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Pivot To Prosperity: Work Less… Make More! is a weekly podcast hosted by Ginny Bolling, SR/WA, presented by Pivotal Real Estate Investments (Pivotal REI). This show brings listeners inside the world of commercial real estate investing—with a twist: the focus is on building wealth, creating passive income, and uplifting communities through purpose-driven investments.
123 Episodes
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Tired of watching your money ride Wall Street’s roller coaster? In today’s episode of Pivot to Prosperity, Ginny Bolling welcomes investor Kent Leach to reveal how professionals are quietly building freedom through private deals, real assets, and the power of infinite banking. From flipping homes to funding multimillion-dollar developments, Kent shares the mindset and moves that separate investors who retire early from those who just hope to. This isn’t theory, it’s a proven approach to make ...
What if the only thing standing between you and financial freedom is your mindset? In this episode of Pivot to Prosperity, host Ginny Bolling sits down with powerhouse investor Senate Eskridge, the man who turned “accidental landlord” moments into a multi-million-dollar portfolio. From flipping homes to funding syndications, Senate reveals the unconventional path to owning your time, your money, and your future. If you’ve ever wondered how the wealthy think differently, or how to make your mo...
What if the skills that built your career could also build your freedom? In today’s episode of Pivot to Prosperity, Ginny Bolling interviews Jonathan Nichols, an aerospace engineer turned multifamily investor, about how he traded paychecks for equity and created a life on his own terms. You’ll hear why engineers and professionals are uniquely equipped for real estate success, why today’s market conditions may be the best in years, and how syndications open the door to passive income and tax b...
What if building wealth through real estate didn’t require tons of money, a fancy degree, or years of experience? In this week’s episode of Pivot to Prosperity, Ginny Bolling chats with real estate legend Todd Hutcheson to reveal how he turned simple steps into hundreds of successful deals. From the truth about wholesaling to the mindset shift that changed everything, this conversation shows why anyone, from busy professionals to first-time investors, can win big in real estate. Don’t just li...
Fearless landlording meets timeless wealth. In today’s episode, Ginny Bolling connects with Central Florida veteran investor and broker Richard Zwick to show why you don’t have to manage everything alone. Designed for the fearless landlord who tries to do it all, only to realize help is essential, this conversation highlights how property management is evolving. From early lessons in the savings and loan crisis to today’s strategies for keeping tenants long-term, Richard shares the tools and...
What does it take to build lasting impact in communities while leading in industries where women are often underrepresented? In this episode of Pivot to Prosperity, Ginny Bolling sits down with Blanca Padilla, Director of Business Development and Marketing at Skyview Companies. Blanca shares her 20-year journey in construction and development, from billion-dollar projects in New York City to transformative urban redevelopment in Florida. She opens up about bold career moves, adapting through ...
What if you could use the same financial strategies trusted by banks and Fortune 500 companies to secure your family’s future? In this Commercial Real Estate Investing Roundtable, host Ginny Bolling sits down with Madhavi Nade Jain to unpack the Infinite Banking Concept, often called the Rockefeller strategy. You’ll discover how properly structured whole life insurance can create tax-advantaged growth, keep your money liquid, and fund investments from real estate to retirement. With practical...
Where vision meets concrete, communities thrive. In today’s episode, Ginny talks with Ginger Simoens to talk about the realities of shaping commercial spaces that stand the test of time. From the hidden steps of development to the trends reshaping retail, Ginger sheds light on how thoughtful design and planning create places where business and community both thrive. Ginger Simoens, PMP, CDP, CRRP, leads Simoens Solutions, a consulting firm focused on commercial development and construction. ...
In this episode of Pivot to Prosperity, host Ginny Bolling connects with Joshua Smargiassi about creating workspaces that work as hard as you do. Joshua shares how to match furniture choices with a company’s culture, keep projects on budget without cutting quality, and design spaces that invite people in. You’ll learn the trends shaping modern offices and why the right environment can be a business’s biggest asset. Joshua Smargiassi leads two successful furniture companies, Boomerang and Com...
What does it take to build more than just buildings? In today’s powerful episode, Ginny Bolling welcomes Daisy Leach, who shares how she went from studying ancient ruins to leading multi-million-dollar commercial construction projects across Florida. As a young woman thriving in a male-dominated industry, Daisy opens up about her unconventional path, a life-changing accident, and how she found purpose through structure, grit, and growth. From self-storage and restaurants to safety systems and...
In today’s episode of Pivot to Prosperity, Ginny chats with commercial real estate advisor Dan Wilson to unpack the strategy and vision behind successful real estate investing. With a sharp eye for opportunity and a heart for legacy, Dan shares how investors can stay nimble in today’s market, what makes a land deal meaningful, and why understanding both numbers and people is key to lasting success. A must-listen for anyone serious about building wealth that lasts. Dan Wilson blends financial...
How does a high-level engineer become a trusted guide for building wealth? In this episode, Ginny Bolling talks with Buddhika Jayasena about his unique path from labs and research to helping professionals create financial freedom. Learn how small steps, the right tools, and smart planning can give you more time, more options, and less stress. If you're ready to protect your future and think bigger about money, this conversation is a must. Buddhika Jayasena is a Ph.D. engineer and licensed fi...
In today’s episode of Pivot to Prosperity, host Ginny Bolling connects with Dr. Dan Boyd of CSSI to explain how new bonus depreciation laws are helping real estate investors keep more money in their pockets. From rentals to retail, Dan shares how cost segregation can unlock major tax savings even on smaller deals and why now is the time to act. You’ll also hear how to get a free property estimate and what your CPA might be missing. Dr. Dan Boyd is a National Account Executive at CSSI, helpin...
What does it take to bounce back after losing everything? In this episode, Ginny Bolling welcomes Tim Davis, who shares how he went from bankruptcy in 2008 to building a property management company with over 700 doors and eventually retiring early through real estate. You’ll hear how he bought his first rental at 18, used creative financing to build his portfolio, and now helps other investors as a private lender and partner on syndicated deals. Whether you’re a busy professional, a seasoned ...
In today’s episode of Pivot to Prosperity, host Ginny Bolling sits down with Maria Marks, a former nurse who made a big switch into real estate. After working long hours in hospitals, Maria wanted more time and money freedom. A tough family loss made her realize how important it was to take control of her finances. So she and her husband made a plan, and that plan led her to real estate investing. Maria Marks is a former nurse turned full-time real estate investor and capital raiser. She’s he...
What happens when your first real estate deal turns into a city park? In this episode, Ginny Bolling talks with investor Philip Georges about early mistakes, major wins, and his latest project, a wellness campus designed to help people live longer. From mixed-use developments to life lessons, this conversation is packed with real-world insight and inspiration. Philip “Phil” Georges is a veteran real estate investor, educator, and founder of Multifamily Graduate. With over 40 years in the ind...
In today’s episode of Pivot to Prosperity, host Ginny Bolling connects with Dustin Miles, a seasoned investor who transitioned from engineering to owning over 1,600 apartment units across Texas. Dustin shares his journey into multifamily investing, how he built wealth while still working a day job, and what he looks for in today’s shifting real estate markets. You'll learn about passive investing, syndication strategies, and why the right partnerships make all the difference. If you're ready ...
How do you turn an outdated roadside motel into a revenue-generating machine? In this episode, Ginny welcomes James Bohan, fractional CFO, CPA, and real estate investor, who shares how he’s leveraging boutique hotels, modular housing, and smart tax strategies to create passive wealth with modern tools and minimal overhead. You’ll learn how AI is transforming the hospitality industry, why modular builds are the future of affordable housing, and what every busy professional should know about sy...
In this inspiring episode of Pivot to Prosperity, host Ginny Bolling sits down with Heather Ewing, founder of Abstract Commercial Real Estate. Heather shares how a life-changing car accident in her twenties shifted her path from supply chain work to a thriving career in commercial real estate. Now known as “The Retail Queen” of Madison, Wisconsin, Heather helps investors turn vision into value through smart redevelopment, creative deal-making, and local know-how. Learn how Heather’s drive, d...
What if relationships mattered more than real estate? In this episode of Pivot to Prosperity, Ginny Bolling chats with Kevin Chow, a capital-raising ace who went from luxury e-commerce to funding large-scale real estate projects where other funders are reluctant to go. Kevin shares how he leverages trust, strategic partnerships, and preferred equity to generate strong returns and protect investors, even in uncertain markets. You’ll hear how Kevin views local market expertise, and what ...
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