Meeting Robin Hoodd: A Journey from VeeCon to Brooklyn
November 16, 2023
A Chance Meeting at VeeCon
Last May, I was at
VeeCon
in Indianapolis with my video content team. It's a trip we take every year, but that time, I met a street artist named Robin Hoodd. This wasn't just a chance meeting. It has been a moment that has stuck with me ever since.
I first noticed Robin’s art because he was deep in conversation with Gary Vaynerchuk , the founder of VeeFriends and VeeCon. Gary has been a serious source of inspiration in my life. We were attending the Leaders on Chain VeeCon kickoff event led by a group of seriously impressive women in the NFT space. After I finished my conversation with some friends, I went over to check out the art and meet the artist Gary, and his dad had been speaking with.
I first noticed Robin’s art because he was deep in conversation with Gary Vaynerchuk , the founder of VeeFriends and VeeCon. Gary has been a serious source of inspiration in my life. We were attending the Leaders on Chain VeeCon kickoff event led by a group of seriously impressive women in the NFT space. After I finished my conversation with some friends, I went over to check out the art and meet the artist Gary, and his dad had been speaking with.
Art That Tells a Story
Robin's hats weren't just cool to look at; they had a story behind them. Each one, with its unique design and message, was like a piece of his life. They said "It's all love, Baby," and you could tell he meant it. When I showed one of these hats to my wife Brittany, she was immediately drawn to it. Buying one of those hats for $250 felt more like backing a friend than just picking up a piece of art. I didn’t think twice about it. Brittany looked awesome in the hat, and supporting the arts is very important to us.
More Than Just Art
The next day, I ran into Robin again. At a convention with so many people, it seemed like more than happenstance. He still had some hats and art to sell, so we headed to his van. It was parked a good walk away, at the Colts' stadium. That walk became a real talk about life, struggles, and how he met Gary Vee. Brittany and I listened intently, moved by his resilience. It was clear this guy had been through a lot but kept pushing forward.
From Tough Streets to Great Art
In his van, Robin had these amazing larger pieces – really unique pieces with nuance and depth beyond the primary image. They featured an ice cream cone and a monkey, and I can't really explain it, but they pictured so much more. Each one had a story, about growing up in Brooklyn, tough times, and not giving up on his dream. Brittany and I ended up buying everything he had in that van. It wasn't just about the art. It was about supporting someone who's been through it and came out on the other side. And then kept going.
An Unexpected Connection
What started as a purchase turned into something more. We didn’t have a way to get the art back to Pittsburgh. Although we had just met him, we felt we could trust Robin to do the right thing and deliver the art to us on his way back to NYC. We paid him half down, and he met us at our home in Pittsburgh a few days later to deliver the art and collect the final payment. I had planned to put him up in a hotel for the night. But we talked and talked for hours that ended up feeling like they were years. He felt like family, and Brittany and I invited him to stay over at our place. Brittany and Robin shared stories, finding common ground in their experiences. It was one of those unexpected connections you just can't plan for, and I decided to stay in that moment and travel with him back to Brooklyn.
A Trip to Remember
The ride to New York with Robin wasn't just a drive; it felt like stepping into his world. As we left Pittsburgh, with the city lights shrinking in the rearview mirror, that old van became a place where stories and life lessons were shared.
Robin told me about his life, each story painting a clear picture of what he's been through. From the tough streets of Brooklyn to the challenges he's faced, his tales were honest and straight from the heart. It was a side of life that's often hidden, a story of making it through tough times.
We discussed everything as he drove – art, life, and the unexpected turns it takes. In those hours, I saw Robin not just as an artist, but as someone who's faced life's storms and stood strong.
When we got to Brooklyn in the early morning, I saw the places that made Robin who he is. We visited his mom's house, filled with warmth and more of his art. His mom, a strong woman with her own stories, added more layers to Robin's life.
We walked around his neighborhood, met his friends, and saw his apartment, buzzing with creativity and filled with his art. Each piece told a part of Robin's story, showing how he turned every tough break into a chance to create something new.
This trip was more than just getting from one place to another. It was a deep dive into the life of a guy who's used every challenge as a chance to make art. It left me with a real respect for Robin's work and his never-give-up spirit.
Robin told me about his life, each story painting a clear picture of what he's been through. From the tough streets of Brooklyn to the challenges he's faced, his tales were honest and straight from the heart. It was a side of life that's often hidden, a story of making it through tough times.
We discussed everything as he drove – art, life, and the unexpected turns it takes. In those hours, I saw Robin not just as an artist, but as someone who's faced life's storms and stood strong.
When we got to Brooklyn in the early morning, I saw the places that made Robin who he is. We visited his mom's house, filled with warmth and more of his art. His mom, a strong woman with her own stories, added more layers to Robin's life.
We walked around his neighborhood, met his friends, and saw his apartment, buzzing with creativity and filled with his art. Each piece told a part of Robin's story, showing how he turned every tough break into a chance to create something new.
This trip was more than just getting from one place to another. It was a deep dive into the life of a guy who's used every challenge as a chance to make art. It left me with a real respect for Robin's work and his never-give-up spirit.
Art That Inspires
Owning a piece of Robin's art is like remembering to keep going, no matter what. It's not just about how it looks; it's about what it stands for.
Every hat, every canvas, has a bit of Robin's heart and soul in it. They're not just things to wear or hang up; they're signs of never backing down. Looking at his art, you see a guy who didn't let tough times beat him. It's a nudge that even when the road is rough, something good awaits on the other side.
If Robin's story touches you, and you want a piece of that never-quit spirit, his art is out there for you. These aren't just things to buy; they're pieces of a life lived with guts, heart, and a strong will. If you want to purchase some of Robin's art, please contact me. It's more than buying something; it's about backing an amazing artist and keeping a part of his incredible story with you.
Every hat, every canvas, has a bit of Robin's heart and soul in it. They're not just things to wear or hang up; they're signs of never backing down. Looking at his art, you see a guy who didn't let tough times beat him. It's a nudge that even when the road is rough, something good awaits on the other side.
If Robin's story touches you, and you want a piece of that never-quit spirit, his art is out there for you. These aren't just things to buy; they're pieces of a life lived with guts, heart, and a strong will. If you want to purchase some of Robin's art, please contact me. It's more than buying something; it's about backing an amazing artist and keeping a part of his incredible story with you.
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By Benny Fisher
•
August 20, 2026
I walked into a leadership meeting with a client's team about a year into working with them. Twelve people around the table. Everyone had a status update. Everyone gave their status update. An hour later, we had a shared understanding of what had already happened and nothing had been decided. That is not a meeting. That is a group status email that required everyone to show up in person. WHAT A REAL LEADERSHIP MEETING DOES There is a version of the weekly leadership meeting that most teams never experience. One where the issues that have been bouncing around in people's heads all week get named out loud, get owned by the right person, and get resolved before they become next week's bigger problem. That version requires three things that most teams skip. First , the issues have to be named honestly, not diplomatically. Diplomatic issue identification produces incomplete lists. What you are actually worried about has to be said in the room, not saved for the parking lot conversation after. Second , they have to be solved at the right level. Most of the time the founder is not the right person. A mature team asks who is actually closest to this problem, and puts the solve there. Third , the priorities have to stay honest. Most leadership teams do not need more ambition. They need fewer things on the list, held with more discipline. When every item is labeled important, people quietly stop believing anything actually is. WHAT CHANGED WHEN THEY CHANGED THE MEETING We rebuilt the format with that client. Same people, same time slot, different structure. A short pulse on the numbers, a review of what moved and what stalled on the real priorities, then time to identify and solve the actual issues, not report on them. Three things happened in the first month. The founder stopped carrying half the company's unresolved issues home over the weekend. The team started solving things without waiting to be told. And the leadership conversations shifted from status reporting to real decision-making. The meeting did not fix the business. It created the conditions for the team to fix the business themselves. THE QUESTION TO BRING TO YOUR NEXT MEETING Before your next leadership meeting, write down the three things you are most worried about in the business right now. Not the agenda items. The real things. Then ask: do these get named and solved in our weekly meeting, or do they stay in my head until they become a crisis? If the answer is your head, the meeting needs to change. A business that still depends on the founder's nervous system to hold its unresolved issues has not yet built a real leadership team. It has built a group that reports to a person. What is sitting in your head right now that belongs in a room with your team? Prepared by Benny Fisher | Visionary Navigator | bennyfisher.com



