Back by popular demand, here's another list of lessons I would convey to my 20 year-old self.

Most runners spend months training and obsessing over fitness so they can successfully complete an endurance race. I’ve got a completely different system these days: I run endurance races to get back into shape.

The older I get, the more I realize how much stuff I got wrong over the years. If I could sit down with my 20-year old self, here is a brief list of lessons I would convey.

I crossed the finish line for the last time as the sun was coming up. Exhausted, cold, and drenched in sweat again, I stood at the finish for longer than necessary, partly because I was so proud to have endured, but also because I wasn’t entirely sure how many more similar mornings I had left in me.

Every January, I run a race to fend off the winter blues and atone for my errant December behaviour. For the past three years, this ritual took me to Red Rock Canyon in Nevada. This year, however, I decided to spend my money elsewhere and entered the Bermuda Triangle Challenge.

Every entrepreneur knows the feeling: you have an idea so brilliant, so revolutionary, so clearly destined to change the world, that you start to parent it. You name it. You design a logo. You whisper to it at night like it’s a newborn. And this is where things go horribly wrong.

Like many entrepreneurs, I often feel lonely, which is a weird confession coming from someone who can talk to a brick wall and have an engaging time. I’m not some tragic recluse brooding over spreadsheets in the dark.

I promised Lu after my last ultramarathon catastrophe that I’d stop pretending bravado and past success were viable training strategies, and I vowed to take these races more seriously if I were to continue.

Today my dog Jack turns 10 years old, which in human years means he’s still far more mature than me. Jack's my best friend, loyal sidekick in life, and the only member of the household who has never once questioned my life choices. He lives each day on repeat like the brindle canine version of Punxsutawney Phil and honestly, I admire his [...]

As any entrepreneur or business owner can attest, the road to success is paved with blurry moments, and the three months since my surgery have been amongst the blurriest and most chaotic ever. I had every ambition to write frequently during my recovery, but work was already crazy before I went under the knife and everything just accelerated from there.