Dylan DuBois shared their story and experiences with us recently and you can find our conversation below.
Hi Dylan, thank you so much for taking time out of your busy day to share your story, experiences and insights with our readers. Let’s jump right in with an interesting one: What is something outside of work that is bringing you joy lately?
Something outside of work that’s been bringing me a lot of joy lately is mentoring others — especially young entrepreneurs and professionals who are trying to find their footing. There’s something deeply fulfilling about helping someone connect the dots between their potential and their purpose. Watching their mindset shift, their confidence grow, and their ideas come to life reminds me why I do what I do in the first place. Whether it’s through one-on-one coaching, leadership calls, or just sharing lessons I’ve learned along the way, those moments of genuine impact have been a real source of joy for me.
Thanks for sharing that. Would love to go back in time and hear about how your past might have impacted who you are today. What’s a moment that really shaped how you see the world?
The moment that changed how I see the world wasn’t a single event — it was a season of my life where everything I thought made me successful was stripped away.
At 22, I went through one of the darkest periods imaginable. I had built this image of success — the car, the confidence, the money — but inside, I was falling apart. A mix of medication withdrawals and burnout sent me into months of paralyzing depression. I couldn’t eat, sleep, drive, or even be alone without panic. I went from being the guy who could handle anything to barely functioning. Every morning, I’d wake up and wonder how I was going to make it through the day.
But that pain taught me more than any business win ever could. It forced me to slow down, to look inward, and to realize that real strength isn’t about control — it’s about surrender, humility, and rebuilding from the inside out.
That experience completely reframed how I see the world and success. It showed me that people aren’t defined by what they build — they’re defined by what they overcome. It’s why I lead, mentor, and speak the way I do now. Because I know what it’s like to feel lost, and I know what it takes to rise again.
What did suffering teach you that success never could?
Suffering taught me what success never could — that even in your darkest, most hopeless moments, there’s a fire inside you that refuses to die. You might not see it, you might not feel it, but it’s there — steady, waiting for you to breathe life back into it.
When I went through my own season of deep depression, I thought strength meant staying quiet, holding it together, pretending I was fine. But that silence nearly broke me. What I learned is that the real strength is in expression, not suppression. It’s in saying, “I’m not okay right now,” and giving yourself permission to be human.
Suffering stripped me of ego. It forced me to rebuild not as the man who wanted to look strong, but as the man who actually was strong — because he could feel, break, and still rise. It taught me empathy, patience, and perspective. It taught me that success is loud, but wisdom is quiet — and that pain, when faced honestly, becomes purpose.
So now, I don’t run from struggle. I use it. I talk about it. Because I’ve learned that the moment you voice your pain, it stops owning you — and starts freeing someone else who’s been too afraid to speak up.
Sure, so let’s go deeper into your values and how you think. What would your closest friends say really matters to you?
My closest friends would say what matters most to me isn’t money, status, or titles — it’s people. They’d tell you I care about growth, but not just my own. I care about helping others rise, too.
They’ve watched me go from humble beginnings and some very dark seasons to building successful companies and mentoring others. Through it all, what’s never changed is my obsession with connection, authenticity, and impact. They’d say I’m the guy who checks in, who listens, who wants to see you win and will push you to become the strongest version of yourself — inside and out.
They’d also probably tell you I value resilience and integrity above anything else. I’ve learned that real success isn’t about looking powerful; it’s about using your power to lift others up. That’s what drives me every single day — and my friends see that clearly.
Okay, so let’s keep going with one more question that means a lot to us: What is the story you hope people tell about you when you’re gone?
I hope the story people tell about me isn’t just about the businesses I built or the successes I had, but about the impact I made on people’s lives. I want people to say, “Because of Dylan, I became stronger, kinder, braver. I believed in myself when I didn’t before.”
I want my legacy to be generational — that I poured into others so deeply that the lessons, courage, and opportunities I created didn’t stop with one person, but rippled through families, communities, and industries.
More than anything, I want to be remembered as someone who gave others the tools and belief to build not just their businesses, but their character, their confidence, and their inner strength — someone who helped them rise higher than they thought possible and inspired them to pass that on.
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