From Prison to Reinvention
Realistic Reinvention™ for Real Life


You’ve checked all the boxes.


The career. The house. The lifestyle.


By all external measures, you should feel successful.


But inside?


You feel stuck, restless, and quietly ask yourself: “Is this all there is?”


No matter how good your life looks on the outside, something significant is missing on the inside.


And the cost is mounting; you feel empty and trapped, your relationships are strained, you know your time is limited, and regret creeps in with every birthday.


You feel like you’re leaving the best parts of you untapped and unfulfilled. 


Here’s the truth you need to understand:


You’re not missing more career and status success; you’re missing the self you left behind to achieve it.


That realization became the four words that form the foundation of my work:


Stop Chasing. Start Creating.


What is Realistic Reinvention™ for Real Life?


I help midlife professionals stop chasing what doesn’t fulfill them and start creating extraordinary lives of meaning, purpose, and joy, without giving up everything they’ve built or burning it to the ground.


Through my 3C Reinvention Framework™️, Connect, Create, Contribute, I guide audiences to:

  • Reconnect with their inner truth and values.
  • Reclaim the creativity and passions they abandoned.
  • Contribute to something larger than themselves.


The result? 


Clarity. Alignment. Confidence. Self-Trust. Fulfillment. Energy. Peace of mind. Unleashed potential. Deeper relationships. Impact. 


Most importantly, a life that feeds both your family and your soul.


I don’t teach from a textbook. 


I teach from lived experience, terrible choices, lessons earned, and a decade of reinvention built from the inside out.


I deliver transformational keynotes that redefine success, resilience, and reinvention. 


Through raw storytelling, real-world insights, and actionable strategies, I help audiences unlock their potential and thrive in work, life, and beyond.


Let’s connect and bring the power of Realistic Reinvention™️ to your next event.

Speaking Engagements

With a deeply personal story of overcoming federal prison and hitting rock bottom, Craig delivers powerful keynotes that resonate with anyone seeking to unleash their potential, discover purpose, and live authentically.

Midlife Reinvention Newsletter

Are you professionally & financially successful yet woefully unfulfilled? Are you ready to craft your authentic and extraordinary second half? Join the “Midlife Reinvention” newsletter for weekly tips, insights, and inspiration.

Blank Canvas Book

This book isn’t just a memoir; it’s a roadmap for anyone who has ever felt lost inside their own life, a guide back to authenticity, and a call to action to reinvent. Hear more about Craig’s memoir and purchase Blank Canvas.

Hear from Craig

Craig is a regular contributor to numerous blogs and publications and has been a guest on many different podcasts. To read and hear the latest from Craig, see the latest blog posts and our in the media section.

The Latest from Craig

  • An Email From Prison is Better Than a Multi-Million Dollar Deal

    An Email From Prison is Better Than a Multi-Million Dollar Deal

    When I worked in corporate sales, life felt one-dimensional. Chase deals, land deals, spend commission checks on a luxurious lifestyle.  It was one chase after another, with constant anxiety that there wouldn’t be another deal around the corner – or even worse, I’d lose a client. The luxurious lifestyle was my…

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  • The Shortness of Life is The Best Motivation

    The Shortness of Life is The Best Motivation

    What makes life rich and meaningful? Towards the end of his life, an interviewer asked Norman Mailer (American novelist, journalist, playwright, filmmaker, and Pulitzer Prize winner) if he had any regrets.  One may think he’d list some common regrets: more time with family, less time working, or more time in nature.…

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  • 3 Simple Ways I Discovered Purpose Outside of My 9-5

    3 Simple Ways I Discovered Purpose Outside of My 9-5

    After prison I landed a job at a gym in the Lower East Side of Manhattan.  I worked at the front desk at first but eventually moved my way up to general manager. I was grateful for the job, and I met some of my now closest friends thanks to the…

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  • How to Create a Life of Meaning After Midlife

    How to Create a Life of Meaning After Midlife

    “Craig, you have a blank canvas. Paint whatever picture you want.”  I was leaving prison and reentering the real world, a world filled with so many unknowns and overwhelming fear when I heard these words.  They came from my mentor, Ed, as I expressed those unknowns and fears. The words reframed…

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  • How I Make Better Decisions

    How I Make Better Decisions

    It was around October 2012 when I made the choice that would shatter my life. I was a successful Senior Enterprise Account manager for a large tech firm, working with some of the world’s most prominent banks and hedge funds. The products I was selling were becoming commoditized, profit margins on…

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  • How to Overcome Your Brain’s Fear Tactics 

    How to Overcome Your Brain’s Fear Tactics 

    You’ve got big dreams and goals completely outside your career.  They’re the dreams and goals that light you up inside and terrify you simultaneously. You’re finally going to write your novel, become an artist, or maybe master the craft of Japanese woodworking.  All of which are firmly on the other side of…

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