[Escape Velocity] – Episode 5 – David Hauser at Grasshopper

What's the first thing you need to do when starting a business? (A lot of entrepreneurs get this part wrong.)  Now, I know... everything starts with "there's a problem that needs solving and I can solve it."  Then, if things go right, you reach a point where you have 25+ people... and all of a sudden, they're making decisions against the values your business stands behind - the core of the company.  Meaning, the first thing you should set in

Naming Your Startup: The 5 Make-or-Break Rules for Securing The Ideal Business Name

I recently shared an uber with my buddy, Kevin, when the topic of naming his new startup came up. And when you think about it… There’s SO much pressure in getting this right. Not only is the name of your startup gonna be front and center for the next few years (or decades) of your life… … but it’s gonna be one of the FIRST things that potential customers use to judge you and your company. Meaning, before you even

“Why are you here? … What are you doing in this place?” – Keynote @ Portage Atlantic

"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.

Creating a Sticky Product: Five Phases of a World Class Product Development Process

A few weeks ago, I hosted a meetup with my SaaS Academy clients in Boston (including a private sit down with the Hubspot product team). Most of my clients are non-technical founders who noticed a gap in the marketplace and went all in to capitalize on the opportunity. And while product management tends to be a major blind spot for most non-technical founders, this group walked away armed with the best practices from some of the world’s top SaaS companies

5 Piercing Questions You Need To Ask Yourself If You’re Considering Selling Your Startup

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.

The Power of CEO Peer Groups & Why Joining One Might Be Your Most Important Business Move

Imagine you're 27, you've read 100 business books and just want to move on to the next step in your career… what do you do? Well, when I was 27, I was lucky enough to participate in a 3-year CEO program with my brother. He spent $35K on a coaching program because he was determined to invest in his development as an entrepreneur. And the best part, I got to join him as his +1!

[Escape Velocity] – Episode 2 – Todd Herman & The Alter Ego Effect

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