Jerry Bostleman co-founded Vaco from zero, built it into a $1 billion company, made over 100 millionaires, and has invested in nearly 100 companies across industries. He also got pushed out of the company he built — and what he learned from that is the most valuable part of this conversation. In this episode Aimee and Jerry get into the real truth about how to raise money when you have nothing, what investors actually want to see before they write a check, why "Yeah But" is quietly killing every great idea in your life, why being a control freak is the fastest way to stay broke, the explosive growth of the THC beverage industry and why it isn't federally legal yet, how to build a team that wins without you, what he'd do with $1,000 and a laptop in 2026, and how childhood trauma can make you unstoppable in business while wrecking everything else. Raw, funny, unfiltered, and genuinely useful. No fluff. No corporate speak. Just the real stuff. Follow Aimee Here: https://linktr.ee/WaitWhatPod [https://linktr.ee/WaitWhatPod?utm_source=linktree_profile_share&ltsid=d6f558ec-fbc7-4ba0-b7bd-d97ab09dfce9]