Keep Dreaming.
Life's questions are hard. The answers are walking all around us.
As most of you know, my background is in being a creator and founder. When I was 23 years old, I had one dream. I wanted to start a clothing brand. I wanted people to see my art, and I wanted to be heard.
I held fast to that dream. And thanks to you, we got there. We opened stores and stocked The Hundreds worldwide and assembled a global community. I felt seen and understood. Best of all, I saw and understood you.
But as I grew, I wanted more. I wanted… new. My partner Ben and I built and sold a food festival. I wrote books. All under the umbrella of a singular idea. Truthfully, I had followed one dream for so long, I’d forgotten how to imagine beyond the expected. Life became routine and predictable. I knew where the sun rose every morning and I stopped running to the window to witness it.
Today, The Hundreds is nearing 23 years old (the age I was when we started the company) but I am also the Global Creative Director of Disney Consumer Products. The moment I stepped foot on Disney’s Creative Campus, I was met with merciless change. New faces, new vocabulary, new systems. It was incredibly hard. I took it one day at a time. One finance term under my belt. A relationship forged. A code unlocked. I complained a lot, because I am weak. I dove back into the choppy waters, because I am stubborn.
There are 2 things people ask you for when they hear you’re at Disney:
1) Park tickets
2) A job.
The strangest thing started to happen. Friends asked how my gig was going and if there was room for someone like them at the company. Artists, musicians, fellow founders… People I’d never imagine working for a corporation, curious about what it was like to be a Disney employee. Designers who’d never considered Disney were now wondering about a collaboration.
It was hauntingly similar to when The Hundreds set up shop on Fairfax Ave. twenty years ago. Streetwear upstarts, graffiti artists, and burgeoning rap collectives read my blog and it opened their eyes to what was possible. “Maybe I can start a brand too.” “Maybe I can make a living off of my passions.” “Maybe I could move to Los Angeles and pursue my Streetwear Dreams.”
These Dreams. They can evade us. Yet they are right in front of you, hiding in plain sight. Sometimes it takes an example* to see them clearly. This is how stories work. It’s hard to relate to an unfamiliar world, but if you can empathize with a hero, you can see yourself within that alternate reality. And your mind expands beyond the same. You are transformed.
*We call them role models, but they don’t have to be aspirational figures. They can just be a regular dude like me who veers off course onto the road less traveled. The one who breaks the pattern and jars you awake. And if you don’t have that person in your life, maybe you can be that for someone else.
After 18 years, today is Bob Iger’s last day as CEO of the Walt Disney Company. My President, Tasia Filippatos, is moving on to head Disney’s International Parks. And it also happens to be the 1-year anniversary of my joining Disney. Lots of change. Lots of growth.
On this day, 2025, I had but one dream. And thanks to my leaders Marcus Rosie, Tasia, and Bob, I am living it. But now, I’m dreaming more dreams, because they continue to show me how to evolve and expand in my capacity at this company. Disney has been a recurring theme throughout my life, but I never thought I could be a part of the legacy. What else is out there? I now know there is more.
The world is alive with possibilities again. I hope you can see them too.





Thanks Bobby for sharing and being a reason to chase dreams. It starts with self-trust, the belief and faith of taking the journey without knowing what lies ahead. And with action comes confidence and seeing the feedback from the action and learning from our mistakes which are the gifts. Self-trust leads to action leads to confidence leads to more moving forward. And, once in a while, looking back to see how far we've come as well balancing both gratitude with grit. So, thank you.
It’s crazy how you wrote this on the day I needed it most.