Chase the Lifestyle, Not the Title

Author

Kevin Hall
August 13, 2025

"Chase your desired lifestyle, not your desired title. People are blinded by status and labels. Once you release the need for a specific title, there is almost always an easier path to living your preferred lifestyle."

James Clear

Last week, my family and I took a trip to Acadia National Park for my wife’s birthday. It wasn’t meticulously planned months in advance, it was more of a “Hey, let’s go for it” kind of decision.

Family on the Wonderland Trail in Acadia National Park

Here’s the part I’m grateful for: I didn’t have to request PTO.
No approval chain. No awkward “who’s covering for you” conversation.
I just messaged my clients: “Heads up, I’ll be unplugged this week.”

And that was it.

It was a reminder of why I’m willing to work hard as an entrepreneur—not for a fancy title, but for the ability to shape my days and say yes to moments like this.

Freedom isn’t the absence of work. It’s the ability to decide when and where you work, and who you work with.

A few years ago, I made a video about what it’s like to travel without a job. It’s still true today, even though my work looks different now. You can watch it here: What It’s Like Traveling Without a Job

Pass it on → Who do you know that’s chasing a title instead of a life?