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HBO and The Ringer's Bill Simmons hosts the most downloaded sports podcast of all time, with a rotating crew of celebrities, athletes, and media staples, as well as mainstays like Cousin Sal, Joe House, and a slew of other friends and family members who always happen to be suspiciously available.
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In Episode 67 of Answers from the Stairs, Michael Cirillo brings depth, humor, and vulnerability to a conversation that hits on what many don’t talk about enough—the messy middle between success and struggle. From breaking out of the “cookie-cutter” mold to navigating fatherhood, business, and personal growth, Michael shares the real stories behind the highlight reel.
Minute Markers:
- 00:00 Intro: Welcoming Michael Cirillo and setting the tone for a raw and honest dialogue.
- 10:10 Breaking the Cookie Cutter Mold: Why authenticity matters more than fitting in—and how to lead without pretending.
- 20:32 The Birth: A powerful story about transition, new life, and what it teaches us about ourselves.
- 30:15 Business vs. Pleasure: Finding balance between purpose, profit, and personal identity.
- 40:30 Imperfectly Perfect: Embracing the flaws and failures that shape our most meaningful growth.
- 50:20 Tangible Takeaways: Actionable insights that translate into everyday life and leadership.
- 01:01:19 Human Needs: Understanding what truly drives us—and how to align success with significance.
This episode is a reminder that real impact doesn’t come from pretending to have it all together—it comes from walking through the hard stuff and choosing growth anyway. Don't miss it.
68 episodes
