Michelle Jackson: Creating Lifestyle Flexibility

June 1, 2016 |

Before she made the switch to digital entrepreneurship, Michelle had a long commute, was stressed out, had family problems that prohibited her from leaving her job, and felt rootless. Then, she began blogging about personal finance and was introduced to the idea of digital entrepreneurship and lifestyle design, fell in love with the idea, and never looked back. Now she is growing a digital business helping people who are working on quitting their 9-to-5 but can’t quit yet. And although Michelle loves to travel and live abroad, right now her goal is to get further connected to her community in Denver.

Note: Some of the language in this episode may not be suitable for work or children!

Most Memorable Location-Independent Experiences
I spent two months in traveling through Hawaii and Australia (primarily Australia) and I was able to watch the Australian Tennis Open for the entire tournament. And, I saw a baby koala on its mother’s back on a tour of the Great Ocean Road. Love, Love, Love.

Biggest Surprise along the Way
This is more indicative of leaving behind an office job—my experience of consistently good health has been mind-blowing. Cross my fingers, but I haven’t been sick and have only had one migraine since December 16, 2014.

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In this episode

  • Living frugally and avoiding lifestyle inflation
  • Staying at a stressful job—and how she knew it was time to quit
  • Unexpected challenges while traveling in Australia
  • Prioritizing people and connections
  • Dating as a nomad
  • How she decided what kind of work to do
  • What happened when she realized that work was a bad fit
  • And much more
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