A few months ago I gave a talk at a local high school here in Moncton. I shared my journey, went deep in the challenges I overcame, and gave my ALL to help inspire these kids live a bigger life. But during the Q&A, the tables got turned. And it was this kid in the front row. Someone I’ve never met before. Who with ONE question, hit me right at my core. 

"Why are you here? … What are you doing here?" Those are the 2 questions Brian asked me. … Brian. Brian was one of the guards in the Saint John Regional Correctional Facility where I was doing an eleven-month sentence for the severity of my crimes. I was 16… And Brian was the guard who got me out of the room where I spent 3 days in solitary confinement (aka The Hole), because of a fight.

Do you know what it takes to buy a private jet? Have you thought about why you would want a private jet? These are questions that pop in the minds of a lot of business owners and for good reason, because they symbolize a form and level of success. Not only that... the private jet allows you to buy back time.

Should I exit or should I stay the course? It’s THE single biggest question that nearly every successful founder will eventually be met with. And after taking my coaching clients for a private sit down with Chris Savage at Wistia… … it got us all thinking about the best ways to evaluate whether or not it’s time to exit and start fresh... or buckle in and continue down the path.

One small step for a startup founder... one giant leap for his business… As a SaaS entrepreneur you deal with tons of doubts, fears and worries. And sometimes you feel like YOU are just not capable of doing it all. How do you overcome the struggle? Well… you become the Alter Ego who can take on these challenges. And how does that work exactly? Basically, it all boils down to a little game we all played as kids. So... as

Okay. Here we go. Focus. Speed. SaaS is Racing. I remember a couple of years ago I watched “Cars” the movie with my two boys. What struck me most about the story was that the main character, Lightning McQueen, didn't learn to be the best on the race track; he learned it on the training dirt track. So today's update comes from the DirtFish Rally School just outside of Seattle. The more time I spent here hucking, hoping and trying

As a high-performing founder, you’re confronted with TWO seemingly opposing forces. You need to travel (a lot) Your health and fitness are a vital part of your capacity to show up and do your best work So how do you reconcile this? How do you stay razor sharp (and fit) while sitting long hours on planes and scavenging for food in a place you’ve never been before?

I’ve spoken a lot about my 3 most recent SaaS exits (Clarity.fm, Flowtown, Spheric)... But rarely do I talk about how EASILY I could’ve given up on each. I mean… … Spheric got sued 15 months in. … Flowtown got shut down by Facebook and had to be rebuilt from near-scratch. … Clarity.fm launched to crickets (despite renting out a 300-seat theatre).   As you’d imagine, each had me swallowing a confidence-killing cocktail of fear and frustration. Few would’ve blamed

No matter how great your product is, at some point the success of your SaaS company is gonna be DIRECTLY linked to your personal productivity as a founder. Talk about pressure, right? I can totally relate. I built clarity.fm during an insane 11 month stretch where Renee was starting an agency of her own AND we brought two little humans into the world.

In over 20 years in business, I’ve never met a single founder who hasn’t had to fire at least one employee. While the thought may create knots in your stomach, letting an employee go is actually a super valuable skill with further reaching implications than you might think. Because done wrong, It could crush team morale, compromise data, and even cost you valuable customer accounts. Breaking up isn’t fun… but it’s a skill that as a founder you need to