WorkshopToronto Tech Week · George Brown College
AI Fundamentals for Founders
150+ registrations and 118 attendees at GBC Harbourfront, turning the AI OS thesis into a live founder workshop.
2026Details →
Operator · Speaker · AI educator
I build the AI systems that run a business, and I teach founders how to do it.
An operator who ran marketing from 28 countries, was AI-early before ChatGPT, and taught a room of 118 founders and operators at Toronto Tech Week. I talk about judgement before automation, and why an AI operating system beats a pile of AI tools.
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Workshop
PressDigiwell Marketing
What 118 Founders Got Wrong About AI Marketing
The workshop insight that became public proof: most teams do not need more AI tools, they need an operating system.
2026Read →
PressDigiwell Marketing
Field Notes From Toronto Tech Week
A public recap from the AI marketing and AI OS workshop, turning the room's questions into practical operator lessons.
2026Read →
What I talk about
Talks and conversations I bring to a room
Pick the angle that fits your audience. Every one is built from real operating experience, not theory.
01
An AI OS, not AI tools
Why a dashboard or a stack of subscriptions isn't an operating system, and what it actually takes to install one that runs your repeatable work.
02
Why most AI marketing fails
It's the context, not the tools. The real reason teams get generic output, and how to fix it at the root.
03
Judgement before automation
Where AI quietly breaks in marketing and ops, and where the human has to stay in the loop. The counter to 'automate everything.'
The background
From a one-way ticket to building AI operating systems
The short version of a long road, and why it shapes how I think about AI in a real business.
- 01Business school
A one-way ticket out of the classroom
I spent the final semester of my business degree abroad and caught the travel bug. The standard path of desk, commute, and stay put was never going to be the one.
- 02First role
Agency account management
Back home, I started in account management and business development at an agency. That's where I learned how client work and growth actually run day to day.
- 032020
Laid off, then all in
A pandemic layoff pushed me to go all in for myself: freelance copywriting, email, and automation. Years fixing the human version of copy by hand trained my eye for what doesn't sound like a robot, which is exactly why the systems I build now still sound like you.
In their words
What people say after working with me
“Trevor has been a huge asset across multiple companies in our portfolio for more than three years. He turned messy content and newsletter processes into smooth systems that now run reliably with sharper messaging and better results. If you get the chance, I highly recommend working with him.”
SO
Scott Oldford
Investor, mentor, and coach
“It's a breeze to work with Trevor, he totally gets the space and messaging, has a brain for marketing, and writes really really well. I would highly recommend Trevor for all of your marketing needs.”
D
Dave
Co-founder, Breakthrough Academy
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AI Operated
My newsletter on building AI operating systems for real businesses. The operator's POV, every issue.
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Where my team installs the AI operating system that runs your growth, end to end. Done with you, and you own it.
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