In honor of Halloween (the absolute best day of the year to work from home) and it being roughly the 7th anniversary of my working this way I’d like to present a few snippets of the last seven years of my work-from-where-I-wish life:

  • Being involved at my kid’s school so much that when we are out kids randomly wave to me while I stare blankly back at them.
  • Getting to see the train go by (which only happens during the day).
  • The lack of sunshine this time of year not really affecting me.
  • Getting to eat lunch with my wife x100 more than the average husband.
  • Being snowed in for 10 days during a very bad snow/ice storm, and having work continue without fail
  • Setting up a stationary bike in my office and training for a 150 mile bike ride without it affecting the family schedule at all.
  • Working from a coffee shop near my house so often that my kids thought that I worked there as a barista and asked why I didn’t know how to make the drinks.
  • Working from a Dunkin Donuts, and eating many donuts.
  • Working from a Sweet Tomatoes, and not eating any salad.
  • Muting a conference call because I was standing on a railroad track in a quiet place, when suddenly a train came by
  • Working from my hometown, at the dining room table that I ate on as a child
  • Working at night on Friday and Saturday nights while watching Jason Statham movies on a second monitor without any sound
  • Listening in on a training webinar while holding / changing / rocking / talking-to / enjoying a 3-month newborn.
  • Conducting a phone interview from the hallway outside the Neonatal intensive care unit of Atlanta Medical Center
  • Not meeting any new people in my field in meatspace for an entire year before realizing I need to attend more conferences and industry events. And also develop a personality, etc.
  • Realizing through a few small talk sessions that the parents of the other kids where my twins go to preschool think I’m serially unemployed.
  • Wearing shorts 90% of my life.
  • Gaining 10 lbs, and then not losing it, and then gaining 30 more lbs.
  • Riding my bike up Kennesaw Mountain, which is closed to bikes on Fridays and the weekend, at least 25 times over multiple long lunch breaks.
  • Going for walks. So many walks. Pretty much 0 runs, but many walks. Learning things on the walks like where the geese land during migration every year, and the best place to see deer (behind the bowling alley, at dusk).
  • Working from a coworking place, only to have it shut down, and then another only to have it shut down. Driving an hour to work from another coworking spot which I loved.
  • Working from a restaurant for five hours and only ordering breadsticks, and not being able to remember the restaurant.
  • Learning that most places use their phone number as the wifi password.
  • Working four hours in the morning, then four hours after the sun went down, and having every afternoon off for a few months before I almost dropped dead from exhaustion.
  • Working from a sandwich shop a mile from my house and literally being their first customer ever (and later, one of their last)
  • Moving from working quietly and without human interaction at my local coffee shop to now seeing people I know there every time I go.
  • Converting a room into a nice office with standing desk, sitting desk, and then invisible desk.
  • Turning that room into a play room and using the top of a bookshelf in the corner of our bedroom as an office
  • Writing some code to show my daughter what I do and to help her with her math homework.
  • Signing for many UPS packages, monitoring many cable installers, plumbers, and Jehovah Witnesses.
I’m writing a book about successfully working from home; click here if you want to know when it is complete.