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Happy Trails

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Have you ever dreamed of a cross-country trip? Taking your time to go from state to state, meeting people, seeing the sites and…working? That’s right, working!

On May 15th my Mom and I began our cross-country trip from Santa Rosa, CA to Atlanta, GA, for a cousin’s wedding and then we’ll be continuing our adventure north to Boston, MA, for my brother’s wedding. (That’s more than 3,888 miles!) Armed with my laptop, a wireless card, an iPad, my cell phone, GoToMeeting and GoToMyPC, my plan is to workshift along the way, mixing business with pleasure! (Disclosure: I work for GoToMeeting and GoToMyPC.) 

While I imagine the sites and experiences will be incredible, the trip actually came about because my mom has a lung disease and can no longer fly. While that may be the reason we’re taking the trip, it provided a great opportunity for me to combine my love of travel with my ability to work from anywhere.

Having been a full time teleworker the past four years, I’m accustom to the challenges (and advantages) of working outside the office. However those won’t compare to what’s in store while travelling over rivers, mountains and through the woods. With intermittent internet and phone access, I will need to adapt to a work environment that is in constant flux. My experience will no doubt teach me new skills and I hope it will give you some ideas too.

We have a general plan laid out with some stops in mind but other than that, we’d love your input on the best places to stay/see/eat – the more random the better! And who knows – your suggestion might just inspire an impromptu Meet & Tweet!

Here’s a snapshot of our route. You can also view it (and its updates) here:


I’ll also be vlogging the trip, my experiences and workshifting lessons on YouTube, sharing photos and snippets on Facebook and tweeting out tips.

Have you ever driven across country or taken on a big workshifting trip? I’d love your tips, suggestions and lessons learned! Leave them in the comments below or tweet them out using the hashtag #WSRhonda!

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Rhonda Hughes
Rhonda Hughes is the managing editor of the Workshifting blog. For the past seven years, she's been a full-time workshifter - primarily from her home office in Santa Rosa, CA, but also while traveling throughout the U.S. and abroad. You can connect with her on Twitter: @Ladymenga.
  • Heather Burlesci

    What a great experience, have a blast Rhonda!  I’ll be sure to keep my eye out for your facebook updates and blog posts!  Did you check out Diners, Drive-ins and Dives first for suggestions on some eats? ;)  Travel safely!

    • http://twitter.com/Ladymenga Rhonda Hughes

       Thanks Heather – great idea! I love that show :)

  • http://www.adriancrook.com Adrian Crook

    We did that in 2009. 3 months, 5 provinces, 17 states, 12,000km with 3 kids, a pregnant wife and a 55-foot long RV trailer/truck combo. Worked from the road the whole way.

  • http://www.facebook.com/Tunball Tunva Jad-iem

    Thanks Heather – great idea! I love that show :)

  • ImranJaan


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