The Untethered Entrepreneur
A newsletter of insights, self-leadership, creativity, and wisdom on creating the life and business of your dreams.
Are you ready for deeper fulfillment, more freedom, and purposeful impact in life and business?
It begins with finding your North Star.
My favorite quote by the poet Rumi says, “Let the beauty of what you love, be what you do”. This captures our essence as entrepreneurs.
But sometimes, as our business grows and evolves, we are pulled away from that original spark of passion. That original state of flow.
Are you the picture of success, but feel unfulfilled within? Have you lost passion for the day-to-day of your business? Feeling out of alignment?
You are not alone. I have been exactly where you are. And I’m here to guide you on a journey of reinvention. Let’s reawaken your passion and manifest your true calling. Let’s find your North Star.
Are you ready to
Coaching Programs
I believe each of us has the power to create a life and business that is a manifestation of our true calling.
A life driven by our dreams, aligned with our deepest values, in service to our highest calling.
Let me show you the way. Let’s discover your North Star.
I believe each of us has the power to create a life and business that is a manifestation of our true calling. A life driven by our dreams, aligned with our deepest values, in service to our highest calling.
Let me show you the way. Let’s discover your North Star.
First Step
The Compass

First Step

The Compass
The Essential First Step
The essential first step of reawakening your passion and manifesting your true calling.
Your Compass guides you to your North Star. It points to your purpose. It points to what brings you fulfillment. It guides you to your state of flow and zone of genius as an entrepreneur.
In this journey, you will…
- Discover your WHY – the core motivation and drive that points to your purpose
- Get clarity on what brings you fulfillment and harmony in work and life
- Uncover your state of flow and zone of genius
- Find the path to entrepreneurship that lets you shine and thrive
- Learn how to focus your energy and time on what love most and do best
- Understand your natural way of creating value and trust
- Discover your natural path to leverage and scale
- Get clarity on your unique vision and perspective as an entrepreneur
- Learn how to build the right team with the right people in the right place
- Discover how to leverage your value and potential to create impact and difference
- Understand your strengths, weaknesses, and path to growth
- Get clarity on your leadership and communication styles
- Learn how to build a proper foundation and framework for success and wealth
What’s included?
Your Compass Discovery
Interactive Coaching Workshop
Workbook + Study Materials
Join me for a Discovery Call.
Let’s talk about where you are in life and business, and where you dream to be.
Main Voyage
Roadmap to Freedom


Roadmap to Freedom
Reawaken your passion.
Manifest your true calling.
Roadmap to Freedom is an eight-week journey of lifestyle and business design.
Reawaken your passion and manifest your true calling by reinventing your life and business. Design a business that is a reflection of your essence, values, and the unique lifestyle you want to live.
You’ll leave this journey with…
- Clarity on your life’s mission and work – your North Star
- A plan of inspired action to manifest your dream life and business
- A vision in alignment with your deepest values and most authentic self
- A newly awakened connection to the abundance of creativity and wisdom within you
- Your purpose statement
- Clarity on what freedom means to you
- A business model driven by your purpose, designed to monetize your passion
- Clarity on your ideal client – who you are destined to serve
- Your signature offer and pricing model
- Clarity on the unique perspective and value only you can offer
- A newly found source of inner power
- Mindset and lifestyle of embodied leadership
- A community of like-minded, purpose-driven, freedom-seeking entrepreneurs
Highlights of the Journey
Find Your North Star
- Discover your driving values and deepest desires in life
- Awaken your essence to create an authentic life and business
- Awaken the creative free spirit within you
Design Your Lifestyle
- Design your dream lifestyle, and learn how to create it
- Explore your vision of freedom, abundance, and adventure
- Define what a life of freedom looks like for you
Paint Your Vision
- Connect with the wisdom of your best future-self
- Articulate your integrated vision of life and business
- Define and craft your purpose statement
Manifest Your Calling
- Learn to activate your purpose and passion through business
- Explore new business ventures driven by your true calling
- Explore pivoting your existing business into alignment
Find Your Tribe
- Identify your ideal client – who you are destined to serve
- See the value and unique perspective only you can offer
- Learn the power of creating a culture – not just a business
Design Your Business
- Translate your vision to a business plan
- Explore powerful business models and revenue streams
- Design your signature offer, customer journey, and pricing
Your Roadmap to Freedom
- Map your 90-day plan to step into your life of freedom
- Create energy-rich goals of inspired action
- Identify and overcome potential blocks to success
Step Into Your Power
- Embrace a framework of self-leadership and accountability
- Step into a mindset of embodied leadership
- Inspire and lead others through living your best life
What’s included?
Weekly Group Coaching Calls
Workbook + Study Materials
Online Space for Collaboration
Guided Meditations
Accountability Partner
Optional VIP Private Coaching
Join me for a Discovery Call.
Let’s talk about where you are in life and business, and where you dream to be.
Journey Further
North Star Society

Journey Further

North Star Society
Step into your power.
Stake claim to your dreams.
North Star Society is a community of high-caliber freedom-seeking entrepreneurs committed to leaning hard in the direction of their dreams and making a massive impact on the world.
Through community and culture, group and private coaching, co-creation, accountability, retreats, and adventurous experiences, North Star Society supports every step of your journey.
It is a space of learning, personal development, and continuous growth. It is a space to manifest your vision and make quantum leaps in your life and business with support, structure, and accountability.
North Star Society is not for everyone. It is for select graduates of Roadmap to Freedom. It is reserved for entrepreneurs with a deep desire for growth, and a demonstrated commitment to excellence, personal development, and leaning hard in the direction of their dreams.
Join me for a Discovery Call.
Let’s talk about where you are in life and business, and where you dream to be.
Are you ready to reawaken your passion and manifest your true calling?
Journeys begin with a single step. Let’s connect.
Join me for a Discovery Call.
Let’s talk about where you are in life and business, and where you dream to be.
Join me for a discovery call. Let’s talk about where you are in life and business, and where you dream to be.
Testimonials
I left a successful advertising career and went back to graduate school with the goal of transitioning careers. After graduation, I struggled to find a position and questioned my purpose.
Justin’s support and guidance were invaluable in helping me find my purpose, follow my passions, and secure my dream position at the most prestigious recovery organization in the world. He helped me create my vision, set goals, and focus on what I dreamed of achieving. Justin encouraged me to dream big and never settle.
I have worked with executive coaches before, and none have compared to the expertise, approach, advice, and spiritual guidance Justin offers. His compassion, empathy, wisdom, and education in the field set him apart from everyone else.
Greg Giancola
Outreach Manager
When we began working together, I was at a crossroads in my career and unsure of what direction to take. I had lost touch with my inner-voice and forgotten how to trust my intuition.
Working with Justin, I was able to identify what I was looking for in my career and my life. I reconnected with my core motivations, and how to trust my inner voice again. Justin held me accountable to difficult conversations I otherwise would have avoided. I transitioned to a place of leadership from a place of people-pleasing.
Working with Justin is an investment in yourself for the rest of your life! He asks all the right questions and pushes you to go further. The structure of the program allowed me to put learning into practice. The impact of this process has been truly profound.
Carla E.
Director of Marketing
The Untethered Entrepreneur
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It all began on a cold February night in Massachusetts. A boy was born to deeply loving parents. His father was hardworking and caring. His mother was compassionate and generous. He was an only child. The first, and the last.
He was creative. He loved making things and playing make believe. He loved writing and design. He would pretend he was in far off lands halfway around the world. He would pretend he was from a time long ago.
He was sensitive and quiet. His eyes told the story of his soul. Empathetic by nature and compassionate to the core. He had a gift to share with the world. He was an old soul. Wise beyond his years.
He preferred the company of elders and would impress them with his wisdom. He preferred to chart his own course and follow his own interests. He felt as if he was from somewhere else. He often felt out of place, out of time, out of context.
Yet with each passing year, as he grew into an adult, his essence slowly fell asleep…
Chasing Success
I always had a deep inner drive to grow. I earned an MBA in global business by the age of 24. I completed post-graduate studies in design at RISD by the age of 27.
I started my own design firm at the height of the financial crisis in 2008. Everyone told me to find a job. To do what was safe. To seek security and consistency. But those words were the anthesis of everything I believed. They went against the fiber of my being.
The next decade brought far more success than I ever imagined. My business was thriving. I was earning more than I dreamed of making. I was working with notable clients around the world. My name became synonymous with good design and success.
Under the hard-driven surface, my essence was still shining through. I was seeking freedom, exploration, and discovery. I wanted to go my own way, to chart my own course.
Lonely Nights
From the outside, I was the picture of success. I was living in luxury buildings, driving BMWs, shopping in designer boutiques, collecting original art.
Yet deep within, I was unhappy. I would wake up every day with existential dread. A sinking feeling in my heart. A deep void in my soul. A sense of sorrow. A sense of betrayal. I felt I was living someone else’s life.
My days were all the same. Working away from dawn to deep in the night on projects that didn’t bring me any joy. Work for which I had lost my passion long ago.
Deep in the night I would wonder. Is this all there is? What’s the end game? How can this possibly go on forever? Where do I turn? What else could I possibly do?
I knew something had to change. I knew deep in my soul I was meant to be doing something else. Something deeper. Something of greater meaning and profound impact.
My essence within had been ignored for too long. It was fighting its way out. It wanted to be heard. It wanted to break free. It wanted to sing, dance, and play.
Awakening
In my darkest hours, I was questioning everything. My career. My purpose. What I was passionate about. I was questioning the very foundation I built my life on. I was questioning the business I had created and built from nothing.
When the student is ready, the teacher appears. And it was a cold and grey January that he did. My teacher and guide came with a message of light, love, and abundance. A message of creative free spirit. It was time to let the façade fall. It was time to remove the mask. It was time to let my essence break free.
I learned I had lost touch of who I truly was.
I learned I had been living my life behind a mask.
I learned I had let the essence of my inner child fall asleep.
I learned to let go of what no longer served me.
I learned to silence the voice of my inner critic.
I learned to connect with the wisdom of my higher self.
I learned to follow the callings of my soul, rather than wishes of others.
I learned to unlock the creator within.
I learned to step into my power.
I learned I am a spiritual being having a human experience.
I learned I am a teacher.
I learned I am a guide.
I learned I was being called to help others like myself.
Becoming
Becoming a life and executive coach was the most profound calling I have ever had. I have studied with the greatest and certified by the best. But my most profound and transformative lessons have come from my own journey of reinvention and self-discovery.
We are best positioned to help who we once were. It is my purpose to help visionary professionals and entrepreneurs awaken their purpose, and create a life of deep fulfillment and passion. I guide them to make sense of their true calling, and bring clarity, focus, and intention to their path forward.
I believe each of us has the power to create a life of freedom, abundance, and adventure. A life driven by our dreams, aligned with our deepest values, in service to our highest calling.
Join me for a journey of reinvention. Let’s discover your North Star.

Justin Clapp MBA, CLC
As a life and executive coach, I work with individuals and inspired organizations around the world, guiding them on their unique journey of reinvention to a place of freedom, abundance, and adventure.
I live a location-independent lifestyle, and split my time between homes in Dubai and Boston. I am passionate about exploring far off lands and distant cultures.
I am a graduate of the Rhode Island School of Design, and hold an MBA in global business from Clark University.
Journeys begin with a single step. Let’s talk.
Join me for a discovery call.
Let’s talk about where you are in life, and where you dream to be.
Join me for a discovery call. Let’s talk about where you are in life, and where you dream to be.
Imagine…
feeling like you never work a day in your life. Waking up, eager to start your day, driven by the passion at the core of your soul. Imagine designing the very life you want—painting your vision and reinventing yourself to create it. Living wherever you want in the world—in freedom, abundance, and adventure.
Imagine…
forever abandoning the concept of a work week, where time is structured by windows of freedom on the weekend. Imagine transcending to a place where time is only perceived through the manifestation of your passion, and experiences of adventure.
Imagine…
leaving behind fear, resistance, and limiting beliefs, to fully live in creation and abundance. Embracing who you truly are on the deepest level, and in the darkest corner. Living in serenity, self-awareness, and mindful presence. Imagine witnessing the embodiment of light, love, and creativity that you truly are.
You can have this. All of it.
And you deserve to. We all do. This is living in alignment with your North Star. It’s time to discover what you love, and love what you do.
Journeys begin with a single step. Let’s talk.
Join me for a discovery call.
Let’s talk about where you are in life, and where you dream to be.
Join me for a discovery call. Let’s talk about where you are in life, and where you dream to be.