Young adulthood is one of life’s great opportunities to slow down and figure out who you are.
Success is something each person must define for themselves. Yet without pausing to slow down and reflect, many of use move through our formative years without ever truly checking in with themselves. Stephen Covey calls it stopping to sharpen the saw. My coaching creates an opportunity to get clarity, build self-confidence and establish a positive and resilient attitude towards your life’s journey.
A Message for Young Men
You’re not supposed to have it all figured out yet. If you’re in your late teens or even late twenties and something feels off, you’re not alone. A lot of guys today are stuck in a strange place: the future feels uncertain, and the path forward less clear than ever. You might feel behind, unmotivated, or unsure what you’re even working toward. And it may feel like the people around you don’t get it.
In my experience, what you’re really looking for is clarity, self-confidence, and optimism. Clarity isn’t something you chase. It starts with slowing down and listening to yourself. The answers are inside you. Through honest conversation about what excites you, what drains you, what feels right and what doesn’t, clarity you can trust begins to show up.
Self-confidence grows from recognizing that there is no one else like you, and that life isn’t a competition. Your path is your own to forge. Coaching helps identify your strengths, challenge beliefs that may be holding you back, and build on small wins that fuel your motivation, even making the process enjoyable.
Optimism is about living in the present with a gentle eye on the future, and letting life unfold for you. Developing a positive attitude is a superpower, and it can be just as easy a choice as a negative one.
Having a coach is a special opportunity, and in many ways a privilege. The best athletes and executives in the world have coaches. It’s how high performers operate. You may have had tutors and college prep counselors. Coaching is a continuation of that, except you are in charge. It’s no longer someone else’s test. It’s your life, your wave to ride.
If you’re looking for a partner to help you get clearer on who you are and where you’re going, let’s talk.
A Message For Parents
You’ve likely done far more right than wrong. But from the moment your son was born, he entered a world that measured, ranked, and compared him at every turn — grades, looks, athletic performance, college acceptances, social status. Life was framed as a competition before he was old enough to question it. Then social media arrived and made all of that exponentially worse. The results are in, and it’s a very sad state of the world — unprecedented levels of anxiety, depression, and lack of motivation. Many young men who appear to have everything society wanted for them, the right college and the right job, are not truly happy. AI’s effect on the job market is making things even more uncertain.
You’ve invested in his future with tutoring, test prep, and college advisors, and your son might even have a good job. But there is a long list of things that don’t get taught in school that can only be learned through experience and self-discovery. And while you want to help, your son is in the process of becoming his own person, which means that even the wisest parental guidance can be hard for him to hear. I serve as a neutral, confidential, and positive presence in my clients’ lives — someone they can be completely honest with, who will ask the hard questions and help them build clarity, self-confidence, and a genuine belief that life will unfold for them and work out.
You’ve done your part. Now it’s time for him to take the reins of his own life. Through professional coaching I help build what rarely gets taught in school — the inner foundation that personal success and happiness are built on.
If that sounds like something your son could use, I’m here for a conversation. This is the most rewarding work I have done in my life.
What I Do
I work with young men starting at college age and beyond. Whether you are just beginning your independent journey outside the home or starting your career as an employee or entrepreneur, I help you navigate these pivotal years.
As a certified life coach, I don’t tell you what to do or who to be. I help you see your blind spots and get in touch with your authentic self — learning to listen to what’s true for you. Each of us has unique gifts, strengths, and intuition. I’ll help you embrace yours and make your life happen for you.
Coaching is not therapy. I am not diagnosing or treating mental health conditions. Coaching is about self-discovery and moving forward. I provide a safe, confidential space to slow down, reflect, decide, and take action. I also help you stay accountable to your own goals — because only through experience can you truly get to know yourself and build the self-trust and confidence that lasts.
My clients and I discuss anything and everything — from where you may not be living your truth, to how to navigate school, work, and relationships. When situations arise that need attention or feel triggering, we break them down together so you can see them in a way that serves you and helps you grow.
I draw on a range of tools and concepts, including meditation and philosophy, and I use an assessment called the ELI — Energy Leadership Index, which helps you understand your default attitudes and how those attitudes shape your life. I frequently suggest books that open up new ways of thinking and spark meaningful conversation. Reading is one of the best ways to find out who you are.
Socrates said, “The unexamined life is not worth living.” This work isn’t always easy, but it is some of the most powerful and important work you will ever do. If you’re ready to step into who you are and truly start living, I’m ready.
How Coaching Works
We meet virtually 3- 4 times a month. We evaluate your satisfaction at 10 different area of your life. And we set out to work on your top priorities. Along the way, things come up. Each week, in each session, we set out what it is you want to work on so that you know you’re making progress. We can also set longer-term goals, track them and overcome what might be standing in your way.
You’ll:
- Get to the root beliefs that are holding you back and replace them with new ways of showing up
- Gain clarity on your “why” and your own definition of success
- Develop deeper self-awareness and uncover what’s been limiting you
- Build greater motivation through personal accountability
- Grow more confident in speaking up, advocating for yourself, and setting boundaries
- Experience greater self-confidence, less anxiety, and more joy
- Develop a healthy attitude toward your life journey
About Me
Like many of you, my own early years had their challenges. I navigated family difficulties, changing schools, and a persistent struggle to feel confident and accepted. Looking back, I spent a lot of those years feeling not quite good enough — and working hard to hide it.
I started college on a five-year architecture track because it seemed fun and different. I eventually switched to finance once I realized how hard it was to make a living in architecture. In 1990, jobs were hard to come by, but I landed one at Goldman Sachs. I struggled in an environment that felt like taking orders, and after two years of promotions, got myself fired when I couldn’t take the culture any longer. A few days later I got into Columbia Business School — which in hindsight was just chasing the next prestigious thing. The degree and connections didn’t help much, as I was already leaning toward a different path. I grew up with a hardworking, entrepreneur-by-necessity father, and that was going to be my direction.
After a few jobs, a few startups, and another brush with rock bottom, I picked myself up and started a company out of my apartment. Over 21 years, ePromos became a nationwide brand in the promotional products and logo merchandise space and still is today. I learned a great deal as the company grew from one to 175 employees through various business cycles and management teams. By most measures I was successful. And yet I knew there was more to life — and more to understand about where I was getting in my own way, as a leader and as a person. It wasn’t until I started working with a coach a few years before I sold the business that things really began to shift. I wish I had done it much earlier.
That experience is what led me to earn my professional coaching certification from iPEC in 2021, and ultimately to dedicate myself to working with young men. My training enables me to help people find their own way through life — one that actually works for them, on their own terms. The earlier that happens, the better.
I bring to this work a well-rounded combination of personal experience, a parent’s perspective, and hard-won business and leadership expertise — alongside a calm presence shaped by years of yoga and meditation practice. This isn’t about me. It’s about you, and what’s possible for your life.
Business & Leadership
After roles at Goldman Sachs and J.Crew Group, I founded ePromos Promotional Products and grew it over 21 years to high eight-figure annual sales with 175 employees before selling it. I hold a B.S. in Finance from Syracuse University and an MBA from Columbia Business School.
Certifications & Practice
In 2021 I earned my life coaching certification through iPEC — one of the most respected professional coaching organizations in the field. Since then I have worked with businesses and business leaders, and have recently made the deliberate shift to focus exclusively on young men — the work I find most meaningful and impactful. I am also a 200-hour RYT certified yoga instructor.
Life & Wellness
I am a father of two young women in their twenties. My wife and I recently co-founded HapBE Valley Equine & Wellness Farm in Asheville, NC, where I facilitate Equine Facilitated Experiential Learning programs and lead meditation and yoga practices. For six years I have led a meditation group that meets five days a week. Outside of work I enjoy strength training, pickleball, golf, building and fixing things on the farm, and keeping up with AI and the business world.
Young Presidents’ Organization (YPO)
I’ve been an active member of YPO for nearly twenty years — a global network of chief executives committed to becoming better leaders. The organization has played a meaningful role in my growth, both professionally and personally. Through YPO, I had the opportunity to study in the Harvard Business School Presidents’ Program in Leadership, an intensive executive education experience available exclusively to members. Some of my clients are children of YPO members.
Testimonials
“I recommend Jason Robbins to coach your young adult. While I enjoy a close relationship with my college student, there are just some things he can best open up about with a confidential and trusted third party. Jason’s background as a business leader and executive coach gives him the credibility to earn the respect of our young adults. He asks the right questions, peeling back what’s really important and what my son is truly striving for. My kid has a stronger sense of himself now. Jason helps keep him grounded and far less influenced by the significant social pressures surrounding him.”
— G.B.S., Palm Beach, FL
“Having a Jason as a coach, has opened my eyes to underlying problems I hadn’t been facing. He helped me opens up solutions and see different perspectives and makes me think harder about my own values and desires. He is helping me find my path and appreciate the journey. I think everyone should have a coach like Jason!”
— S.L., University of Chicago
“I’m a young CEO and tasked with turning around a distressed eight figure consumer products business, and started working with Jason as a coach. Through Jason’s guidance I am able to up level my management skill set. I learned how to interview properly, hold people accountable, get the right people in the right seats, use 90-day planning cycles with trackable goals, build a scorecard, stop micromanaging and utilize my leadership team. In less than a year we’ve turned the company profitable. I would highly recommend Jason to entrepreneurs and executives of all experience levels that take their personal development as a leader seriously.
— B.B., Boca Raton, FL
Let’s Talk
If the idea of examining life and build a foundation for happiness rooted in his own wisdom resonates with you — this conversation is worth having.
Complimentary 30-Minute Discovery Call
No pressure. Just a conversation.
“To be yourself in a world that is constantly trying to make you something else is the greatest accomplishment.”
— Ralph Waldo Emerson