What if the life you built — the one that looks perfect on paper — feels like a prison behind the scenes?
In this deeply honest conversation on The Ownership Game, Gary Montalvo sits down with Betsy Pepine, a successful real estate entrepreneur and author, who shares her story of what happens when outward success clashes with inner fulfillment.
Betsy opens up about the moment she realized she was living inside “boxes” built by other people’s expectations — and the courageous journey she took to break free, rewrite her story, and define success on her own terms.
If you’ve ever found yourself chasing achievement but feeling empty, questioning the stories you’ve inherited, or wondering how to live a more authentic life — this episode of The Ownership Game is for you.
In this episode, we discuss:
Chapters:
00:00 Introduction: When the Hustle Becomes the Cage
02:30 Meet Betsy Pepine: Success on Paper, Disconnection Inside
06:00 The First Signs: Listening to the Body and Inner Voice
09:30 Tools for Uncovering the Truth: Therapy, Meditation & More
14:45 Defining and Spotting the “Boxes” You Live In
19:20 Social and Cultural Boxes: Gender, Money & Status
25:00 The Ego Death of Changing Careers and Identities
31:30 Framework: Identifying Your Boxes and Facing the Fears
36:50 Betsy’s Book and How It Can Help Others
40:10 Powerful Takeaways: Joy, Impact, and Authenticity
46:30 Closing Reflections: Remembering Who You Really Are
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Connect with Betsy:
Instagram: https://www.instagram.com/betsypepine/
Facebook: https://www.facebook.com/betsypepine
LinkedIn: https://www.linkedin.com/in/betsypepine/
Website: https://www.betsypepine.com/
YouTube: https://www.youtube.com/@BetsyPepine
Tiktok: https://www.tiktok.com/@gainesvillerealtor
Grab Betsy’s book Breaking Free from the Boxes: https://www.amazon.com/Breaking-Boxes-Dismantling-Metaphorical-That/dp/1636802842/ref=tmm_hrd_swatch_0?_encoding=UTF8&qid=&sr=
Join Betsy’s new companion course coming soon!
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