For our first episode of 2026, we sit down with Kyle Hagler and Emil Wilbekin for a deeply personal and wide-ranging conversation at the intersection of Native Son, culture, and media. We begin with formative histories shaped by strong women, faith, and instinct, before tracing how both have navigated long careers defined by pivots, visibility, and cultural responsibility. From Emil’s journey through magazine leadership to founding Native Son, to Kyle’s perspective on power, representation, and stewardship within fashion, the conversation explores what it means to build influence without losing yourself. Together, they reflect on community beyond branding, legacy without chasing legacy, and why staying contemporary today requires clarity, courage, and a willingness to exist fully in complexity.
“A lot of my success came from haphazard decision-making based on instinct, not some grand plan. I followed the moment and figured it out later.” - Kyle Hagler
“Native Son was never about nightlife or crisis. It was about creating space where we could see ourselves reflected with dignity.” - Emil Wilbekin
Notable Quotes:
Emil Wilbekin: “I was born at a moment of rupture and renaissance, and then given up for adoption. That combination shaped how I see the world and my responsibility to it.”
Kyle Hagler: “Safety isn’t in institutions or other people. Safety is knowing you can navigate turbulence, because turbulence is guaranteed.”
Emil Wilbekin: “The media world we grew up in doesn’t exist anymore, so you have to be innovative, adaptable, and nimble. Not as a strategy, but as a way of living.”
Kyle Hagler: “A lot of my success came from haphazard decision-making based on instinct, not some grand plan. I followed the moment and figured it out later.”
Emil Wilbekin: “Prayer and meditation are non-negotiable for me. They’re how I stay grounded in a world that constantly tries to make you feel invisible.”
Kyle Hagler: “I went through things that should have destroyed me. When they didn’t, I had to ask why. That’s when I understood there was something larger holding me.”
Emil Wilbekin: “We weren’t trying to create legacy at Vibe. We were just doing what felt right in the moment. Legacy only shows up in hindsight.”
Kyle Hagler: “Visibility without ownership is fragile. This can all slide backwards if people don’t have equity in the narrative.”
Emil Wilbekin: “Native Son was never about nightlife or crisis. It was about creating space where we could see ourselves reflected with dignity.”
Kyle Hagler: “Life is not pretty. It’s a fight. But it’s a beautiful fight, and pretending otherwise does people a disservice.”