simpler and more urgent than that.
Everyone needs one source of income that nobody can take away from them.
It can start small. It can start on a Saturday. It can start while you keep your job. But it has to start, because the alternative is waiting to find out what someone else decides about your life. 🧭
Most people don't stay stuck because they're lazy. They stay stuck because they think they don't have an idea.
I've watched this over and over. The idea is already in you — in your skills, your work history, the things people already ask you for help with. It just hasn't been pulled out yet.
That's what I built this day for.
"Leave Your 9-to-5" — one full day, two cities, this September. You walk in without an idea. You walk out with yours, and the first steps to start executing this month.
🔍 Morning — the Skills Audit. We dig into what you already know, do, and get asked for help with. Your idea is hiding in there.
💡 Midday — teasing it out. Structured exercises, working with the room, until you land on the one that actually fits you.
💵 Afternoon — the First-Dollar Plan. How to validate it fast, without quitting your job or spending money you don't have.
📝 End of day — your next 30 days, written down before you leave.
Ontario on September 12.
Calgary on September 19.
In-person.
50 seats each, lunch included, $99.
Book this if you know you're worth more than what you're being paid, you'd rather be ahead of AI than behind it, and you're done leaving your future in someone else's hands.
Link to book here.
P.S. Hit reply and tell me honestly: what's the idea you keep coming back to and never start? Just name it. I read every reply.