PODCASTS
PODCAST APPEARANCES
Book Chat Live
November 15, 2024
Join us for an inspiring episode of Book Chat Live featuring Betsy Pepine, entrepreneur, real estate leader, and best-selling author of Breaking Boxes! Betsy is the visionary founder of Pepine Realty and a passionate advocate for families facing housing insecurity through her nonprofit, Pepine Gives. In this episode, Betsy shares her journey of resilience, reinvention, and her powerful insights on breaking free from limitations to create a life of purpose and possibility
THE RISE with Sara Connell
October 31, 2024
Betsy joined Sara Connell on THE RISE podcast, where she shared her journey of overcoming obstacles, breaking societal expectations, and building a purpose-driven life and career. Through candid insights, Betsy discussed the power of resilience, her path to real estate success, and the inspiration behind her bestselling book, Breaking Boxes.
Everything Life and Real Estate Podcast
October 29, 2024
In this episode, Linda McKissack and Dana Gentry talk with Betsy Pepine about her inspiring journey from a career in pharmaceuticals to becoming a successful real estate agent and entrepreneur. She discusses the challenges of breaking free from family expectations, the importance of finding happiness and authenticity, and the process of identifying and overcoming the ‘boxes’ that confine us. Betsy emphasizes the role of fear in our lives and how it can hold us back from living our true selves. She also introduces her book, which aims to help readers recognize and escape their own boxes, ultimately leading to a more fulfilling life.
Straight Talk No Sugar Added
October 19, 2024
In this Straight Talk No Sugar Added Podcast episode, Betsy Pepine recently appeared on the Straight Talk No Sugar Added podcast with Neena Perez, where she shared insights from her journey as an entrepreneur, real estate leader, and author. In the episode, Betsy discusses her best-selling book Breaking Boxes, her approach to overcoming challenges, and her mission to inspire others to break free from societal norms to live more fulfilled lives. It’s an inspiring conversation filled with actionable advice for anyone looking to lead with purpose and resilience.
Over 50 and Flourishing, Dominique Sachse
October 8, 2024
In this episode of Over 50 and Flourishing, Betsy Pepine joins Dominique Sachse to share her journey of self-discovery and reinvention. After years of following societal norms, Betsy felt unfulfilled and broke free to pursue her true purpose. She discusses key moments that inspired her book Breaking Boxes and emphasizes the importance of stepping outside societal expectations to live authentically. This episode is a must-listen for anyone looking to redefine success and flourish beyond midlife.
Reclaim Joy & Purpose: A Guide for Entrepreneurs with Betsy Pepine
October 4, 2024
In this episode, Betsy Pepine, author of Breaking Boxes, shares her journey of self-discovery and how she broke free from societal constraints to find joy and purpose. She discusses redefining success, the importance of aligning with your own values, and incorporating fun into life. A must-listen for anyone seeking a more authentic, purposeful life.
Betsy Pepine, GC Brown, Zach Colman
September 30, 2024
Betsy Pepine, Founder and CEO of Pepine Realty, is a pioneering entrepreneur in the real estate industry. Under her leadership, Pepine Realty has gained national acclaim, consistently ranking among the top-producing teams in the U.S. according to The Wall Street Journal. The brokerage has been featured multiple times on the Inc. 5000 Fastest Growing Private Companies list and recognized as one of Florida’s Top 50 Companies to Watch. Betsy’s expertise and innovative strategies have garnered her numerous accolades, establishing her as a respected leader in the real estate sector.
Enjoy Your Life!
September 27, 2024
Welcome to Fall, officially now! In this mini episode, I invite you to sink into what is calling you today, tonight, this week, moment to moment. If you’re called to read a book, I have a suggestion for you: Breaking Boxes by Betsy Pepine, you can find it on Amazon here: https://amzn.to/3xGXxVh
Overcoming Limiting Beliefs and Escaping Our Comfort Zone
September 26, 2024
Join Dan Storey and Betsy Pepine on The Personal Transformation Podcast as they delve into Betsy’s concept of Breaking Boxes and how societal roles can limit personal potential. Betsy shares her approach to visualizing the future, setting clear goals, and breaking self-imposed limits. She discusses the importance of mentors, resilience through failure, and achieving balance across key life areas. Tune in for insights on personal growth, overcoming limiting beliefs, and her strategies for long-term success.
Finding Fulfillment Beyond Systems With Betsy Pepine
September 26, 2024
Join Adi Klevit and Betsy Pepine on Systems Simplified as they explore how implementing systems and a strong culture can transform a business. Betsy shares her journey of building a thriving real estate company, the challenges she faced without proper processes, and how adopting EOS and fostering team values shifted her business’s trajectory. Tune in for insights on balancing professional growth with personal fulfillment and the key lessons from her recently released book.
Global Livestream – Breaking Boxes With Betsy Pepine
September 23, 2024
Breaking Boxes invites readers to challenge the limitations that confine them. In her transformative book, Betsy Pepine examines the societal and self-imposed boxes that shape our identities and choices. Join her on an inspiring journey from the pressure of pursuing a medical career to thriving in real estate as one of Inc.’s 5000 Fastest Growing Companies.
Breaking Free of the Boxes that Bind Us – with Special Guest, Betsy Pepine
September 23, 2024
If “that’s just the way it is” isn’t working for you anymore…
THEN, this conversation is for you as we sit down with Betsy Pepine (author & entrepreneur) to talk all about:
📦 The boxes & labels that define (and confine) us.
📦 Our inner child & the pursuit of joy.
📦 Our multidimensional selves.
📦 And the power of reinvention!
Don’t miss this deeply personal & empowering conversation.
Episode 18 – Breaking Boxes with Betsy Pepine
September 22, 2024
Ever felt like you’re trapped in a box? Meet Betsy Pepine, entrepreneur, philanthropist, broker and author. Hear how Betsy broke out of her boxes, learned some tough leadership lessons and rose to the top of her industry. Now Betsy is helping other women do the same thing through her new book, Breaking Boxes!
I Get to Do It with Betsy Pepine
September 22, 2024
Hear Betsy Pepine’s inspiring journey into real estate after her divorce and move to Florida with her two daughters. As the founder of Pepine Realty, recognized on the Inc. 5000 Fastest Growing Private Companies list, she also has a top-ranked real estate team and owns a title company, a real estate school, and a property management brokerage.
GOP Academy | EP 58
September 19, 2024
Betsy Pepine is a serial entrepreneur in real estate, owning several companies including a real estate brokerage, property management firm, title company, short term rental business and real estate school. Most recently, she has her first book coming out on September 23rd titled Breaking Boxes.
Breaking Boxes with Betsy Pepine
September 13, 2024
Join Amanda and her guest Betsy Pepine, for a deeper look into how people and the world around us have the power to shape us into who they think we should be with tactics like judgment and expectation. Break through your own box as you listen to this enlightening and empowering conversation between two women who have witnessed and broken down their own boxes on their journey toward true authenticity.
Build Self-Trust: Create Purposeful Community and a Career Aligned with Your Values
September 12, 2024
Betsy transitioned from med-school aspirations to a decade in pharmaceutical sales before boldly shifting to real estate at 37. As a single mom returning to Florida, she drew inspiration from a college experience helping families secure housing, which fueled her passion for real estate. Despite family doubts, Betsy leveraged her community connections to build a thriving career and founded Pepine Realty.
Break Out: How to Overcome Obstacles and Achieve Your Full Potential with Betsy Pepine
September 11, 2024
Dr. James Bryant sits down with Betsy Pepine, a successful real estate entrepreneur and author of “Breaking Boxes.” Betsy shares her journey of breaking free from societal and self-imposed constraints, offering valuable insights on recognizing and overcoming invisible boxes that limit personal growth and fulfillment.
Betsy Pepine’s Journey of Redefining Success and Breaking Societal Constraints
September 7, 2024
In this episode of Healthy Mind, Healthy Life, host Avik Chakraborty interviews Betsy Pepin, founder and CEO of Pepin Realty, and author of Breaking Boxes. Betsy discusses her rise in real estate, the creation of her nonprofit, Pepin Gives, and how breaking free from societal expectations helped her find joy and purpose after feeling unfulfilled despite her success.
Leading Yourself to Success
September 4, 2024
Betsy Pepine, founder of Pepine Realty, built her brokerage into an Inc. 5000 Fastest Growing Company and one of Florida’s Top 50 Companies to Watch. Initially not aiming for leadership, she rose to the role as others recognized her potential. Betsy now shares how she became a leader in real estate.
Betsy Pepine: Shattering Life’s Boxes to Find and Free Your Authentic Self
September 3, 2024
Betsy shares her journey of breaking out of societal boxes, rediscovering her true self, and building a life and career that align with her deepest values. This episode delves into the importance of self-awareness, the impact of societal expectations, and the journey to living authentically.
Saying YES to Breaking Free from Boxes and Living Authentically with Betsy Pepine
August 14, 2024
In this episode, Wendy and Betsy Pepine discuss self-trust, breaking free from societal expectations, and living authentically. Betsy shares her journey of reclaiming her true self by quieting external and internal noise, and they offer insights on challenging labels and embracing a more intentional, fulfilling life.
Breaking Boxes. How To Become Aware and Get Rid of Restraining Labels with Betsy Pepine
July 29, 2024
In today’s episode, a true badass babe, Betsy Pepine, teaches us how to punch a hole in the boxes that bind us. Betsy is a Serial Entrepreneur and Author on a mission to lead the way into a world where people reveal against the labels that tell them what they are supposed to do with their lives. In her book, “Breaking Boxes,” to be published in September 2024, Betsy shares stories about how people live their lives and base their identity on the box they’ve been put.
Dismantling the Metaphorical Boxes That Bind Us
July 29, 2024
In this episode, Linda talks to real estate broker and owner Betsy Pepine and shares her journey of self-improvement and finding joy.

Serial Entrepreneur Betsy Pepine
July 18, 2024
In this episode, you’ll hear about Betsy Pepine’s inspiring entrepreneurial journey, gain insights into her upcoming book Breaking Boxes: Dismantling the Metaphorical Boxes that Bind Us, and learn about her impactful non-profit organization, Pepine Gives.
Elite Agent Secrets
Hosts: Andrew Dunn and Peter Michael, real estate agents responsible for generating billions of dollars in transaction volume
July 5, 2023
Accelerate Your Success: Harnessing the Power of Mentorship for Growth and Achievement in Real Estate. ft. Betsy Pepine
Live Let Thrive: an AirBnB Life and Share Economy Podcast
Hosts: Steven Che Suarez, Founder of Travel Nurse Home Swap, and Myka Artis
September 16, 2020
Episode 132: Mother & Daughter Team in REI
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