HeyJaredThe Corporate Escapee
Conversations to help you take back control of your money, time, health and future.Hosted by Brett Trainor — corporate escapee, solopreneur, and GenX life optimist — this show brings you real talk from entrepreneurs, escapees, and independent thinkers who stopped waiting for…
- Indexed episodes, last 90 days
- 8
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- Sep 16, 2026
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- Jul 15, 2026
Latest episodes
Gen X Has a Math Problem (opens the original)
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This one's a step back to look at the big picture, because a lot of the Gen Xers I talk to are too busy living life to see it. Three things are colliding at once. Corporate is chaos. It's not your age, it's your expense. Somebody can do half your job for half the price, and that's who gets picked. Getting laid off is one thing. Getting back in is the real problem. Look around your own network if you don't believe me. The savings math. The generation before us had pensions. We got a 401k and a ho
9 Things I Learned in 6 Years Out of Corporate (opens the original)
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Corporate quit on me just over six years ago. At the time I thought this was about one thing: replacing my income. Six years, 350 episodes, and a whole lot of experiments later, I've figured out it was never really about the money. This is the first solo episode under the new name, and I wanted to start by sharing the nine things I've learned on this quest so far. Not a playbook. Not a system. Just the stuff that turned out to be true, whether you're still in corporate, recently laid off, or alr
Brett Trainor Unplugged (opens the original)
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Brett Trainor Unplugged is for Gen Xers who want to get one step closer to living the life they want—on their terms. After six years of building life beyond the default corporate playbook, thousands of conversations with Gen Xers, entrepreneurs, and experts, and features in Fortune, Fast Company, Forbes, Harvard Business Review, and Inc., Brett Trainor is still on the quest to build his ideal life—and he shares what he learns along the way. Part personal journal, part practical guide, and part c
You Can Always Make More Money. You Can't Make More Time (opens the original)
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You can always make more money. You can't make more time. This is the episode that ties the whole thing together: what a time rich life actually is, and why control of your time, not your income, is the key to the life you want. My first year out of corporate, I chased one thing: replace the paycheck and then some. I did it. And I wasn't much happier. This is the story of what I was actually missing, and the simple framework that fixed it. In this episode: What a time rich life really is, and wh
15 Ways I've Made Money Since Leaving Corporate (opens the original)
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Making money outside corporate is easier than landing your next corporate job. After a thousand-plus conversations with people leaving corporate, the blocker is almost never skill or experience. It's that we overcomplicate it. This one is all mechanics. If you're 45+ and trying to make your first dollar outside corporate, or just want to stop betting everything on one paycheck, this is the playbook. In this episode: Your real number: why you think in cash flow now, not salary, and why it's lower
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