Fans of NYC-based style expert Drew Jessup love his curated looks and retro-tinged images, but finding this aesthetic was a decade-long journey. “I fell in love with fashion as a teenager because it was the art form that came closest to [representing] my taste, and I was desperate to feel understood in that way,” he says. “My journey has been more of a slow burn.” Jessup has been able to hone his signature look over time — one that combines his unique fashion perspective with the right tech to bring his style story to life.