Josh R Barry @JoshRBarry
Former policy analyst turned AI consultant. Author of a new book - The Good Life Machine. Living on Capitol Hill with my family. Not giving financial advice. Washington D.C. Joined April 2026-
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The best thing about working for yourself is that you can't get fired. The worst thing is that you can't quit.
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My wife and I have a rule: no work talk after 8 PM. We broke the rule once last week. We both noticed. The rule is working.
If your kids described your typical evening, what would they say?
The best meeting I had this week was 0 minutes long because we solved it over email. The second best was 15 minutes and ended with "that's all we needed."
I put my laptop in the trunk of my car to enforce the Tuesday Rule. This is either healthy boundary-setting or a sign I need professional help. (I have professional help. She says it's healthy.)
Wrote about my burnout in the book. Re-read it during edits. Cried a little. Not because it's sad. Because it's over.
I have a Master's degree and a $31,000 401(k). The degree cost more than the 401(k) was worth. Graduate school is a fascinating investment.
Remote work forever or dream office job?
What was your first job? How much did it pay? Would you do it again for double?
You don't need a website, a logo, or a brand. You need one offer sent to twelve people. Start there.
I keep a spreadsheet called "The Math That Matters." It tracks hours with my daughter, meals cooked, books read. It's more important than the P&L.
Summer Friday. If your company offers them, take them. If they don't, notice what you'd do with the time. That's useful information.
"The old playbook got you here. A new one gets you out." College, career, ladder, retirement. That sequence was designed for an economy that no longer exists.
What's one thing you own that you'd be relieved to get rid of?
@rxhit05 You're always building on mountains of technology other people have produced before.
@InvestFreedom05 Index funds already invest in real estate. If you're buying more in real estate then you think you know something about the proper allocation more than the fund managers. Do you?
@sflorimm Of course. You're still just telling the computer what to do.
What's one thing you believe about success that you're starting to question?
You know you've recovered from burnout when boredom stops feeling like failure and starts feeling like luxury.
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