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Perry is an advisor, coach, and mentor to exceptional leaders committed to personal growth and positive impact. 

Perry Coaches Kick-ass Clients
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“When you reach the top of your field it’s hard to find people who will challenge you and keep you sharp without their own agenda. Perry is the one person you can count on to understand your world, remain objective, and call you out when needed.”
– Ravi Rajcoomar, People For Bikes

“Talking to Perry is like seeing into my future.”
– Luca Alvarez Molteni, 3X Michelin Star Chef

"Perry gave me a crazy amount of clarity into my path and purpose.

It was game-changing."

Lara Hana Brady, Motivational Speaker 

Perry founded ten action sports, entertainment, and media companies, non-profits, and foundations. He now serves a select roster of accomplished leaders as an advisor, coach, and mentor, speaks professionally, and moonlights as the recording artist Prince Perry.

Perry has guided CEOs, entrepreneurs, UHNW families, organizations, athletes, rock stars, international aid, and governments. It all stems from his unique ability to see and articulate their greater purpose and continued growth.



I'm Perry

I built the largest snowboard brand in Canada, saved lives in Costa Rica, produced radio, film, and television, and wrote the book on creating a better life in business. I surf, fly off mountains, and jump up and down with my guitar in front of people.


I work closely with accomplished leaders, entrepreneurs, professionals, athletes, and artists to create the impact, legacy, and freedom they desire.


Early days: I started selling comic books at eight and opened my first skateboard shop at 15. I made friends with Tony Hawk and ended up behind the camera on the feature film Police Academy 4. At 19, I was manufacturing and selling skateboards internationally, and by the time I was 25, I had created the largest Canadian snowboard brand in the world.

Perry Gladstone skateboard halfpipe
Perry Gladstone Surfing

My hot-shot years 25 – 35: I sold the snowboard company and lived like a millionaire. I got married, divorced, produced radio, film, and television, and set a freediving record for holding my breath for a really long time. I surfed epic waves in Fiji and Indonesia and traveled the globe as a World-Record judge.

Maturing 35 – 50: Recorded three albums, got famous in Mexico, toured Europe with my Ska Band, started an advertising agency so I could have beer on tap in the office, and wrote the book Creating a Better Life in Business. I moved to Costa Rica, became an advisor to Central American governments, got married again, and became a dad. I’m an optimist.

Perry Performing
How it Works
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Superpower Sessions

Define your purpose, path, and greatest potential

Exclusive Mastermind

Powerful peer-mentorship, feedback, and resources

Executive Coaching

Personal and professional development coaching and advisory

Private Retreats

Personal and professional development retreats in Costa Rica and Canada

“Perry is a veritable one-man advisory board and an invaluable asset to anyone serious about success.”
– Fidel Reijerse, President, RESCo Energy Inc.


If you’re ready for a clear purpose, direction, and what comes next, let’s talk.

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Perry Gladstone


Thanks! I'll follow up with you promptly!!

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