Why a philosophy professor gave up the most secure job in academia to teach online

7 min read
He spent sixteen years earning tenure at Iowa State. Then he walked away from it to teach philosophy from a home studio.

Why this story matters

Tenure means you can't be fired. It also means you're staying.

Kevin had the title. The office. The parking spot with his name on it. He'd spent a decade earning the most secure job in academia, and by every external measure he'd made it. Tenured Associate Professor. Department Chair. The finish line most academics spend their entire career chasing.

He also had a wife who was unhappy in their college town. And a growing feeling that thirty students per semester, in a room, in Ames, Iowa, was not the reach he had in mind when he decided to spend his life teaching philosophy.

He didn't hate the work. He hated where the work required him to be.

That's a quieter kind of trapped. No crisis, no breakdown. Just a slow realisation that the thing you worked a decade to earn had a permanent address printed on the back of it. And that the only way to keep the work was to leave the building it came with.

Where he started

Kevin grew up in Ottawa. Studied physics at Carleton University. Got a PhD in philosophy at Western.

Spent sixteen years at Iowa State, moving from visiting professor to tenured associate professor to Department Chair.

His wife was unhappy in the college town. He felt the impact of his work was capped. Thirty students per semester, in a room, in Iowa. That was the ceiling.

Since childhood he'd been drawn to the idea of public education. Carl Sagan was the model: someone who could take genuinely hard ideas and put them in front of anyone willing to pay attention, not just the students who happened to register for the right class.

That job didn't exist in any formal sense. So he kept the tenure and the title and quietly started building it himself on the side, in the mid-2000s, before most academics had any reason to think about YouTube.

What he tried first

He started making video tutorials as teaching aids for his own classes.

In 2008 he turned them into a website. Six hours of material on logic, argumentation, and fallacies. That became the seed of Critical Thinker Academy.

He also tried the MOOC model. Large structured courses, the kind big universities were building on Coursera and edX. It didn't fit. Too rigid. Too dependent on resources he didn't have. Designed for institutions, not for one person running everything alone.

Then there was the social pressure.

In academia, leaving a tenured post is treated like professional self-destruction. Colleagues said so, directly. The culture around tenure is so powerful that walking away from it reads, to people inside it, as failure. He had to hold that pressure and keep moving anyway.

How he got his first real students

In 2013 he took his twelve best hours of content and uploaded them to Udemy.

The first month returned $800. Against a professor's salary, that's nothing. But the $800 arrived while he was doing something else. No committee meeting produced it. No grading deadline triggered it.

It wasn't the amount that mattered. It was the proof that the thing could work without him being in the room.

Before leaving Iowa State in 2015, he had accumulated $30,000 in side income from speaking engagements and early course sales. That wasn't the only reason he left. But it was enough evidence to make the move feel like a calculation rather than a gamble.

What the work actually looks like

Kevin works from a home studio in Ottawa.

High-fidelity setup. Video through Screenflow. Audio through Logic Pro.

The lectures are intimate and precise, designed to feel like a smart friend explaining something clearly rather than a professor performing expertise at the front of a room.

The model is fully asynchronous. He records a course once. Students access it on their own schedule. He doesn't show up live. The content does the work.

Critical Thinker Academy sells individual courses at nine dollars each. The Argument Ninja Dojo runs as a membership site. He also takes speaking engagements and does consulting work.

The whole operation runs on one person. He manages the curriculum, the recording, the platform, and the community himself.

The tradeoffs

The identity shift was real.

Moving from Department Chair to solo operator in a basement is not a neutral experience.

The title disappears. The institution disappears. The colleagues disappear. What's left is just the work, which sounds clean in theory and feels disorienting in practice, at least for a while.

The early model relied partly on Patreon donations. Asking an audience to voluntarily support content he was also giving away for free. That's an uncomfortable position. He did it because the alternatives were worse.

And the portability he gained came with a version of isolation he hadn't fully anticipated.

Sixteen years inside an institution, even a constraining one, is sixteen years of structure, colleagues, and external accountability. None of that transfers when you leave. You have to build it again, from scratch, alone.

The number that matters

Over 164,500 students have enrolled in his courses on Udemy alone.

His annual income has replaced his academic salary. The job that required him to live in Ames, Iowa now runs from wherever he happens to be.

What's easy to miss

Most people look at the $800 and see a pay cut. A tenured professor, sixteen years of career, Department Chair, walking away for $800 a month on Udemy. It sounds like a step backwards.

But that's the wrong way to read it.

For the first time in his career, Kevin's time and his income were no longer the same thing.

Every dollar he had ever earned required him to be somewhere, doing something, for someone else's schedule. The $800 didn't. The amount here was irrelevant, what is really important is the mechanism was different.

Most people never separate their time from their income. They spend an entire career assuming the two are inseparable. Kevin saw the gap in a single month's Udemy payout and understood, before the number got bigger, exactly what it meant.

That's what's easy to miss. Not the leap, but the moment he realised the leap was possible.

Buildzone Takeaway

There's a term for what Kevin built: a time asset.

Something that earns while you're not working. Not passive income in the fantasy sense. In the literal sense. He records a lecture once. It sells to a student in Singapore at 3am while he's asleep in Ottawa. His time and his income stopped moving together.

Most careers are the opposite.

You sell hours. The hours stop, the income stops. Tenure is the premium version of that deal. More security, better terms. But still the same deal. Still hours for money. Still a location attached.

Kevin didn't just change jobs. He changed the underlying structure of how his work created value.

That's a different kind of move, and it's harder to see from the outside because the surface looks the same. He's still teaching philosophy. But the mechanism underneath is completely different.

Avatar image of the author of the blog
Karina
Editor

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