5 Money Milestones and the Lie Each One Tells

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And on to the show notes!!

We spend a lot of our lives chasing financial milestones.

A six-figure salary. Coast FIRE. Retirement. The next big achievement.

But what if those milestones were never meant to make us feel complete?

In this episode, Tyler steps away from spreadsheets and investment strategies to explore what literature can teach us about money, ambition, and the illusion that one more milestone will finally make everything click.

Drawing on works by C.P. Cavafy, Samuel Johnson, Kazuo Ishiguro, and David Foster Wallace, Tyler reflects on why so many financial goals feel strangely empty once we reach them—and what that means for how we should build our lives.