Wealth with Tess
Didn’t grow up learning money? Same. Thoughtful writing on money, investing, and economics for real life.
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- Sep 23, 2026
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- Jul 9, 2026
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I looked up where ‘Moneymaxxing’ came from. It’s not good. (opens the original)
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Moneymaxxing’ was all over the news this summer and contributed to some of the most useless personal finance advice I’ve seen since I started writing about money.The ‘-maxxing’ trend obviously didn’t start in personal finance, but it didn’t take long to get appended to everything from looks to protein with the goal of taking something in your life and optimizing it as much as possible — and it was only a matter of time before it got applied to money, particularly during a moment of real economic
How to Get Lucky With Money (opens the original)
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I’ve dedicated considerable mental space to the “is it luck or is it hard work?” debate as it pertains to my career, my former athletic achievements, and my financial success as a young single woman, and to be brutally honest, contemplating other’s achievements as well, always knowing that the obvious answer is always some incalculable combination of both. I don’t do this from a place of judgement but from a place of genuine curiosity and the desire to note where I can take control and where it’
What Body Dysmorphia Taught Me About Money (opens the original)
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When I look at my body in a full length mirror, my eyes tell me something different than what I know is true.Like most adult challenges, this one points very clearly back to childhood. Being a young elite athlete in diving for 15 years probably didn’t help—a sport where you wear a bathing suit all the time and the smaller you are, the less splash you make, and the higher you score. I also grew up watching my tiny-framed weight-obsessed mother consume in alignment with that preference. I’m sure t
“Responsible” Money Advice That Could’ve Kept Me Broke (opens the original)
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I saved my first $10,000 while working on cruise ships at the age of 22.It was a uniquely perfect situation because I made a decent $45,000 salary for a recent graduate in 2009 and had zero expenses living and working on a cruise ship. No rent, no car payment, and free food. The only thing I typically spent money on was $1 beers and $2 packs of cigarettes thanks to deals in the crew bar found only in international waters.<a class="image-link image2 is-viewable-img" href="https://substackcdn.com/
Instagram made me money. That was the problem. (opens the original)
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You’ve seen dozens of them. The LinkedIn post from a connection that says “I’m taking the leap and am starting my own business!…” or the Instagram reel describing the moment this leap of faith happened. These posts usually get healthy engagement and kind of feel like the author has graduated to the next level of the American Dream video game.Before I left corporate I remember watching people announce their exits and feeling jealous. “How brave they must be” I thought and wondered what was wrong
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