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Turn Your expertise into a
high-impact Next chapter

 Private advisory for senior creative professionals and business builders wanting to create a more purposeful second act that actually fits who they are now..

Book A Private Strategy Session

Build A Purposeful Next chapter With A Creative Leader Whose Done it

You're not just leaving a role or a business. You're leaving an identity, structure, and a social ecosystem. I know it because I've been through it. I work with creative professionals transitioning out of a senior role, who have been let go, or have exited a partnership or ownership of a company.

If you're searching for something more, something real and purposeful but the certainty and direction for what you want next is unclear, this is for you. I will help you build greater self-awareness, find clarity and guide you through my structure in building a next chapter that feels right for you.

96%

of creative and marketing professionals said they do not stay in a job longer than five years. More than one-third of today's workforce operates in freelance or independent structures.

Clearer Direction.
Better Decisions.
Stronger Confidence.

You spent decades building your career or your business. As an accomplished creative professional, your achievements have become synonymous with who you are. 

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But now you find yourself at the threshold of a major decision, stay, sell, or move on to something new. Many who make the leap to build a new chapter eventually find themselves struggling to answer the innocuous question, 'Who am I without my old title?" You find yourself living off reputation rather than results; a spectator not a participant in the world around you; missing the normalcy of the structure you once had; the significance; the satisfaction of being needed. You feel stuck, burnt out, and empty while asking yourself "What do I do next?"

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I know that moment. I lived a version of it myself, and it's what led me to this work.

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My work combines over twenty-five years of global creative leadership with the behavioural awareness, identity work and business building experience I used to navigate my own transformation after being laid off. With my guidance you will find your core strengths, gain greater self-awareness and have the structure and accountability you need to build a new chapter with greater meaning and fulfillment.

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Strategic Clarity Session

A private 90-minute advisory session for creative professionals facing a major decision, transition, or identity shift & need immediate clarity.

Ways To Work Together

Three Month
Private
Advisory

Focused support for senior professionals navigating an exit, transition, or next-chapter decision where trusted perspective and 1:1 guidance is needed alongside them.

Six Month
Private
Advisory

A private partnership for senior creative professionals who want deeper access, prioritized support, and regular guidance while rebuilding identity, direction, and a meaningful next-chapter.

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The clarity & Direction
for building what's Next

There's no shortage of options for what you could do next. You have ideas about what you want to do, but you aren't clear on which is the right option or how to turn them into a tangible next step. I've experienced this while building my own next chapter.

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That experience shaped how I work now. One-to-one. Personally led from start to finish. No cohorts, no associates, no handoffs. Built around your stage in this transition, the patterns you carry from the last chapter, and the future you actually want to build. I draw on more than two decades in senior creative leadership at the top of global organizations, my own exit at fifty, and the approach I built out of both.

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It's more in-depth than most options. It's also more honest. If you want a standardized framework with a cohort, there are other good options for that. If you're looking for someone to validate the direction you've already chosen, you don't need me.

 

I help people build a more meaningful next chapter one conversation at a time. Quietly and in private.

Explore My Services

A Guide For Navigating Who You Were to Who You Are

In Whose Ladder Is This?, former global executive and creative director Kevin Simcock shares a raw, honest account of what happens when achievement no longer aligns with identity. 

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Part memoir, part guidebook, this is not a story of burnout or breakdown. It’s a story of rediscovery. Through vulnerable storytelling, insight-rich reflection, and hard-won clarity, Kevin walks you through the messy but necessary process of letting go of who you thought you had to be, so you can step into the version of yourself that was waiting all along.

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Get Your Copy Today

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Underneath The Title Podcast

Honest Conversations For Leaders Rebuilding Who They Are & What's next

Underneath The Title Is for high-performers who have built success but feel disconnected from the version of them that created it. Each episode goes deeper than the achievement to find what's actually going on underneath it.

  • Spotify
  • apple-podcasts
  • Youtube

Frequently asked questions

Modern Meeting Room
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180 John St, Toronto, ON M5T 1X5

©KevinSimcock 2025. All Rights Reserved

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