For years, you’ve lived by the unspoken rules—to be the perfect employee, the tireless parent, the friend who always has it together.
Maybe you’ve checked every box: the career, the family, the house, the achievements. And yet, something still feels off.
The one that tells you to stay quiet and agreeable because that’s what a “good girl” does.
The one that pushes you to work harder and tougher to prove you’re a “successful woman.”
The one that whispers you can’t have dreams of your own if you want to be a “good parent.”
Serial Entrepreneur . Mentor . Author . Speaker
After founding a top-ranked real estate brokerage, regularly named an Inc. 5000 Fastest Growing Company, Betsy is the author of Breaking Boxes and is on a mission to help women smash societal expectations and rediscover their authentic selves.
I’m on a mission to help you untangle the rules, roles, and routines that have kept you stuck—so you can build a life that feels deeply aligned, authentic, and joy-filled.
I don’t believe in one-size-fits-all solutions or cookie-cutter advice. Your journey is as unique as you are, and my mission is to help you navigate it with clarity, grace, and courage.
Through a mix of deep self-reflection, practical tools, and empowering insights, I’ll help you reconnect with the version of yourself you thought you’d lost—because she’s still there, waiting to be set free.
Any other recovering perfectionists around here?! It’s time to embrace the messy, beautiful truth of who we are. Transformation begins when you allow yourself to be seen as your real, unfiltered self.
When we ask questions we become more conscious, confident, and courageous. Three essential ingredients to being able to break free so we embrace curiosity in everything we do.
Transformation doesn’t have to be harsh or overwhelming. With a foundation of compassion and grace, we’ll create space for meaningful change that feels authentic, intentional, and freeing.
“Through her work with women recently released from prison, Betsy is helping them build financial literacy and a foundation for a brighter future. Her dedication to giving back is unmatched; whether it’s mentoring aspiring entrepreneurs at the university or volunteering to build affordable homes, she’s always looking for ways to make the world a better place.
Betsy is a force for good in the world, and the ripple effects of her leadership will be felt for generations to come.”
that told me to follow the rules and become a doctor (spoiler: I didn’t).
that made me believe success only came in a suit and stilettos.
box that tried to keep me small in a male-dominated industry.
box that whispered I had to have it all together.
I smashed through all of them to build one of the fastest growing companies in America, in a male-dominated industry.
But even after breaking those barriers, I found myself stuck in the hardest box of all: the invisible one that told me my worth was tied to my roles and achievements.
One day, I saw a photo of a little girl drenched in rain, her face glowing with unbridled joy. The words across the image read: “Remember her? She’s still there... inside you... waiting.”
That image stirred something deep within me, but it wasn’t until I came across an almost identical photo of my four-year-old self that it clicked...
I’d lost touch with the fearless, curious version of me. That realization sparked a journey of self-discovery, helping me break free from the expectations that had been holding me back and reconnect with who I truly am—AKA total liberation.
When you remember who you really are, it becomes impossible not to live and love your best, fullest days.
How do you really want to be spending yours?
Here’s the formal stuff—the accolades, endorsements, and credentials—that podcast hosts and press love to quote.
Betsy Pepine is a best-selling author and serial entrepreneur in real estate, 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 USA multiple times and has earned spots on the Top 50 Florida Companies to Watch and Florida Trend Best Companies to Work For lists.
Betsy is endorsed by her mentor, real estate mogul, and Shark Tank shark Barbara Corcoran, as well as leading media personalities Dave Ramsey and Glenn Beck.
Passionate about helping at-risk families with children, Betsy founded Pepine Gives, a 501(c)(3) non-profit foundation that helps families facing housing insecurity. Pepine Gives has partnered with Habitat for Humanity to build homes for cost-burdened families. Betsy is also a board member for several for-profit and non-profit companies.
Betsy earned an economics degree from Duke University and an MBA from The Wharton School of Business at the University of Pennsylvania. Born in Philadelphia, Betsy now resides in Florida with her family.
“Betsy is not only an accomplished leader in the business community, but she also has a heart for the most vulnerable.
Her tireless efforts to mentor women, support pet rescue, and provide financial education for those re-entering society exemplify her holistic approach to leadership. She is a true role model, and her impact is felt by thousands of people she’s helped over the years."
Sign up for exclusive content and get the latest news straight to your inbox.
