Tammy Jordan
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If you are a woman thinking about investing in real estate - The Flipstress program is an…
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Debbie and her Team is beyond amazing, they truly care about you and your vision!
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Debbie DeBerry, known professionally as The Flipstress, is a real estate investor, educator, and founder of Defying Boundaries, LLC, the company behind the FlipSisters community. She grew up in a household with four older brothers, moved frequently during her elementary and middle school years, and competed in sports through college, experiences she credits with building early adaptability and resilience, though she has also spoken openly about developing an eating disorder in her early twenties tied to perfectionism and societal pressure on women.
* Based on public sources, unverified.
10 reviews
Rating breakdown
4.5 · 10 reviews
The FlipSisters Coaching Program is a house flipping education and community platform built specifically for women, explicitly stating that no prior real estate experience, license, construction background, or personal cash is required to get started. It leans heavily on hyperlocal market data and personalized coaching support, backed by a team, alongside a strong emphasis on community and emotional support, given the challenges many members have faced (including cancer, divorce, bankruptcy, and grief). The program markets itself as an alternative to the traditional "guru" coaching model and the male-dominated tone of much real estate investing education.
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Her general biography (TCBY franchise ownership, 2008 first flip, family and financial setbacks) is consistently reported across multiple independent press outlets (Space Coast Daily, NetNewsLedger, ValiantCEO, Startup.info, OCNJ Daily, Global Banking and Finance), giving it reasonable corroboration, though these are largely PR-style interview features rather than independent investigative journalism.
Yes. She has publicly discussed overleveraging her business after her mother's death and being defrauded by a family member during a property sale, describing this as a period of significant emotional and financial difficulty that she worked through.
She owned and operated three TCBY frozen yogurt franchises for three years after graduate school at the University of Texas before moving into real estate.
Yes. The company (Defying Boundaries, LLC) was included on the 2024 Inc. 5000 list of fastest-growing private companies in America, an independently compiled ranking.
Based on available materials, she continues to be positioned as an active investor and the lead voice of the program, though current, ongoing personal deal volume is not specifically documented in the sources reviewed.