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Ex-Fortune 500 CEO Interview

Updated: Oct 15

There are two kinds of interviews with top executives. The first is scripted, safe, and loaded with PR polish—the kind you forget by the time the episode ends. The second is the kind we aim for on The Return: honest, raw conversations that break from the playbook and offer tactical gold for young builders and ambitious minds.

In this episode, I sat down with the Ex-CEO of a Fortune 500 company—someone who went from humble beginnings to leading a global logistics giant. Instead of asking about quarterly earnings or brand slogans, I asked the questions I wish were answered when I was just getting started:

What would they do if they were 17 again?

How do they make time expand?

What’s the biggest lie about leadership they’ve learned to unlearn?

The answers go beyond business—they reveal how elite performers think, how they make decisions under pressure, and how they’ve built resilience at scale. If you're someone who wants to lead, build, or just understand how to operate at the highest levels of industry, this one is for you.

 
 
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