Like Sisyphus, I find myself dispensing the same advice to new entrepreneurs over and over again. Well, not exactly, since Sisyphus was pushing a large boulder while wearing a loincloth. I’m usually sitting in a comfy chair sipping a beverage. Maybe it’s more accurate to describe me as a parrot. But you get the idea. … Continue reading The Aspiring Entrepreneur’s Guide: When to Quit on an Idea →

One of the major disadvantages to our nomadic lifestyle is that we don’t have our own nest to feather and “do up” to our liking.  We move from place to place, staying in the accommodations that we hope are a good fit for us. We start researching AirBnB for accommodations about 3-4 months ahead of … Continue reading Sleepy Puerto Viejo de Talamanca – A Surfer’s Paradise →

Download Your Free RTW Travel Checklist A friend of mine started a new small business not too long ago  and he recently approached me for some advice.  I love working on businesses with entrepreneurs, so I was happy to sit with him while he gave me the rundown of what was going on with his … Continue reading Digital Nomad Case Study: Scaling Up a $2K/Month Business →

We arrived in Savannah December 9th at around 6pm for our one-month stay and were surprised at the airport by our family, who were all dressed in delightful ugly Christmas sweaters.  After such an early start and a long day we were happy to see them. Exhausted, hungry, and worn down from colds we had … Continue reading Christmas in Savannah →

In my late thirties I began to notice some changes in my physique that were pissing me off. All through my teens I trained in different martial arts, like boxing, Tae Kwon Do, Kempo, Aikido, Shotokan Karate, and judo. In my 20’s and 30’s I hit the gym 5 days a week to get my … Continue reading To Change Your Life, Be Unstoppable →

I hated school as a kid. I hated that my clothes didn’t fit.  I hated that every room in our school, Pawcatuck Junior High, smelled like a stale fart.  I hated being picked on constantly. Most of all I hated being bored every fucking day.  School was pure hell, something to be endured by daydreaming … Continue reading Homeschooling Tips From 18 Months of World Travel →

By October of 2017 our little family had been out of the country for more than 16 months, and we had a ball traveling to places like France, Italy, Spain, Ireland, the U.A.E., Thailand, Cambodia, and others. When we first set out, being on the road for over a year seemed intimidating.  Impossible.  It loomed … Continue reading The Holidays in New England →