Ever feel like you’re living in a box, confined by expectations, titles, and rules you never agreed to?
In this empowering episode of From a Woman to a Leader, I sit down with Betsy Pepine - best-selling author of Breaking Boxes, Wharton MBA, and powerhouse entrepreneur—to discuss what it truly takes to break free from the limits holding you back.
Betsy has built multiple award-winning businesses, been recognized by The Wall Street Journal as one of the top real estate leaders in the U.S., and founded a nonprofit that supports at-risk families. But her most important work? Learning how to dismantle the invisible boxes that kept her from living life on her own terms.
Together, we examine the fears, mindsets, and “shoulds” that hold women back, and the practical steps to regain your freedom, confidence, and purpose.
🎧 In this episode, you’ll learn:
✅ The 3 fears that keep women trapped in boxes, and how to overcome them
✅ How to spot when a box has stopped serving you (and when to step out)
✅ Why fear of failure is one of the biggest mental traps - and how to reframe it
✅ Daily habits to build resilience and embrace discomfort
✅ How to redefine success so it actually fits your life - not someone else’s version
✅ The mindset shifts that turn scary change into empowering opportunity
This conversation will inspire you to question the rules you’ve been living by, honestly assess what’s no longer working, and take bold steps toward the career and life you truly desire.
🎧 Hit play if you’ve ever thought, “There has to be more than this” or if you’re ready to finally break your own boxes.
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About Betsy Pepine
Betsy Pepine is a best-selling author, serial entrepreneur, and founder of Pepine Realty, consistently recognized as one of the top-producing real estate companies in the U.S. Endorsed by Barbara Corcoran, Dave Ramsey, and Glenn Beck, Betsy also owns a title company, real estate school, and property management brokerage. Passionate about giving back, she founded Pepine Gives, a nonprofit helping families facing housing insecurity.
🔗 Connect with Betsy:
Website: https://www.betsypepine.com
LinkedIn: https://www.linkedin.com/in/betsypepine
Instagram: https://www.instagram.com/betsypepine