Sean Ogle is the man.

Sean is someone who quit his office job, working in finance in Portland, Oregon, and took a huge leap. He moved to Asia and started a new life abroad, experimenting with working as a digital nomad.

Sean submitted a remote work proposal to his firm in Portland, and when they wouldn’t negotiate with him, he did it his way anyway. He was going to experience life abroad, one way or another.

He ended up being selected for the first Tropical MBA internship, working remotely with Dan Andrews of the Lifestyle Business Podcast and a team in Manila, Philippines, and his business partner in San Diego, California. Sean also helps manage affiliates for Chris Guillebeau—who just recently launched the hugely successful Empire Building Kit—and has many personal projects of his own on the way.

lifestyle designer Sean Ogle

Sean soaked at Songkran festival in Bangkok (photo by Gary Arndt of Everything-Everywhere.com)

Sean’s blog Location 180 is where you can see this entire life transformation unfold over the last year and a half.

Sean took a huge risk, and made a big life change. I was lucky to get to know him pretty well and spend a lot of time with him here in Bangkok, Thailand for the last six months.

A few weeks ago, it was time for him to return home for a while, so I took the opportunity to sit down and catch up with him on video to ask him some questions about his travel experience, get his advice for other folks who want to make the jump into working remotely and living abroad, and share how he’s successfully built a location independent career and designed his ideal lifestyle.

  • 0:45 – What catalyzed the change Sean wanted in his life
  • 1:40 – About the Tropical MBA & bootstrapping a product development company from the Philippines
  • 3:45 – Sean’s travel itch before redesigning his life
  • 4:35 – Advice for taking the jump from corporate life into self-employment
  • 6:55 – How to stay productive & accountable when you work at home
  • 8:30 – Changing your mindset for a location independent lifestyle
  • 9:25 – What Sean does to earn a location independent income
  • 11:55 – Sean’s upcoming course to help you Overcome the Fear of Uncertainty
  • 16:25 – About Location 180 & seeing Sean’s personal growth as he turned his life around 180 degrees
  • 18:05 – Sean’s favorite travel experiences in Southeast Asia: Ubud, Bali, Koh Tao, Thailand and Puerto Galera, Philippines
  • 20:00 – Expat life in Bangkok & meeting entrepreneurial people from around the world
  • 23:05 – What’s next for Sean Ogle?

UPDATE: Sean’s product Overcoming the Fear of Uncertainty is NOW available, and it is indeed an invaluable guide for anyone who wants to start their own freedom business or work location independent. Fear of the unknown is the only barrier between you and the life you want to have, so I’m certain nearly anyone can get something out of this. If you want to take action to break each of your fears into much smaller, actionable items, to facilitate change and actually take control of your life, I highly recommend Sean’s program. (P.S. Click here to learn more about my own experience with petrifying fear.)

Learn more about Sean’s ultimate guide Overcoming the Fear of Uncertainty by clicking here→

You can connect with Sean on Twitter, and also be sure to subscribe to his mailing list at Location 180 to get a great free audio interview all about how to craft a remote work agreement.