Brett TrainorBest life. Your terms.

Brett Trainor

Hi, I'm Brett. I'm a high-functioning lazy person. I wasn't always this way.

Here's what I've figured out: we overcomplicate everything, we give away too much of our time, and we keep asking for permission we don't need. So stop asking.

Gen X is at an inflection point. Decades of life ahead, no playbook, and no one giving us a straight, educated point of view. So I'm building one in the open, learning from people further down the path, testing what works and what doesn't, and sharing all of it. If you want to build your best life on your own terms, follow along.

Brett Trainor

Publications that came looking for my point of view

Fortune Forbes Harvard Business Review Inc. Fast Company

“Top career coach warns Gen X…”  Fortune

The Work

Follow along.

Every week I share what I'm learning about building a life on your own terms, in your work, your money, your health, and your time. One newsletter, one podcast, no fluff. Come for the ideas, stay because they work.

The Newsletter

My latest thinking, delivered. What I'm testing, what's working, what isn't, and what it means for Gen X. The best place to start.

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The Podcast

Conversations with people further down the path, and experts around the world, on how to work less, live more, and stop grinding. I ask them all if they'd go back. Nobody says yes.

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The Tools

The frameworks I build as I go, simple, tested, free. For taking back your time, funding your life, and cutting the overcomplication. More added as I make them.

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New newsletter and podcast episode most weeks. Publish-when-I-have-something-worth-saying, but always at least one of each. Subscribe and you won't miss it.

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What I Believe

What I keep seeing in people who figured it out.

Six years into this, and hundreds of conversations later, the people living the way I want to live all look kind of the same. Not rich, not perfect. Just clear. Here's the pattern.

They keep it simple

They stopped overcomplicating. Fewer goals, fewer moving parts, fewer things demanding their attention. Simple is a competitive advantage most people are afraid to use.

They're intentional with their time

They stopped giving it away by default. They know what their hours are worth and they spend them on purpose, on the people and things that actually matter.

They built work into their life

Not their life around work. The job stopped being the center that everything else scheduled around. That one shift changes everything.

About

I wasn't always this way.

I spent more than 25 years in corporate go-to-market roles. Good jobs, work I mostly liked, paid well. On paper nothing was wrong. But something was off and I couldn't name it. I was high-functioning, and quietly miserable. The commute, the endless calls I was done with but kept taking, the grind of looking busy.

Then they made the decision for me. I got kicked out. What I decided was that I wasn't going back.

Getting out didn't fix it. I thought the hard part would be replacing my income. It wasn't. When I first went solo I filled every hour, optimized everything, and felt guilty the second I wasn't busy. I'd escaped the grind and rebuilt it in my own house.

Slowly, I figured out the thing nobody tells you: the answer wasn't more hustle. It was less. Simpler. More intentional. I got lazy, on purpose, about everything that didn't matter, and got happier, healthier, and honestly more effective than I ever was grinding. Six years later, I'm still on that quest, and still learning.

We overcomplicate everything, we give away too much of our time, and we keep asking for permission we don't need. I spent years learning that the hard way. You don't have to.

Now I host a podcast, write a weekly newsletter, and share everything I learn about living well on your own terms, so Gen X doesn't have to figure it out alone.

Brett with family at the half marathon finish line
Half marathon finish line. The training happens on a Tuesday morning now.
Brett and family in London
London with the whole crew. This is what the hours are for.

Work With Me

Want to go deeper?

Most of what I do is free, the newsletter, the podcast, the tools. When you're ready for more, there are a couple of ways to work together.

Community

The Collective

A community of Gen Xers doing this together. Local chapters, monthly working sessions, and a focus on the thing most people need first: funding the life, with low-friction income and real business ideas.

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Challenges

Cohorts & Challenges

Focused, time-boxed programs built around what I'm working on right now. Take back 10 hours a week. Test a low-friction income idea. Run alongside other people doing the same.

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Speaking

Talks & Keynotes

For events, associations, and companies navigating the Gen X moment. Direct, practical, and built for people who've heard enough motivational speeches.

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Build your best life. On your own terms.

Start with the newsletter. It's where I share everything I'm learning, first.

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