November 28, 2025 • 49 mins
What happens after you achieve financial independence? Former Facebook employee turned comedian Paul Ollinger discovered the answer wasn't what he expected—and it completely changed how he thinks about money, work, and happiness.
This Episode Covers:
Why financial autonomy beats wealth accumulation—and what that actually means for your daily life
The psychological challenges of early retirement nobody talks about (and why having a plan is non-negotiable)
How he navigated major financial decisions in high-cost cities like New York without sacrificing his goals
The truth about happiness and wealth—does more money actually make you happier?
How to prepare for life's unexpected curveballs that can derail even the best financial plans
And SO much more!
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