Kyle Hagler and Emil Wilbekin on Native Son, Visibility, and the Business of Culture

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 Episode Highlights: Beginnings that explain everythingEmil reflects on being adopted at birth and raised by radically cultured, spiritually grounded Black parents, while Kyle traces the imprint of a brilliant young mother who negotiated her way through systems not built for her and brought him along for the ride. Strong women as original architectureNot a theme, a fact. Both credit women with shaping their confidence, ethics, ambition, and emotional literacy long before any career took form. The professional pivot, demystifiedReinvention is not indulgence, it is survival. Emil maps his evolution across media, teaching, faith, and founding Native Son. Kyle frames adaptability as the only real form of security. Safety, redefinedKyle’s assertion lands quietly but firmly: safety does not live in institutions or titles, it lives in your ability to navigate turbulence and keep moving. Spirituality as infrastructure, not ornamentEmil speaks to prayer and meditation as daily practice and social responsibility. Kyle shares a later awakening forged through loss, illness, and uncertainty, arriving at calm through surrender. A very New York origin storyThe Octagon in the 90s, Helmut Lang uniforms, early shade, and worlds colliding. Friendship eventually sealed not by proximity, but by shared obsession, precision, and care. Doing the work before knowing the impactEmil reflects on Vibe as cultural moment-making understood only in hindsight. Kyle recalls realizing his influence only once others named it, while he was simply doing the job. The birth of Native SonAn India retreat, a voice, Baldwin on a bookshelf. A mission emerges to create space for Black gay, queer, and gender nonconforming lives beyond nightlife, crisis, or erasure. Progress and backlash, side by sideVisibility expands while political resistance hardens. Both argue that representation without ownership is fragile, and that DEI without equity is noise. What feels contemporary now Fearless self-definition. Living in nuance. Building community that can hold contradiction, accountability, and becoming, without waiting for permission. Learn more about your ad choices. Visit megaphone.fm/adchoices