Every major decision we make has money somewhere in the equation.
Where we live. What careers we choose. When we take risks. When we play it safe. Whether we feel free, stuck, secure, or uncertain.
On this episode of Different Miles, Casey, Gabe, and Todd sit down for the honest financial conversation most people never actually have. Not financial advice. Not “how to get rich.” Just three men at different stages of life talking openly about the money decisions that shaped who they became.
What financial advice turned out to be wrong?What does “enough” actually feel like?How much of our lives are quietly driven by money without us realizing it?
From working at 14 years old, to navigating modern expectations around success, to reflecting on the long-term cost of career choices, this episode explores the emotional side of money that rarely gets discussed honestly between men.
No experts. No flexing. No pretending anyone has it figured out.
Just the conversation we wish someone had with us earlier.

Different MilesSame road, different miles.
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