ABOUT Me
Hi, I'm Kevin, founder of The Deep Entrepreneur
For the past seven years, I’ve been in the trenches of building and leading an organization, raising over $1.3 million to fund its growth. But the journey wasn’t smooth—I faced the entrepreneurial roller coaster head-on, experiencing burnout, doubt, and the kind of dread that makes you want to quit. Countless times, I was on the edge of giving up.
What saved me wasn’t just motivation or discipline—it was a system I built out of necessity. After spending two years as a monk in an ancient-style monastery, I developed an obsession with psychology, resilience, and performance. I poured thousands of hours into researching and testing mental frameworks, pulling together insights that were usually taught in isolation—things like flow state, antifragile psychology, deep work, and cognitive reframing. Over the years, I refined these into a cohesive system that gave me confidence, peace, and a deep sense of flow in the moment.
But there was one missing piece I didn’t find articulated anywhere else—the key to real antifragility:
depth through a sense of calling. When I discovered how to cultivate an internal sense of purpose beyond surface-level goals, everything changed. It was no longer about pushing through pain but being pulled forward by something greater. That shift saved me and made all the difference in my ability to navigate uncertainty, sustain energy, and execute at a high level without burning out.
Now, I’m launching The Deep Entrepreneur to share this system. This is still the early stage, but my goal is clear: to help entrepreneurs master their mindset, escape the cycles of burnout and self-doubt, and build lasting success with clarity, confidence, and deep inner freedom. If I had known this when I started, I could have avoided years of struggle. Now, I’m making sure others don’t have to figure it out alone.
A System Inspired by:
Philosophy of Depth & Meaning
Dr. Jordan Peterson
"Confront the chaos of Being. Take aim against a sea of troubles. Specify your destination, and chart your course. Admit to what you want. Tell those around you who you are. Narrow, and gaze attentively, and move forward, forthrightly." -Jordan Peterson, 12 Rules for Life: An Antidote to Chaos
Viktor Frankl
“Those who have a ‘why’ to live, can bear with almost any ‘how.’” “Between stimulus and response there is a space. In that space is our power to choose our response. In our response lies our growth and our freedom.” “When we are no longer able to change a situation, we are challenged to change ourselves.” -Viktor Frankl, Man's Search for Meaning
Aristotle
"The ultimate value of life depends upon awareness and the power of contemplation rather than upon mere survival." "And that happiness consists in contemplation may be accepted as agreeing both with the results already reached and with the truth. For contemplation is at once the highest form of activity..." "We are what we repeatedly do. Excellence, then, is not an act but a habit." "Eudaimonia (flourishing in virtue) is the meaning and the purpose of life, the whole aim and end of human existence." -Aristotle
Dr. Cal Newport
"The ability to perform deep work is becoming increasingly rare at exactly the same time it is becoming increasingly valuable in our economy." "A deep life is a good life, any way you look at it." -Cal Newport, author of Deep Work
Productivity Psychology
Dr. Andrew Huberman
"Dopamine is a currency involved in movement initiation en route to goals when we think or believe that we are on the right path to those goals. It’s really not about the sense of pleasure or reward…but converting desire into physical and cognitive effort to achieve a particular goal." -Dr. Andrew Huberman
David Allen
"The sense of anxiety and guilt doesn't come from having too much to do; it's the automatic result of breaking agreements with yourself." "Your mind is for having ideas, not holding them." "If you don't pay appropriate attention to what has your attention, it will take more of your attention than it deserves." -David Allen, Getting Things Done
Dr. Ali Abdaal
"The secret to productivity isn’t discipline. It’s joy." "Play is our first energizer. Life is stressful. Play makes it fun. If we can integrate the spirit of play into our lives, we'll feel better – and do more too."-Ali Abdaal, Feel Good Productivity
Rian Doris
Intrinsic motivation over external motivation is imperative for long-term flow, including curiosity, purpose, love of the process, autonomy, and more. -Rian Doris on psychology studies of flow, productivity, and procrastination
Entrepreneurial Longevity
MIT Antifragile Entrepreneurship Series
"Shift your metric of 'success' from the amount of money made to the amount of learning and growth you undergo.""Stay AWAKE and AWARE during the difficult times; channel and embrace the discomfort of the experience, then figure out what to learn from this.""Have a system rather than a goal; treat each obstacle as a potential new path forward; maintain a sense of open-minded optimism." "Entrepreneurs often connect their self-worth and identity to their startups, which can lead to feelings of depression if their venture fails." "We believe self-awareness and mental preparedness can enhance an entrepreneur's abilities. This, in turn, leads to creating a more successful business." "The culture of entrepreneurship celebrates working 24/7 to demonstrate passion and dedication for your business. A founder’s self-identity is often tied to the success of their startup, and as a result, entrepreneurs often experience loneliness, depression, and anxiety as they work through the normal ups and downs of startup life."-MIT series on Antifragile Entrepreneurship & Entrepreneur Mental Health
Tim Ferris
"What we fear doing most is usually what we most need to do." "I value self-discipline, but creating systems that make it next to impossible to misbehave is more reliable than self-control." "Focus on being productive instead of busy." -Tim Ferris
Dr. Nicholas Taleb
"Antifragility is beyond resilience or robustness. The resilient resists shocks and stays the same; the antifragile gets better." "Difficulty is what wakes up the genius." "If you take risks and face your fate with dignity, there is nothing you can do that makes you small; if you don't take risks, there is nothing you can do that makes you grand, nothing." -Nassim Nicholas Taleb, Antifragility: Things That Gain from Disorder
Cameron Herald
"First and foremost, a start-up puts you on an emotional rollercoaster unlike anything you have ever experienced. You flip rapidly from day-to-day – one where you are euphorically convinced you are going to own the world, to a day in which doom seems only weeks away and you feel completely ruined, and back again. Over and over and over." -Cameron Herald, The Entrepreneur Roller Coaster
Psychology Research-Backed
Entrepreneur Mental Crisis
87.7% of entrepreneurs report experiencing at least one mental health issue. -Founder Reports
Entrepreneurs are: 2x more likely to suffer from depression, 3x more likely to suffer from substance abuse, 6x more likely to have ADHD, 10x more likely to have bipolar disorder, 2x more likely to have suicidal thoughts. Freeman et al., UC Berkeley, 2019
77% of entrepreneurs report feeling isolated. -Harvard Business Review, 2018
Entrepreneurs are twice as likely to report depression, suicidal ideation, and psychiatric conditions as the general population. -UC Berkeley, Dr. Freeman)
Long-Term Depth for High Performance
Aligning long-term goals with daily tasks has been shown to significantly enhance productivity and well-being. Research indicates that individuals who set specific, time-bound goals and report their progress weekly are 40% more likely to succeed than those who do not. -MoonCamp.com
Setting specific and challenging goals can lead to a 90% increase in performance. -Giodella.com
Organizations that implement systematic goal-setting practices experience an average productivity increase of 39%. This boost rises to 57% when top management actively supports these initiatives. -OPM.gov
A common adage in entrepreneur circles is that if you can survive 7-9 years, you will have succeeded.
Intrinsic motivation over external motivation is imperative for long-term flow, including curiosity, purpose, love of the process, autonomy, and more. -Rian Doris on psychology studies of flow, productivity, and procrastination
Mental Distractions & Wasted Time
Estimated 35% reduction in productivity due to mental health issues equates to 700 hours of lost productive time annually. -Berkley.edu
Estimated average of 5 significant distractions per day resulting in 174+ hours of lost productivity per year. -ProductTeacher
The Power of Cognitive Rewiring
Positive coping styles accounted for 49.4% of the variance in mental health -Pub Med Central
"I don’t journal to 'be productive.' I don’t do it to find great ideas, or to put down prose I can later publish. The pages aren’t intended for anyone but me. Morning pages are, as author Julia Cameron puts it, 'spiritual windshield wipers.' It’s the most cost-effective therapy I’ve ever found." -Tim Ferris
A six-week writing intervention, which included expressive and mindful writing prompts, increased resilience and decreased depressive symptoms in participants who had experienced trauma. -PubMed
Testimonials
Michael
Jacob Br.
Disciple-Leader as of 2019; now married to a former SOCA member
Jacob Ba.
Rob
Disciple-Leader as of 2019; now married to a former SOCA member
Colton
Disciple-Leader as of 2019; now married to a former SOCA member
Zach
WHO IS THIS FOR?
THOSE SEEKING EXTERNAL SUCCESS AND INNER PEACE
Solopreneurs
Early stage entreprenreurs
Veteran Entrepreneurs
High Performers
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