The Best Thing I Ever Did

The best thing I ever did was to say yes to living my dream.

Ever since I was a kid I dreamed about surfing. I read surfing books. I listened to Beach Boys records. I imagined endless waves peeling towards the sun-drenched shore. But I was in Toronto and the closest ocean was 1,000 kilometers away.

Skateboarding, however was accessible and I rode every day. In the winter I used pipe clamps to attach an old pair of cross-country skis to the bottom of my board. On snow days I dragged it over and over again up the steepest hills in the ravine near my house. I was a local pioneer in snowboarding. But surfing never happened.

Finally, when I was 16 my family went on vacation to Hawaii. My dad and I rented surfboards and my life changed forever. Nothing ever moved me like that, before or after.

I did what I could to make surfing part of my life. I made regular surf trips to Nova Scotia. At the age of 18, I visited California for the first time and at 20, I moved my burgeoning company, Fishlips Skateboards to San Diego so I could finally be part of the skate and surf scene I had dreamed of since I was a kid. Later, back in Toronto, I went on safaris whenever I could afford it. I surfed in Costa Rica, California, Hawaii, Indonesia, Fiji and even Japan.

Still, it was never enough. Watching surf videos made me cry. My dream was to live by the warm pacific ocean where the surf rolled in all day, every day and every night. And then, twenty years later, something miraculous happened. I chose to make my dream come true.

If you know me you probably know the rest of the story by now. I live in Costa Rica half the year and on an awesome houseboat on Toronto Island the other half. It’s pretty much perfect.

What you probably don’t know is that I had help.

I have an amazing life coach. Her name is Jessica Jenkins and she kicks ass. So does Jason Billows, my other go to guru.

I also have a Mastermind Group and if you don’t have one you really should.

It took me a while to get my head around coaching. At first I thought it was like therapy, which I had done a lot of. Two marriages you know. But once I started with Jessica I realized it’s much more than that. While therapy helped me learn to be honest with myself about the decisions I make, coaching helped me apply the lessons I learned and held me accountable. Along with the Mastermind Group, it’s the second best thing I ever did.

The collaborative power of Mastermind Groups is well documented. For a quick overview read this article. It’s like having your own think-tank, personal board of directors and sounding board all in one. If you do only one thing to improve your life in business it should be to join one.

Feel free to get in touch with Jessica or Jason if you are interested. Tell them I sent you.

I also invite you to read more about my Mastermind Group here. If you think it’s a fit let me know. We only have room left for 5 more people so now’s a good time to apply!