Episode 287

From Hustle to Harmony: Real Estate Lessons with Betsy Pepine

Published on: 4th May, 2025

In today’s empowering episode, Lisa sits down with Betsy Pepine — serial real estate entrepreneur, nonprofit founder, and advocate for empowering women and children. Together, they dive deep into what real wealth truly means beyond dollar signs. Betsy shares her inspiring journey from a laid-off pharmaceutical executive and newly single mom to a full-time real estate powerhouse who created multiple thriving businesses.

Learn how Betsy built wealth on her own terms, how she defines success (hint: it’s not the mansion or the fancy cars), and her refreshing perspective on money, travel, and living a life aligned with your values.

Topics Discussed:

Why real estate became Betsy's path to financial sovereignty


How to tell if you’re ready to go all-in on your dream


The difference between chasing money and building lasting wealth


Setting your own “enough number” for financial happiness


How to wisely invest your time and resources for true joy


Personal insights on first-class flights, decluttering, and the true ROI of peace


Lisa’s personal milestone: 150 days alcohol-free and the clarity it brings!

Connect with Betsy here:

https://www.betsypepine.com https://www.linkedin.com/in/betsypepine/ https://www.instagram.com/betsypepine/

https://www.facebook.com/betsypepine

https://www.tiktok.com/@gainesvillerealtor

https://www.youtube.com/@BetsyPepine

https://substack.com/@betsypepine

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Remember, it doesn't matter how much money you make; it's what you do with it

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Intro/Outro music "IDM" by Christa Lily

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About the Podcast

I Date Money

Fall head over heels in love with money! Lisa and her guest share their money stories, the rollercoaster ride we take with finances, money management, tips, and strategies to multiply the money you already have. We're talking about activating wealth to unlock your financial genius. 💸Receive money with grace 💸 Support causes you love with generosity 💸 Save money with ease 💸 Design your financial future with confidence. It doesn't matter how much money you have; it's what you do with it 🗝️ 🌬️ 💖 💸

About your host

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Lisa Drennon

Lisa Drennon, Wealth Activator & founder of I Date Money™️ has been in the finance & insurance industry since 1987. Her unconventional Money Multiplier System transformed her money relationship to become a self-made millionaire, retire 2 ½ years early, pay $100K of debt in 6 months, & relocate to her beachfront dream home.