A special message from Dr. Jack Skeen:
Imagine your own personal GPS for life
The Roadmap is a deep, guided discovery process that reveals a person’s authentic genius and special gift they bring to the world.
Many people journey through life without truly learning what makes them so unique, or how to effectively share or express their talent.
This is true even for high-achievers and accomplished leaders.
The Roadmap is a proven and powerful fusion of data & intelligence, psychology, and coaching insight that offers the clarity necessary for lasting transformation.
Uncover Your Authentic Genius
Discover what really drives you, and how to bring this to life in your career, relationships, and personal mission
Break Through Limiting Patterns
Identify unconscious patterns and traits that have shaped your choices, then learn how to harness them to serve your highest good
Achieve Clarity and Alignment
Make bold life decisions with confidence because they’re anchored in a deep understanding of who you really are
Live a Life That’s Truly Yours
Wherever you are on your journey, The Roadmap can help you design a life of purpose, power, and fulfillment
I was quite unhappy running my IT services company, to the point where I didn’t even want to go to work. I hated it. My owner’s manual showed me that I enjoyed playing single-player games where I knew I had some edge to win...which was an incredible insight. The Roadmap has been a life-changer and I refer to it every year. I think everyone should have a Roadmap so they can maximize their happiness and productivity.”
Mohnish Pabrai, Billionaire value investor and founder, Pabrai Wagons ETF
Rob Fraser
CEO, Outway
★★★★★
"It's a unique opportunity to get a full kind of 360 degree perspective of yourself because we're usually seeing just what we want to see... we're biased or we're maybe unable to see some certain things."
...It was a fantastic investment and I would do it again."
Jeremy Giffon
Founder, Octave
★★★★★
“Jack has a gift. He was able to show me things about myself that I would've never otherwise discovered which have been hugely beneficial in my life. The peer feedback + strengths and weaknesses from the Roadmap have been very useful and I would recommend it to anyone.”
Andrew Wilkinson
Entrepreneur/investor and author, “Never Enough: From Barista to Billionaire”
★★★★★
“Doing The Roadmap changed my life. It did my head in and caused me to make significant changes that, while hard, have made my life significantly better. I highly recommend working with Jack.”
Clint Salter
Award-winning entrepreneur (5x exits), author and creator of the Exit Method©
★★★★★
“The Roadmap has been a transformative experience. Through Dr. Skeen’s guidance, I discovered my true strengths as a quiet creator—someone driven by curiosity, creativity, and a desire to make systems better for others. That clarity has changed how I approach my work and life. The process is insightful, practical, and deeply personal.”
Beile Grunbaum
Podcast host, Money & Freedom
★★★★★
“Imagine having a document that can give you guidance for making major life decisions. In fact, it’s a kind of shortcut to a good life.
I wanted that document and coaching too. I found out who made the blueprint."
Joshua Williamson
Entrepreneur/Optimizer
★★★★★
"It's hard for me to even grasp the words to explain how rewarding it feels to kind of peel back those layers of yourself and sort things out. The Roadmap gave me the ability to turn the car. Before that, I was just go, go, go, and never turn. It's almost like I'm operating on a different level than I was before. It's like learning to speak the language of yourself... and it provided a lot of clarity."
Joshua Williamson shares why he chose to embark on the Roadmap journey
How the Process Works
The Roadmap goes far beyond surface-level analysis or personality traits. It’s a Ph.D-guided, deep-dive process that uncovers the innate brilliance that sets you apart, and shows you how to bring it to life.
Advanced 3D Personality Assessments
Personality tests reveal your core personality, motivators, and your unique wiring
Learn more →
Stakeholder Interviews via phone or Zoom call
In-depth interviews with up to six people who know you well and have seen your best in action
Learn more →
Deep-dive 1:1 working sessions with Dr. Jack
Sessions with Dr. Jack explore themes, challenge assumptions, and uncover your deeper truths
Learn more →
Scale your life to the next level
About Dr. Jack Skeen
Jack Skeen, Ph.D., is an executive coach, author, and podcast host who has spent 30 years helping leaders expand their effectiveness and align their success with deeper purpose.
He has coached hundreds of CEOs and executives at major U.S. companies including Five Below, Verizon, ServiceMaster, Motorola, and RR Donnelley. His work focuses on cultivating excellence in leaders and teams, enabling them to operate with greater clarity, alignment, and impact.
Jack is the creator of The Roadmap and co-author of The Circle Blueprint, frameworks designed to help high-performing individuals understand themselves at a deeper level and live and lead with intention.
Prior to founding Skeen Leadership Group, Jack earned a Ph.D. in Psychology and a Master of Divinity, working as both a licensed psychologist and Presbyterian minister. This unique combination of disciplines serves as the foundation for his ability to guide leaders in creating meaningful, lasting change.
His work has helped hundreds of leaders achieve not only stronger results, but a greater sense of fulfillment and purpose—creating a ripple effect in their organizations, families, and communities.
Trusted by these companies:
100% Satisfaction Guarantee
Jack brings his full expertise, wisdom and heart to every Roadmap client. However, if you're not completely satisfied with your Roadmap experience, we will refund your money. No questions asked.
To date, there has never been a Roadmap client who has asked for a refund.
FAQs
What exactly is The Roadmap?
The Roadmap is a meticulously crafted process designed to help individuals discover their own unique genius and tap into their true potential. Guided by executive coach Dr. Jack Skeen, this transformative journey combines advanced 3D personality assessments, in-depth one-on-one interviews, and expert analysis and guidance.
It's designed to enable individuals to uncover their strengths, values, and passions, providing a powerful catalyst for personal/professional growth and change.
Whether you're an executive, a business leader, or anyone striving for personal excellence, the Roadmap can help guide you toward greater purpose, success, and fulfillment. It's not just a program; it's a life-altering experience that helps you discover your brilliance and navigate your path to becoming extraordinary.
How does the process work?
The Roadmap process consists of an in-depth process of self-discovery and expert guidance. It begins with comprehensive advanced 3D personality assessments, and includes in-depth 1:1 interviews, as well as expert analysis and guidance.
These insights are then synthesized into a detailed, personalized report, your "owner's manual," providing clarity and guidance on how to unlock your true potential. This isn't a one-size-fits-all approach; it's tailored specifically to you.
The program integrates extensive personal interviews, discussions with stakeholders, and expert recommendations, ensuring that your journey toward personal and professional growth is well-informed and impactful.
Who is The Roadmap for?
The Roadmap program is tailored to people who are committed to their personal and professional growth. It is ideal for executives, leaders, entrepreneurs, investors, and anyone striving for excellence.
Whether you're at the pinnacle of your career or just beginning your journey, the Roadmap is designed to help you discover and unlock your unique genius. Think of the Roadmap as a compass to guide you toward greater fulfillment, purpose, and personal growth, regardless of where you are in your life's journey, It's a valuable resource for individuals who are ready to invest in their own potential.
I'm successful, but not happy or fulfilled. Can The Roadmap help?
Absolutely. The Roadmap is designed for people like you who have achieved success in their careers, but are seeking greater fulfillment and purpose. Many high-achieving professionals find themselves at a crossroads, looking to align their accomplishments with their deeper passions and values.
The Roadmap is a personalized journey that helps you gain a profound understanding of your unique strengths and desires. It empowers you to make informed decisions, set meaningful goals, and unlock your true potential.
By the end of the process, you'll have a clear path forward, a sense of purpose, and the insight to achieve a new level of personal fulfillment. It's a transformative experience for those who want to ensure that their achievements align with their inner aspirations.
How long does The Roadmap program take?
The duration of the Roadmap program can vary depending on the schedule and unique needs of each individual participant. Typically, the program spans a couple of months to allow for a comprehensive and effective experience. The process is designed to provide ample time for in-depth assessments, 1:1 interviews, feedback, and the development of your personalized roadmap.
The goal is to ensure that you have a transformative and impactful journey towards personal and professional growth. The exact duration will be discussed and determined during the initial stages of the program, as it is essential that the program is aligned with your specific needs, schedule and personal objectives.
Are there any scholarships, discounts or payment options available?
We currently do not offer scholarships for the Roadmap program. We do understand that for many, the program represents a substantial financial commitment. To make it more accessible, we can provide flexible payment options and installment plans upon request. These options distribute the investment over time, making the program more manageable for participants who are committed to unlocking their full potential.
Please contact us to discuss payment options and find a solution that aligns with your financial goals and personal growth journey.