008: Rob and Sherry Walling on Taking Regular, Extended Trips without Giving Up Their Roots

My guests today are Sherry and Rob Walling. Sherry and Rob are world travelers who hold down “steady jobs” and still manage to take yearly trips abroad with their children. They share their process of planning these trips with me. As well as what is like to travel with 5 and 9 year old boys.

Rob Walling is a serial entrepreneur who most recently co-founded Drip, an email marketing automation tool. He’s been teaching software entrepreneurs how to build, launch and grow software startups for 10 years through his blog, his book Start Small, Stay Small: A Developer’s Guide to Launching a Startup, his conference MicroConf, and popular startup podcast, Startups for the Rest of Us.

Sherry Walling is a practicing psychologist who has a serious passion for travel and enjoys sharing these world adventure with her family every year.

The topics we discuss on today’s episode is:

  • Why staying in more than one place can be exhausting.
  • How Sherry and Rob arrange their month off of work with their bosses.
  • How working online has changed their travel plans.
  • What this travel tradition has done for their children’s development.
  • Common excuses that non-travelers use to avoid beginning a nomadic lifestyle.
  • How to ease into a traveling lifestyle.

No matter what your responsibilities or obligations in this life, travel is a viable option with just a little forethought and planning. Sherry and Rob prove this in spades.

If you would like to hear more about the Wallings’s travel experinces go to Zenfounder.com to listen to their weekly podast.

Resources Mentioned During Today’s Episode:

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  • How do you get started?
  • Where should you travel?
  • How do you make an income while traveling?
  • How do you deal with the work/life balance while traveling? (You’re traveling to somewhere exotic and exciting, after all!)

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