The Rachel Hollis Podcast is where growth meets real life. Hosted by two-time, #1 New York Times best-selling author and founder Rachel Hollis, each episode blends wisdom, humor, and practical advice to help you design a life that feels as good as it looks. From meaningful conversations to tactical insights, this is your weekly dose of inspiration for living well—at home, at work, and in your own skin.
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In this episode, I chat with Jordan Calderon, a 26‑year‑old serial founder with two company exits under his belt. He shares how a rebellious streak led him from college side hustles to hiring more than 100 people, why a daily 20‑minute shower doubles as his self‑improvement lab, and how treating AI as a creative partner keeps his marketing agency sharp. Jordan also reveals the networking power of his boutique wine label and reflects on entrepreneurship’s soaring wins and painful cash‑flow crunches, the mix that keeps him hooked on building.
178 episodes