Jack Zerby is not your typical designer. His experience producing music, working at Pentagram and Frog, building startups, pitching to Gary Vee, and now - building tools for creators at Gumroad, puts him square in the middle of a very uncommon career path. In this episode, I chat with Jack to learn more about what motivated him to grow his career, how to break into design, how to make the transition from a big company to a startup, and what does it mean to build compelling narratives in deck format.