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Top 5 Ways to Think About Retirement (That Most People Get Completely Wrong)

4 min readMay 5, 2026

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Top 5 Ways to Think About “Retirement”

Yesterday, we asked a simple — but uncomfortable — question:

What is retirement… actually?

We started with the traditional definition: the withdrawal from one’s position, occupation, or active working life. A concept tied to age, financial independence, and the idea of eventually “stopping work.”

But the deeper we went, the more obvious it became…

That definition doesn’t hold up in today’s world.

Because what we’re seeing in real time — from leaders, athletes, and high performers — is not people stepping away from work…

It’s people evolving how they work.

The Real Shift

Using examples like LeBron James, we challenged the idea that longevity means slowing down.

What we’re actually witnessing is a transition:

  • From one role → to another
  • From one level of output → to another
  • From one mindset → to a more informed one

Which leads us to today’s breakdown.

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Aswand Cruickshank
Aswand Cruickshank

Written by Aswand Cruickshank

A six time published author, who teaches business owners how implement innovative teamwork.