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Identity Succession Planning for Leaders Who Refuse to Lose Themselves in the Transition​​​

 
Most succession planning focuses on the business. This focuses on the person.

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Even icons like Steve Jobs and Phil Knight had a trusted counterweight — not a cheerleader, but a truth teller who'd been in the arena, built movements, and could see what others couldn't.
 

I serve that role for a small number of founders, wealth creators, athletes, artists, and public figures at a defining inflection point.

My clients don't bring me in to play it safe. They bring me in to see what they can't, say what others won't, and build the operating system that makes the next chapter real.

“I gave up two opportunities to see POTUS to keep my regular time with Perry.” 

Ezinne Uzo-Okoro, White House Office of Science and Technology Policy

Perry is an owner-level thinking parter and guide to elite leaders, CEOs, entrepreneurs, leading organizations, professional athletes, rock stars, international aid, and governments. It all stems from his unique ability to see and articulate their greater purpose and continued growth.

“Talking to Perry is like seeing into my future.”

– Luca Alvarez Molteni, 3X Michelin Star Chef​

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.

“I thought I knew how to maximize my strengths and wiring. You helped me unlock the other 80%.” – Kristen Heaney, Legacy Consultant

"Perry gave me a crazy amount of clarity into my path and purpose. It was game-changing." – Lara Hana Brady, Motivational Speaker â€‹

Superpower Sessions: Building Your Identity Succession Plan

When you step away from a role that defined you, you don't just lose a title — you lose your sense of who you are.

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Most leaders in transition make one of three mistakes: they cling to the old role and interfere, they jump into the wrong next thing to fill the void, or they drift. The cost shows up in broken decisions, strained relationships, and a quiet erosion of the person you worked decades to become.

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Superpower Sessions is a 2.5-day intensive that builds your complete personal operating system before the role changes — using the Kolbe A Index and a Relationship 360 from 10 people who know you well.

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You leave with three things:

  1. Engagement OS — how you create value, your core roles, your Superpower, and the signal behaviors that tell you you're on

  2. No-Trade Contract — the five boundaries you defend, your support script, and the enforcement mechanisms that keep them real

  3. Need Map — where you're consequential now, what only you do, what you stop, and a 90-day proof of concept

 

This isn't therapy. It's not coaching. It's structured self-inquiry that produces clarity, protection, and focus when you need it most — with a 90-day field test built in so direction is proven before major commitments are made.

 

This is for:

Founders stepping back from CEO · Next Gen taking the reins · Leaders moving from operator to board · Athletes retiring from competition · Artists pivoting from performer to legacy · Public figures moving from power to influence

About Me

I built the largest snowboard brand in Canada. Saved lives in Costa Rica. Produced radio, film, and television. Wrote the book on creating a better life in business. I surf, fly off mountains, and jump around with my guitar in front of people.

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Fifteen years ago, I began working with elite leaders at inflection points — the moments when the old story stops fitting, and the next chapter isn't real yet. What started as coaching became something more specific: a rigorous, confidential process for helping exceptional people build the identity infrastructure their next chapter actually requires.

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I work with a small roster. I'm usually introduced through family offices and lead advisors. If you're at the right moment, you'll know.

Contact
If the next move matters, let's talk.
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Reach out directly, or ask whoever introduced us to make the connection.

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©2025 Perry Gladstone Consulting 

All rights reserved.

I'll be in touch!

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