From NYC Streets to St. Pete Stages: Building a Drag Career from Scratch

In this high-energy episode of The Skittle Squad Podcast, we sit down with the unstoppable Dioscar DeMilo, Mr. St. Pete 2025, creative powerhouse, and proof that sometimes a one-way ticket is all it takes to change your life.Dioscar shares the raw, real, and often hilarious story of moving to NYC with $1,000, one suitcase, and zero plan, and how that leap of faith launched him into a journey of self-discovery, drag artistry, and pure resilience. From early performance mishaps to finding his style, embracing his body as art, and building the confidence to “be bad before you get good,” his story is packed with wisdom for performers and dreamers alike. This episode explores: - Turning accidents into artistry & building a drag identity - Moving to NYC with nothing but courage and a carry-on - What it really takes to become a fierce performer - Celebrity encounters, crushes & unexpected inspirations - Resilience, identity, and chasing big dreams - The journey to becoming Mr. St. Pete 2025A vulnerable, funny, and totally inspiring conversation for anyone who’s ever dreamed of performing or simply starting over.