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Betsy Pepine
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GIVE A HECK
Shattering Self Imposed Limits A Journey Beyond Expectations With Betsy Pepine
Are you living a life that looks successful on paper but feels like slow suffocation in your soul? In this eye-opening episode, I sit down with Betsy Pepine, a bestselling author, speaker, and entrepreneur who dared to break free from the metaphorical boxes that were holding her back.Betsy shares her powerful journey from pre-med student to navigating divorce and reinvention. She opens up about the moment she stopped living by default and started living by design, challenging the limits placed on her by society, circumstances, and herself.Key Takeaways:Breaking Free from Exp...
2025-07-01
1h 05
Grow Your Moving Company
Breaking Boxes & Building Legacies: The Real Estate Empire of Betsy Pepine
Shop Wade's book - Hometown Titan: Build A Local Business That Dominates Your Market: https://a.co/d/8zLXZMC In this episode, Wade sits down with Betsy Pepine — award-winning author, serial entrepreneur, and one of America’s top-producing real estate brokers — to dive deep into what it takes to lead, scale, and give back in today's competitive world. From building multiple successful businesses (including a brokerage, title company, property management firm, and real estate school) to founding the nonprofit Pepine Gives, Betsy shares how she blends ambition with purpose. She reve...
2025-06-21
1h 04
The Mindset Cafe
222. Accidental Empire Builder: How Getting Fired Led to Freedom w/ Guest: Betsy Pepine
Send us a textWhen life unexpectedly shatters your plans, do you see rubble or building blocks for something greater? For Betsy Pepine, a corporate layoff while suddenly single with two toddlers became the catalyst for an entrepreneurial journey that would transform her life and countless others.Raised with the expectation she'd become a physician like her father, Betsy initially compromised by working in the pharmaceutical industry after pivoting from pre-med to business in college. Though financially rewarding, the work left her feeling disconnected from her purpose. When corporate downsizing forced her hand...
2025-06-16
47 min
Inner Voice - Heartfelt Chat with Dr. Foojan
E405-INNER VOICE: A HEARTFELT CHAT ON BREAKING OUT OF THE METAPHORICAL BOX YOU ARE STUCK IN
E405 – Inner Voice: A Heartfelt Chat with Dr. Foojan Zeine and Betsy Pepine 🎙 In this empowering episode, Dr. Foojan Zeine sits down with Betsy Pepine—best-selling author, serial entrepreneur, and founder of Pepine Realty, a multi-time Inc. 5000 Fastest-Growing Company. Recognized by the Wall Street Journal and endorsed by Barbara Corcoran, Dave Ramsey, and Glenn Beck, Betsy shares her journey through real estate success, emotional self-awareness, and nonprofit leadership with Pepine Gives, helping families facing housing insecurity. 🔗 Visit Betsy: https://www.betsypepine.com 📲 Instagram: @betsypepine ⏱ Timestamps 00:00 – Introduction & Guest Welcome 01:30 – Betsy’s Journey in Real Estate & Entrepreneurship 04:12 – The Concept of "Boxes" and Limiting Beliefs 07...
2025-06-09
43 min
Scale Smart, Grow Fast
Scale Smarter: How Betsy Pepine Built 6+ Real Estate Businesses Using 'Who Not How'
Scaling isn’t about doing more—it’s about doing what only you can do. In this episode, Harley Green chats with Betsy Pepine, founder of Pepine Realty, on how she built multiple thriving real estate businesses by mastering the Who Not How philosophy.Betsy shares:The mindset shift that unlocked her growthHow and when to hire an assistant or operatorWhy letting go of control helped her scale fasterTools and books that guided her transitionIf you’re feeling stuck or overw...
2025-06-04
21 min
The ET project
Breaking Free from Life and Career Barriers
Today, we're back in Gainesville, Florida and catching up with best-selling author and serial entrepreneur, Betsy Pepine. Betsy has established herself in the real estate industry, owning a real estate brokerage, property management firm, title company, and real estate school. The Wall Street Journal has consistently recognized her real estate team as one of the top producing in the United States. Betsy's brokerage Pepine Realty has been named as an Inc. 5000 fastest growing private company in the United States multiple times and has earned spots on the top 50 Florida companies to watch and Florida Trend best companies to work...
2025-05-27
44 min
How To Founder
098 The Hidden Truth About CEO Transitions with Betsy Pepine
What if stepping back from your business could actually make it grow faster?Serial entrepreneur Betsy Pepine reveals the brutal reality of transitioning from hands-on owner to strategic CEO. After 16 years of being involved in every decision, she discovered that her business had plateaued—not because of market conditions, but because she was the bottleneck. In this episode, she shares the painful but necessary process of rebuilding her entire organization, including losing almost every long-term employee who couldn't adapt to the change. Discover the two-part test every business must pass, why most founders wait too long to ma...
2025-05-26
43 min
Heather Hansen Oneill
Breaking Boxes with Betsy Pepine
This week’s theme: Breaking Boxes Breaking boxes is about recognizing the limitations we place on ourselves, often unconsciously. Like many, you followed the traditional path of success—achieving career goals and meeting expectations—but still felt unfulfilled. You realized that the boxes created by external pressures and your own beliefs no longer served you. Through self-discovery, you began dismantling these boxes and now aim to help others, especially women, identify and break free from them. Fear of failure, loss, and change often keep us stuck, but recognizing and overcoming these fears is key to person...
2025-05-22
24 min
Glow Up, Gyrl
Breaking Free from the Boxes That Hold Us Back with Betsy Pepine
This week on the Glow Up, Gyrl podcast, we're joined by Betsy Pepine—best-selling author, speaker, and serial entrepreneur—for an empowering conversation about breaking free from the metaphorical boxes that limit our potential. Betsy is the founder and broker of Pepine Realty, a company that has repeatedly been named to the Inc. 5000 Fastest Growing Private Companies in the U.S., as well as Florida Trend’s Best Companies to Work For. With a heart for helping others discover their true identity, Betsy shares lessons from her book Breaking Boxes: Dismantling the Metaphorical Boxes That Bind Us. ...
2025-05-22
32 min
Wickedly Smart Women
Leadership, Legacy & Letting Go with Betsy Pepine - Ep.323
Leadership, Legacy & Letting Go with Betsy Pepine - Ep.322 What if the very life upheaval you feared most was actually the launchpad to your greatest success? In this episode of Wickedly Smart Women, host Anjel B. Hartwell interviews Betsy Pepine, bestselling author and real estate mogul. Betsy. shares her deeply personal journey from unexpected divorce and job loss to building one of Florida’s fastest-growing private companies. But this isn’t just a story about bouncing back it's about breaking the boxes society builds for us, both personally and professionally. Through candid storytelling, Betsy reveals how s...
2025-05-14
29 min
The Pursuit of Home with Scott Harris
#24: Creative Paths to Homeownership in 2025 with Betsy Pepine
What if you could confidently and clearly navigate today's shifting real estate market?In this episode of The Pursuit of Home, host Scott Harris talks with Betsy Pepine, a nationally recognized broker and best-selling author, about navigating today’s evolving real estate market. From the “new normal” of interest rates to creative buying strategies, Betsy shares practical insights for homebuyers. They explore why smaller homes can bring more happiness, how to adapt to NAR settlement changes, and the importance of authentic agent relationships in finding a true sense of home.Here is what you will learn:How to adjust...
2025-05-13
31 min
The Visibility Impact Show: Marketing & Growth for Women Entrepreneurs
From Billboards to Bestsellers: Elevating Your Brand Offline with Betsy Pepine
Buckle up for a powerhouse conversation with Betsy Pepine, a bestselling author, serial real estate entrepreneur, and founder of Pepine Realty, one of the fastest-growing private companies in the U.S. Betsy’s approach to visibility is anything but ordinary. From celebrity endorsements with Barbara Corcoran, Dave Ramsey, and Glenn Beck to offline strategies that most online entrepreneurs overlook, Betsy shares what it really takes to build trust, brand equity, and lasting impact, without relying solely on social media.You’ll hear:The myth of “you must be on social” to growThe mindset s...
2025-05-08
28 min
I Date Money
From Hustle to Harmony: Real Estate Lessons with Betsy Pepine
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 y...
2025-05-04
24 min
The Everlasting Fulfilment Podcast
Breaking Out of Life's Boxes with Betsy Pepine
Show some love or send your feedbackWhat invisible boxes are constraining your potential? Bestselling author and award-winning real estate entrepreneur Betsy Pepine joins us to explore how expectations - from family, society, industry norms, and even ourselves - can confine us in ways we don't initially recognize.Betsy shares her personal journey of discovering deep discontent despite outward success. "I didn't feel like I had the right to be unhappy," she reveals, describing how this realization led her through a transformative exploration using journaling, meditation, therapy, and other healing modalities. The common thread she...
2025-05-02
31 min
My Favorite Mistake: Business Lessons from Failures and Success
Losing Her Best Employee Was the Wake-Up Call Betsy Pepine Needed to Reinvent Her Real Estate Company
My guest for Episode #306 of the My Favorite Mistake podcast is Betsy Pepine, a serial entrepreneur in real estate and the founder of Pepine Realty. Betsy leads a top-producing real estate team consistently recognized by The Wall Street Journal and has built a family of companies that includes a property management firm, title company, real estate school, and a nonprofit. EPISODE PAGE WITH VIDEO, TRANSCRIPT, AND MORE She’s also the author of the 2024 book Breaking Boxes: Dismantling the Metaphorical Boxes That Bind Us, which explores the limiting labels and roles we a...
2025-04-28
44 min
Difference Talks
Improving and Empowering Lives with Betsy Pepine
Send us a textIn this engaging conversation, Betsy Pepine, a dynamic entrepreneur and real estate broker, shares her unique approach to the real estate industry, emphasizing the importance of relationships over transactions. In this conversation, Betsy Pepine discusses the importance of aligning company values with actions, navigating leadership challenges, and the impact of her nonprofit work. She emphasizes the significance of mentorship and personal growth, sharing her experiences in the real estate industry and her commitment to making a positive impact in her community.Takeaways:· Core values are essential for guidi...
2025-04-22
36 min
Bob Rose Show
Pickleball tournament and Habitat build with Betsy Pepine and “Pepine Gives” charities
The pickleball bracket challenge is an annual tournament benefitting charitable work through Pepine Gives. Betsy Pepine detailed community events this month and how proceeds make a difference in Alachua County
2025-04-18
07 min
Richer Soul
Breaking Free of Your Boxes with Betsy Pepine
Breaking Free of Your Boxes Unlocking Freedom Through Wealth: How Betsy Pepine Built a Real Estate Empire Rooted in Debt-Free Living What if the secret to wealth wasn’t just making more—but making smart, intentional choices with what you already have? In this powerful episode of Richer Soul, Betsy Pepine shares the remarkable story of how she went from a frugal childhood in New Jersey to becoming a best-selling author, serial entrepreneur, and leader of one of the top real estate brokerages in the U.S. Her philosophy? Live below your...
2025-04-15
58 min
Unbreakable Mompreneurs
How to Break Out of the Box to Find Your Passion and Heal with Betsy Pepine
Feeling stuck, burned out, or boxed in by expectations—whether from family, society, or yourself? This empowering episode of Unbreakable Mompreneurs is for YOU.Join host Charisse Walker as she sits down with Betsy Pepine, a nationally recognized real estate entrepreneur, bestselling author of Breaking Boxes, and founder of a nonprofit helping families facing housing insecurity. Betsy opens up about breaking free from the pressure to follow a path she didn’t choose, navigating single motherhood, and building five successful real estate-related businesses—all while staying aligned with her values and passions.🔥 In this conversation, you'll hear:How...
2025-04-09
30 min
Business and Entrepreneurship with KAJ
Breaking Through Your Invisible Barriers: Life-Changing Insights with Betsy Pepine
Discover how to identify and break free from the invisible boxes holding you back with successful entrepreneur and author Betsy Pepine. Learn powerful strategies from an Inc. 5000 company founder and Wharton MBA graduate who's helped countless others transform their lives by challenging conventional limitations and redefining success on their own terms.==========================================👤 *FEATURED GUEST*Betsy Pepine is a best-selling author and serial entrepreneur. Her brokerage, Pepine Realty, has recognized by Inc. 5000 Fasting Growing Private Companies, Top 50 Florida Companies to Watch and Florida Trend Best Companies to Work For and the Wall Street Journal.Passionate about helping at-risk families, Betsy founded Pepine Giv...
2025-04-08
30 min
The KAJ Masterclass LIVE
Breaking Through Your Invisible Barriers: Life-Changing Insights with Betsy Pepine
Discover how to identify and break free from the invisible boxes holding you back with successful entrepreneur and author Betsy Pepine. Learn powerful strategies from an Inc. 5000 company founder and Wharton MBA graduate who's helped countless others transform their lives by challenging conventional limitations and redefining success on their own terms.==========================================👤 *FEATURED GUEST*Betsy Pepine is a best-selling author and serial entrepreneur. Her brokerage, Pepine Realty, has recognized by Inc. 5000 Fasting Growing Private Companies, Top 50 Florida Companies to Watch and Florida Trend Best Companies to Work For and the Wall Street Journal.Passionate about helping at-risk families, Betsy founded Pep...
2025-04-08
30 min
Hacks and Hobbies with Junaid Ahmed | Passion to Profit Stories
E705 - Betsy Pepine - How to Break Out of Boxes That Bind You and Create Extraordinary Success
Today, we're diving into the inspiring journey of Betsy Pepine - a real estate powerhouse who's not just building a business, but transforming lives.Betsy Pepine is a serial entrepreneur in real estate. Her brokerage, Pepine Realty, has been named as an Inc. 5000 Fasting Growing Private Company in the USA multiple times and has earned spots on the Top 50 Florida Companies to Watch and Florida Trend Best Companies to Work For lists. Additionally, the Wall Street Journal has consistently recognized Betsy’s real estate team as one of the top-producing real estate companies in the United States. Betsy also ow...
2025-04-01
45 min
Stop Digging!
How One Successful Serial Entrepreneur Broke out of Unhappiness | S03 | 2025 | Episode 24
In this episode of the Stop Digging Podcast, host Susan discusses the theme of Global Works and highlights issues of success and happiness in today's workforce. Joined by bestselling author and serial entrepreneur Betsy Pepine, the conversation delves into the metaphorical boxes that bind us and how to dismantle them for a more fulfilling life. Key topics include emotional intelligence, entrepreneurial mental health, and practical strategies for breaking free of societal and personal constraints.
2025-04-01
50 min
Going North Podcast
Ep. 938 – How to Create a More Colorful and Fulfilling Life with Debbie R. Weiss
“If you really want change in your life, you have to do the work.” – Debbie Weiss Today’s featured bestselling bookcaster is a mom, widow, seasoned life strategist, tenacious entrepreneur, inspirational speaker, and Jack Canfield Certified Trainer, Debbie R. Weiss. Debbie and I had a fun on a bun chat about her book, “The Sprinkle Effect: A Guide to Creating a More Colorful and Fulfilling Life”, navigating the chaos of being a caregiver since the age of 17, the power of taking ownership of our stories, and more!!! Key Things You’ll Learn:What helped D...
2025-03-31
35 min
Unleashed
Self-Discovery Through Business & Art
Betsy Papine shares her inspiring journey from real estate entrepreneur to author and artist, balancing single motherhood, self-improvement, and emotional awareness along the way. She discusses personal growth, the power of reinvention, and the importance of self-identification in creating a fulfilling life. Betsy Pepine is a best-selling author, speaker and serial entrepreneur in real estate. Her brokerage, Pepine Realty, has been named as an Inc. 5000 Fasting Growing Private Company in the USA multiple times and has earned spots on the Top 50 Florida Companies to Watch and Florida Trend Best Companies to Work For lists. Additionally, the Wall...
2025-03-30
35 min
Going North Podcast
Ep. 935 – From Box Confinement to Business Empowerment with Betsy Pepine (@bpepine)
"Failure is another box we can put our actions in." – Betsy Pepine Today’s featured bestselling, award-winning author is a mom, serial entrepreneur, non-profit leader, and philanthropist, Betsy Pepine. Betsy and I had a fun on a bun chat about her 1st book, “Breaking Boxes: Dismantling the Metaphorical Boxes That Bind Us”, viewing setbacks as opportunities, overcoming imposter syndrome, and more!Key Things You’ll Learn:What led to her transition from healthcare to real estateWhy mentorship is valuable in multiple areas of lifeWhat inspired B...
2025-03-25
40 min
optYOUmize
Succeed in Business and Life by Breaking Out Of Boxes with Betsy Pepine
Welcome to the optYOUmize Podcast where we help entrepreneurs build the business AND life of their dreams. Get tips, tactics, stories, and inspiration from interviews with business and personal development experts and lessons from my own successes and failures so you can make more, work less, and live better. You don't have to go it alone--we're here to support and motivate you, and encourage you to keep going until you reach your goals.Follow optYOUmize Podcast with Brett Ingram:LinkedIn | YouTube | Instagram | Facebook | WebsiteSummaryIn...
2025-03-20
46 min
One on One with Mista Yu
One On One with Mista Yu with Betsy Pepine - Breaking Boxes: Finding Freedom Beyond Limitations
Betsy Pepine, real estate mogul and author of "Breaking Boxes," shares her journey of personal transformation and how she helps others break free from self-imposed limitations and societal expectations.What happens when we confront the invisible boxes that confine us? Betsy Pepin, successful real estate mogul, bestselling author, and serial entrepreneur, knows this terrain intimately. After spending a decade in a career she disliked due to perceived parental expectations, she embarked on a journey to break free from self-imposed limitations that were stifling her authentic self.During our conversation, Betsy reveals how recognizing...
2025-03-18
46 min
Midlife with Courage™-Flourishing After Forty with Kim Benoy
Breaking Boxes: Embracing Courage and Awareness in Midlife with Betsy Pepine
Send us a textIn this episode of the Midlife with Courage™ podcast, host Kim welcomes Betsy Pepine, a real estate entrepreneur and author of 'Breaking Boxes'. Betsy shares her journey from a pre-med track to becoming a successful real estate professional and non-profit leader. The discussion delves into the concept of metaphorical boxes imposed by societal and personal expectations, and how Betsy's midlife realization led her to dismantle these boxes for a more fulfilling life. They explore strategies for recognizing and breaking out of these constraints, addressing fears such as failure, loss of status, and...
2025-03-18
30 min
Nice To Meet You | Behind The Scene Stories of Busy Professionals
Betsy Pepine went From Boxes to Brokerage - A Journey of Growth & Real Estate Wisdom
Send us a textIn this engaging podcast episode, Rob Pene interviews Betsy Pepine, a successful entrepreneur and real estate expert. Betsy shares her journey of personal and professional growth, emphasizing the importance of breaking free from constraints, both in life and in business. She discusses her passion for real estate, the evolution of the industry, and the significance of building trust with clients. Betsy also highlights the power of referrals, emotional awareness, and the role of curiosity in entrepreneurship. Throughout the conversation, she offers valuable insights and advice for aspiring entrepreneurs, encouraging them to s...
2025-03-07
28 min
Produce on Purpose
Dismantling Boxes of Limiting Beliefs with Betsy Pepine
In this episode of the Produce On Purpose podcast, host Randy Adkins Jr. interviews Betsy Pepine, a successful serial entrepreneur in real estate. Betsy shares her journey from the pharmaceutical industry to real estate, discussing the challenges and motivations that drive her entrepreneurial spirit. She emphasizes the importance of overcoming rejection, breaking free from metaphorical boxes, and the impact of service in her life and business. Betsy also provides valuable advice for aspiring entrepreneurs on networking, confronting fears, and maintaining integrity in their work.Keywords: Betsy Pepine, entrepreneurship, real estate, overcoming rejection, breaking boxes, service...
2025-03-05
41 min
Famous Interviews with Joe Dimino
Betsy Pepine Interview | Best-Selling Author & Real Estate Entrepreneur
Welcome to a new edition of the Famous Interviews with Joe Dimino series! In this episode, we talk with best-selling author and serial real estate entrepreneur Betsy Pepine.Her award-winning book, Breaking Boxes: Dismantling the Metaphorical Boxes that Bind Us, has received widespread recognition, offering powerful insights on overcoming limitations and achieving success. As the founder of Pepine Realty, Betsy has built one of the fastest-growing private companies in the U.S., earning spots on the Inc. 5000 list, Top 50 Florida Companies to Watch, and Florida Trend Best Companies to Work For.Beyond real estate, Betsy also own...
2025-02-28
23 min
The Mindful Living
Breaking Free: Dismantling the Boxes That Hold Us Back with Betsy Pepine
In this empowering episode of Mindful Living, host Sana sits down with Betsy Pepine, a best-selling author, serial entrepreneur, and visionary leader in real estate. Through her book Breaking Boxes, Betsy has inspired countless individuals to break free from self-imposed limitations and societal expectations. Betsy shares her transformational journey—from feeling boxed in by career expectations, struggling with societal norms of motherhood, and redefining success on her own terms. She also dives into the deeper fears that keep us stuck—fear of failure, fear of change, and fear of loss—and how we can reframe these fears to cre...
2025-02-28
24 min
A Life Worth Being
"Breaking Free: Overcoming Life’s Boxes" with Betsy Pepine
In this insightful episode of A Life Worth Being, we welcome bestselling author and entrepreneur Betsy Pepine, whose latest book, Breaking Boxes: Dismantling the Metaphorical Boxes That Bind Us, explores the societal and self-imposed limitations we often struggle with. Betsy shares her personal journey of transformation—navigating career shifts, breaking free from expectations, and rediscovering authenticity. From her success in real estate to her passion for helping others embrace change, Betsy dives into the importance of identifying and overcoming restrictive labels. If you’ve ever felt trapped in a role that no longer serves you, this episode is a must...
2025-02-25
43 min
Harmonious at Lunch
Building a Business Empire by Breaking Free from Limiting Beliefs
Beyond Boundaries: Building a Business Empire by Breaking Free from Limiting BeliefsHow do you build and manage multiple successful businesses while fostering a thriving company culture? This episode of Harmonious at Lunch features Betsy Pepine, a serial entrepreneur who shares her journey of breaking out of metaphorical "boxes" and creating a diverse portfolio of ventures.Key takeaways:Learn how to identify and overcome limiting beliefs and societal expectations that can hinder your personal and professional growth.Discover the importance of creating a strong company culture that prioritizes employee well-being, growth, and community involvement...
2025-02-24
20 min
BizBlend
Breaking Boxes: Overcoming Fear & Unlocking Success with Betsy Pepine
Are you trapped in a box that limits your growth—personally or professionally? Whether it’s fear, societal expectations, or self-imposed constraints, breaking free is the key to unlocking your true potential. In this episode of Biz Blend, we sit down with Betsy Pepine, a powerhouse in the real estate industry and author of Breaking Boxes, a book that challenges conventional norms and inspires transformation. As the founder of Pepine Realty, one of the fastest-growing real estate brokerages in the U.S., Betsy shares how she navigated challenges, including overcoming self-doubt, breaking gender stereotypes, and reshaping leadership role...
2025-02-22
32 min
Deals with Heels - Where Female Entrepreneurs Thrive
Breaking Free: Dismantling Metaphorical Boxes with Betsy Pepine
SummaryIn this episode of Deals with Heals, host Debra Bowers speaks with Betsy Pepine, a bestselling author and serial entrepreneur, about breaking free from societal labels and metaphorical boxes that confine us. Betsy shares her journey from the pharmaceutical industry to real estate, the impact of labels on personal identity, and the importance of dismantling these boxes to achieve personal growth. They discuss the role of mentorship, particularly from Barbara Corcoran, and Betsy's insights from her book, which offers practical steps for recognizing and exiting these boxes. The conversation emphasizes the significance of self-discovery and empowerment...
2025-02-11
30 min
Café & Networking Podcast
Betsy Pepine, Best Selling Author Breaking Boxes, Gainesville, FL
Top Three Tips to start navigating out of the boxes that bind us! Betsy Pepine shares her insight. Founder & CEO Pepine Realty, Best Selling Author of "Breaking Boxes: Dismantling the Boxes that Bind Us" on Amazon. https://betsypepine.com https://www.linkedin.com/in/betsypepine
2025-02-06
07 min
nuBeginning: Inspiration for you!
Why Success Isn’t Enough: Journey to Success & Self-Discovery | Betsy Pepine
Meet Betsy Pepine, a best-selling author, serial entrepreneur, and real estate powerhouse whose journey goes beyond business success. In this video, Betsy shares how she built a multi-award-winning real estate empire, authored Breaking Boxes: Dismantling the Metaphorical Boxes that Bind Us, and discovered true happiness by breaking free from societal expectations. In this episode you will get answers for these questions: 1. What led you to be passionate about helping others break out of boxes? 2. How do you navigate change? 3. Why do people stay in boxes that no longer serve? 4. What boxes do we put ourselves in? 5. How can boxes...
2025-02-04
46 min
Personal Development Trailblazers Podcast
Breaking Through Boundaries: Get Out of Your Box With Betsy Pepine
Welcome to the Personal Development Trailblazers Podcast! In today’s episode, we'll talk about dismantling the metaphorical boxes that bind us and holding ourselves back from our fullest potential. Betsy Pepine is a best-selling author and serial entrepreneur in real estate. Her brokerage has been named as an Inc. 5000 Fasting Growing Private Company multiple times and has earned spots on the Top 50 Florida Companies to Watch and Florida Trend Best Companies to Work For lists. The Wall Street Journal has consistently recognized Betsy’s real estate team as one of the top-producing real...
2025-02-03
14 min
Breaking Open - The Podcast
Episode 15 - Breaking Boxes: The Courage to Live an Authentic Life with Betsy Pepine
Ever wondered if the life you're living is actually an authentic representation of who your are? A life that makes you happy and fulfils you from the inside out?In this new episode I am interviewing Betsy Pepine, best-selling author and serial entrepreneur in real estate, about the courage to step out of what no longer serves you, Betsy calls it "breaking boxes", and how to build a life that truly fulfils you.Betsy introduces a very pragmatic approach how to move through the existential fears we all face when we leave our o...
2025-02-01
49 min
Label Free: ”To live your best life, live label free.”
Breaking Free: Betsy Pepine on Dismantling the Boxes That Bind Us
In this episode of the Label Free Podcast, host Deanna Radulescu welcomes the inspiring Betsy Pepine (https://betsypepine.com), a serial entrepreneur in the real estate industry. Betsy owns multiple companies, including a real estate brokerage, property management firm, title company, short-term rental business, and a real estate school. She is also the author of the thought-provoking book, "Boxes: Dismantling the Metaphorical Boxes That Bind Us." (https://a.co/d/hlrZWgm) Betsy shares her journey from the pharmaceutical industry to real estate, highlighting her transition after becoming a single mother and the challenges she faced along the way.
2025-01-27
21 min
Healthy Mind, Healthy Life
Heart-Centered Leadership: Betsy Pepine on Authenticity and Growth
Betsy Pepine shares her journey of embracing heart-centered leadership in this transformative episode. She highlights the value of authenticity, connection, and personal growth in leadership. Betsy’s wisdom inspires listeners to lead with compassion and integrity, making a difference in their personal and professional lives. About the Guest: Betsy Pepine is a leadership coach and advocate for heart-centered approaches. Her work focuses on empowering individuals to lead with authenticity and impact. Reach - https://www.betsypepine.com/ Key Takeaways: Authenticity is a powerful leadership tool. Building connections fosters growth and...
2025-01-14
20 min
Healthy Mind, Healthy Life
Heart-Centered Leadership: Betsy Pepine on Authenticity and Growth
Betsy Pepine shares her journey of embracing heart-centered leadership in this transformative episode. She highlights the value of authenticity, connection, and personal growth in leadership. Betsy’s wisdom inspires listeners to lead with compassion and integrity, making a difference in their personal and professional lives. About the Guest: Betsy Pepine is a leadership coach and advocate for heart-centered approaches. Her work focuses on empowering individuals to lead with authenticity and impact. Reach - https://www.betsypepine.com/ Key Takeaways: Authenticity is a powerful leadership tool. Building connections fosters growth and...
2025-01-14
20 min
The Unstuck Movement with Rob Z Wentz
Breaking Out of Boxes: The Integrity Equation w/ Betsy Pepine
🎯 Breaking Out of Boxes: The Integrity Equation The Unstuck Movement 🔥 with Betsy Pepine How can we break out of the boxes that no longer serve us and redefine success in life and business? This episode is with Betsy Pepine. Betsy Pepine is a serial entrepreneur in real estate. Her brokerage, Pepine Realty, has been named as an Inc. 5000 Fasting Growing Private Company in the USA multiple times and has earned spots on the Top 50 Florida Companies to Watch and Florida Trend Best Companies to Work For lists. Additionally, the Wall Street Journal has consis...
2024-12-27
38 min
The Life Shift: Real Stories of Life-Altering Moments
Life Shift Notes: Breaking Boxes to Boundless Joy – Betsy Pepine
Reflecting on my conversation with Betsy Pepine, I really connected with her journey, especially her struggle against societal expectations. Betsy opens up about breaking free from that exhausting success checklist that so many of us feel obligated to follow. She shares those pivotal moments when two major parts of her life unexpectedly disappeared, and it's clear how these events pushed her to rethink her priorities and find joy in the most surprising places. This theme of rediscovering oneself and chasing genuine happiness feels so relatable. Many of us find ourselves in similar situations, wondering if we’re on the ri...
2024-12-14
08 min
The Life Shift: Real Stories of Life-Altering Moments
Breaking Free: Betsy Pepine's Journey from Boxes to Boundless Joy
Betsy Pepine shares her transformative journey of breaking free from the metaphorical boxes that once confined her, ultimately leading to a more authentic and fulfilling life. After experiencing significant life changes, including a divorce and job loss, she realized that many of her decisions had been driven by societal expectations rather than her true desires. Through her exploration of various therapeutic modalities, Betsy discovered the importance of self-awareness and vulnerability. These insights allowed her to reconnect with her inner self and redefine her version of success. Her new perspective emphasizes the significance of personal happiness, which is...
2024-12-10
56 min
Book Chat Live
BCL S11 E1: Betsy Pepine
We talk to Betsy Pepine about her favourite books: 10x Is Easier Than 2x by Dan Sullivan and Benjamin Hardy Who Not How: The Formula to Achieve Bigger Goals Through Accelerating Teamwork by Dan Sullivan and Benjamin Hardy Unreasonable Hospitality by Will Guidara Loving What Is by Byron Katie and Stephen Mitchell Breaking Boxes: Dismantling the Metaphorical Boxes That Bind Us by Betsy Pepine Atomic Habits by James Clear You can find the list of books on Amazon here: https://lnkd.in/ewrpCdRE
2024-11-14
30 min
Blessons Podcast
Breaking Out of the Boxes that Bind Us with Betsy Pepine
Make positive mindset a priority and join my daily text message community. https://yourpositivemoment.com/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. The Wall Street Journal has consistently recognized her real estate team as one of the top producing in the United States, and Betsy’s brokerage, Pepine Realty, has been named one of the Inc. 5000 Fastest Growing Private Companies in the USA multiple times and has earned spots on th...
2024-11-13
54 min
Artificial Intelligence Podcast: ChatGPT, Claude, Midjourney and all other AI Tools
Harnessing AI in Real Estate with Betsy Pepine
Welcome to the Artificial Intelligence Podcast with Jonathan Green! In this episode, we're delving into the transformative potential of AI in the real estate sector with a distinguished guest, Betsy Pepine, an esteemed leader in the industry known for her innovative strategies and success in growing a real estate agency.Betsy brings a wealth of insights into how artificial intelligence is reshaping the real estate landscape. She shares her perspective on integrating AI into brokerage operations to streamline processes and enhance client experiences, from the listing to the closing. Her focus on automation aims to reduce overhead...
2024-11-11
26 min
THE RISE with Sara Connell
GET OUT OF YOUR BOX feat. Betsy Pepine
It may be time to UNBOX yourself- find out how with guest Bestselling Author Betsy Pepine Key Topics: * The hidden boxes we put ourselves in * How the box you’re in is holding you back * A simple strategy to break free even from a box that seems all pervasive * How to release guilt and people pleasing * How Thought Leader Betsy Pepine’s new book on “unboxing” is building her legacy If you want to be the next BESTSELLING AUTHOR, join me for the TRIPLE POWER Be...
2024-10-31
19 min
Everything Life and Real Estate
Conquering Fear and Living As Your True Self with Betsy Pepine
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...
2024-10-29
28 min
Straight Talk No Sugar Added Podcast
Ep. 430 Break Free from Boxes: Betsy Pepine's Journey
Embark on a transformative journey with us as we break free from boxes, featuring the incredible Betsy Pepine! 🙌 In this episode of "Straight Talk, No Sugar Added," we dive deep into personal growth and self-discovery. Betsy is a powerhouse in real estate, but her true magic lies in helping us identify and break out of the metaphorical boxes that bind us. 🚀💡 We explore her inspiring journey from a family of physicians to becoming a successful serial entrepreneur and philanthropist. Her story reminds us that we all have the power to redefine our lives and pursue our passions. 🌟 https://www...
2024-10-19
32 min
Over 50 & Flourishing with Dominique Sachse
Defying Expectations: What Really Happens When You Break Out of the Box
This week I’m excited to introduce my guest, Betsy Pepine—an inspiring CEO of Pepine Realty, dynamic leader, and accomplished author. In this episode, we’ll explore her groundbreaking new book, Breaking Boxes, where she reveals how to shatter societal expectations and redefine success at every stage of life. Get ready for an empowering conversation packed with wisdom, motivation, and actionable tips to help you unlock your full potential. More from Besty: https://betsypepine.com/ Her New Book: https://s71.co/3UmpEBhListen to the Podcast: https://bi...
2024-10-07
1h 05
Over 50 & Flourishing with Dominique Sachse
Defying Expectations: What Really Happens When You Break Out of the Box
This week I’m excited to introduce my guest, Betsy Pepine—an inspiring CEO of Pepine Realty, dynamic leader, and accomplished author. In this episode, we’ll explore her groundbreaking new book, Breaking Boxes, where she reveals how to shatter societal expectations and redefine success at every stage of life. Get ready for an empowering conversation packed with wisdom, motivation, and actionable tips to help you unlock your full potential. More from Besty: https://betsypepine.com/ Her New Book: https://s71.co/3UmpEBhListen to the Podcast: https://bi...
2024-10-07
57 min
Soul Inspiring Business
Ep 91 - Reclaim Joy & Purpose: A Guide for Entrepreneurs with Betsy Pepine
In this episode, Betsy Pepine, author of the upcoming book "Breaking Boxes: Dismantling the Metaphorical Boxes that Bind Us," shares her powerful journey of self-discovery and the lessons she learned about breaking free from the boxes that can hold us back. Betsy candidly discusses her struggles with finding fulfillment, despite having achieved traditional markers of success, and how she rediscovered her sense of joy and purpose. She offers insights on the importance of defining your own values and priorities, incorporating more fun and play into your life, and honoring your authentic self. This conversation is a must-listen for anyone...
2024-10-04
40 min
Office Hours with David Meltzer
Betsy Pepine, GC Brown, Zach Colman
Betsy PepineBetsy Pepine, Founder and CEO of Pepine Realty, is a trailblazer in the real estate industry and an accomplished entrepreneur. Under her leadership, Pepine Realty has earned national recognition, with The Wall Street Journal consistently ranking her team as one of the top-producing in the U.S. Her brokerage has also been listed multiple times among the Inc. 5000 Fastest Growing Private Companies and recognized on Florida's Top 50 Companies to Watch. Betsy's expertise and innovative approach have earned her numerous accolades, solidifying her status as a respected leader in the real estate sector.
2024-09-30
43 min
Career In Technicolor | Career Change Stories and Strategies
Enjoy Your Life!
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/3xGXxVhSay hi to me on IG www.instagram.com/careerintechnicolor Much love, Baiba Support the show
2024-09-27
11 min
Systems Simplified
Finding Fulfillment Beyond Systems With Betsy Pepine
Betsy Pepine is the Owner and a Real Estate Broker at Pepine Realty, a brokerage firm named as one of the Inc. 5000 fastest-growing companies. As a serial real estate entrepreneur, she owns several companies in addition to a real estate brokerage, including a property management firm, a title company, a short-term rental business, and a real estate school. Betsy also founded Pepine Gives, a 501(c)(3) non-profit foundation that provides families facing housing insecurity with affordable and safe homes. In this episode: You could be at the height of your career with a burgeoning business that...
2024-09-25
23 min
Leading From All Sides
Episode 18 - Breaking Boxes with Betsy Pepine
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! Learn more about Betsy: https://betsypepine.com/ Buy the book: https://bit.ly/breakingboxes
2024-09-22
41 min
Career In Technicolor | Career Change Stories and Strategies
I Get to Do It with Betsy Pepine
I can't wait for you to hear Betsy's story of finding her way to real estate after going through a divorce and moving to Florida with her two little girls. Betsy Pepine is a serial entrepreneur in real estate. Her brokerage, Pepine Realty, has been named as an Inc. 5000 Fasting Growing Private Company in the USA multiple times and has earned spots on the Top 50 Florida Companies to Watch and Florida Trend Best Companies to Work For lists. Additionally, the Wall Street Journal has consistently recognized Betsy’s real estate team as one of the top-producing real estate companies in...
2024-09-22
1h 06
The Grow or Plateau Podcast
GOP Academy | EP 58
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
2024-09-19
34 min
Sol Rising
S3E4 Breaking Boxes with Betsy Pepine
Has your family, society, or your own self put you in a box and created an identity that suddenly feels inauthentic? Are you awakening to a reality that your conditioning has defined who you are instead of you defining who you are? Join Amanda and her guest Betsy Pepine, author of "Breaking Boxes: Dismantling the Metaphorical Boxes that Bind Us" 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 y...
2024-09-13
45 min
Career Change for Women | Career Coaching, Career Path
Build Self-Trust: Create Purposeful Community and a Career Aligned with Your Values (feat. Betsy Pepine)
Welcome to another insightful episode of Shift Your Day Job with your host, Brittany Cates! Today, we’re joined by Betsy Pepine, a trailblazer in the real estate industry and founder of Pepine Realty, a nationally recognized company known for its rapid growth and community impact.Betsy shares her inspiring journey from med-school aspirations to a decade in pharmaceutical sales, and ultimately, a bold career shift into real estate at the age of 37. After becoming a single mom and moving back to Florida, Betsy drew on an impactful college experience helping families secure housing, which ignited her pa...
2024-09-12
43 min