Rich, successful, now what? How to reignite your financial drive

October 14, 2026 — 5:00am

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I’m a decently successful business owner. I make good money. I’ve built up enough financial security that I’m not financially wanting, and can enjoy life comfortably. But I feel like I’m just going through the motions.

When I started, chasing wealth and success was exciting. Now I’ve lost that thrill. To some extent, I understand this is a normal part of the journey. But I also want to get to the next level – not because I “need” to financially, but because being stagnant doesn’t feel good. How do I get past this?

I’ve seen this happen to people at various points in their financial lives. For example, the person who finally hit a specific milestone (for example: $X revenue, or $Y valuation, or $Z net worth) only to fall into a depression because they’ve lost the one goal that gave their life meaning and they’re now staring into the abyss of “now what”?

Firstly, you didn’t do it wrong. Sometimes, people default to the narrative that they wasted all that time, or were working towards the wrong goals, or maybe they shouldn’t have pursued that path. But I’d suggest that this is just – as you’ve acknowledged – part of the journey.

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