Pivotal REI, formerly Pivot to Prosperity!

Will your retirement money last as long as you do? In today’s episode of the Pivotal REI Podcast , Ginny Bolling sits down with self-directed IRA expert Kareen Hall to discuss how real estate investors can take real control of their retirement plans. Kareen explains why saving and investing still matter at any age and how self-directed IRAs open the door to real assets like property, notes, and pr...

 In this episode of Pivotal REI, formerly Pivot to Prosperity , Ginny Bolling sits down with commercial real estate broker Sherica Segre to talk about what it really takes to build a meaningful career in commercial real estate. Sherica shares her journey from residential real estate into the commercial space, earning her Master’s in Real Estate, and helping entrepreneurs secure the right retail an...

What happens when the market slows, prices stay high, and small mistakes cost big money? In today’s episode, Ginny Bolling sits down with Central Florida real estate veteran Robert Arnold to talk about what actually matters right now for buyers, sellers, and investors. From experience versus shortcuts to how commission changes are quietly reshaping deals, this conversation cuts through noise and f...

In this episode of Pivot To Prosperity , Ginny Bolling speaks with Neil Henderson of Nomad Capital about turning vacant retail buildings and aging mills into profitable self-storage assets across the Southeast. The conversation highlights why adaptive reuse can outperform ground-up development, how vertical integration helps control costs and timelines, and what investors need to understand about...

What if the smartest fix for today’s housing shortage is sitting inside the old motels we drive past every day? In this episode of Pivot to Prosperity , Ginny Bolling talks with adaptive-reuse investor Jeremy Lack about turning distressed hotels into profitable workforce housing. You’ll learn why motel conversions are one of the strongest value-add strategies in commercial real estate, what the re...

What if the real danger in real estate isn’t the deal, but the person running it? In today’s episode of Pivot To Prosperity , Ginny Bolling speaks with Jeremy Dyer of Rise48 Equity to break open the truths behind passive investing, capital protection, and what really separates trustworthy operators from risky ones. You’ll hear how experienced investors protect their peace, save time, and build wea...

In this episode of Pivot to Prosperity , Ginny sits down with capital-raising strategist Lauren Brychell to reveal what truly moves investors, how smart operators position themselves, and why simple messaging often beats complicated funnels. Lauren breaks down the mindset shift that separates confident raisers from overwhelmed ones, along with the overlooked moves that help deals scale faster and...

What if you could build real wealth without grinding harder or giving up your life outside of work? In today’s episode of Pivot To Prosperity, Ginny Bolling is joined by Chad Ackerman to reveal how passive real estate investing helped him escape the W-2 world, replace his income, and reclaim his time without flipping houses or managing tenants. You’ll learn why passive deals are exploding, how any...

In this episode of Pivot To Prosperity , host Ginny Bolling sits down with conservation attorney Keith Fountain, who’s helped landowners protect over $1 billion in property value through conservation easements. From financial incentives and legacy planning to the truth about syndicated easements, Keith explains how preserving your land can secure your family’s future while safeguarding Florida’s n...

This is not a traditional IRA.  This one gives you more way better investment choices! Did you know your retirement account could buy apartment buildings, fund small businesses, or make you money while you sleep, all 100% legal and IRS-approved?  You just transfer however much of an existing IRA or rollover to this alternative type of retirement account that gives you more choices. In today’s epis...

What if the best time to invest isn’t when the market feels safe, but when others hesitate? In this episode of Pivot to Prosperity, Ginny Bolling talks with attorney and real estate investor Jade Laye, who’s been in real estate since 2008 and in multifamily since 2015. He turned the 2008 housing collapse into the foundation of his financial freedom. From juggling two mortgages to owning over 3,000...

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 investor...

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, a...

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 c...

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...

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 a...

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 tran...

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 gr...

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,...

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 busines...

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 pur...

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...

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 b...

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...

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...