S2, Ep14: The Meaning of Entrepreneurship.

What does it really take to launch and run your own business?

In this episode of The Meaning of Men, we're diving into the world of entrepreneurship with Michael Brennan—an ordinary man with extraordinary ambition.

Michael shares his journey of building a successful business, hitting burnout, and navigating the emotional and mental toll of stepping away from something you’ve poured your heart into. He shares the lessons he’s learned about resilience, ego, and the power of rebuilding from rock bottom. We also get into Michael’s latest venture, Bob—a business born during one of his lowest moments, now set to shake up the men's personal care space.

Whether you're starting a business, facing a personal challenge, or just searching for your next big move, this episode is packed with honesty, insight, and inspiration.

Hear more from Michael:

Website: https://welcometobob.com/
15% discount code for Bob: MEANINGOFMEN15

Timestamps:

03:12: The Entrepreneurial Mindset

03:55: Inspiration Behind Entrepreneurship

06:24: Enjoying the Journey of Entrepreneurship

07:29: Overcoming Self-Doubt and Imposter Syndrome

10:43: Setting Big Goals to Combat Fear

12:23: The Importance of Team and Collaboration

15:52: Balancing Business and Personal Life

20:14: The Impact of Stepping Back from Business

24:10: Mental Health and Identity Crisis

29:33: Finding Purpose and Service in Life

29:55: Ego and Entrepreneurship

39:12: Support Systems in Business

47:01: The Journey of Building Bob

53:13: Advice for New Adventures