Why I intentionally made myself homeless

Lee Hiskett
4 min readJan 21, 2023

This is the story of my transition from a regular guy who worked a 9 to 5 job into a digital nomad who is now traveling the world and seeing it all.

Background

It all began one winter morning as I pulled out of my driveway and prepared to head off to work.

I had the heater on but it had not yet kicked in, I turned on the radio to get some background noise as I drove to work.

Then I found myself pulling into the company car park. “Oh my god!” I exclaimed out loud to no one in particular but I needed to say something nonetheless.

What just happened? I had driven the best part of 16km along winding country roads without being aware that I had done so. So why was this?

After a few days of retrospection, I realized it was because my life had finally reached a level of monotony that my brain no longer needed to take an active role to a great degree. With this revelation and a few more days of troubled sleep, my exit plan began to form.

I needed to leave the UK and a life of stagnation and drudgery if I wanted to succeed in recovering myself and my happiness.

Planning

First, I needed to offload my excess possessions. This was done fairly easily by selling items…

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Lee Hiskett

Currently traveling in S.E Asia. I am living and loving life to the fullest thanks to Ikigai and Flow. Learn more at wegoodmen.com