The Smart Real Estate Coach Podcast|Real Estate Investing

Keith Gillispie deployed overseas 13 times as an active duty Marine. His kids didn't know who he was. That was the moment he decided real estate would be his path to financial freedom and time with his family. Now he runs two companies, coaches high-income W-2 earners and military investors, and has helped hundreds of investors build businesses that run on systems instead of chaos.   In this episo...

Most people who haven't done their first creative real estate deal don't have an ability problem. They have a clarity problem. There is a big difference between the two, and it is the reason so many investors stay stuck collecting strategies, watching videos, and taking courses without ever actually closing a deal.   In this solo episode, Chris breaks down exactly why clarity is the missing piece...

In this episode, Chris sits down with Dr. Nicole Cain, a trauma-informed clinical psychologist, naturopathic physician, and author of Panic Proof, to talk about something most real estate investors never discuss: how unresolved stress and trauma show up in the body and directly impact your ability to build a business. Whether it was the 2008 crash, a loss, or years of financial pressure, the nervo...

Tait Duryea is the founder of Turbine Capital, a private equity firm specializing in commercial real estate and oil and gas investments, and a commercial airline captain with over 15,000 flight hours on the Airbus A321.    In this second episode of a two-part series, Tait breaks down why oil and gas has become a powerful portfolio complement to real estate, especially for high-income W-2 earners l...

Ryan Gibson is a former 17-year Delta and Alaska Airlines pilot turned self-storage mogul, now operating as one of the 29th largest self-storage operators in the country with over $1 billion in assets and 7.5 million square feet under management through his company, Spartan Investors.   In this first of a two-part series, Ryan joins host Chris Pre to break down why self-storage is one of the most...

What if a single daily habit could completely change the trajectory of your life and your business? In this episode of the Smart Real Estate Coach Podcast, host Chris Prefontaine sits down with bestselling author and leadership expert Jon Gordon for a powerful conversation on mindset, positive habits, and the daily practices that separate high performers from everyone else.   Jon, the author of 33...

In this master's class episode of the Smart Real Estate Coach Podcast, I sit down with Chris Miles for a timely conversation on passive income, financial freedom, and why so much traditional financial advice simply does not work for entrepreneurs, investors, and high-income earners who want real options. Chris is a cash flow expert, founder of Money Ripples, author of The Money Ripples Podcast, an...

In this master's class episode of the Smart Real Estate Coach Podcast, I sit down with Matt Miale for a conversation that is incredibly timely for anyone who has already proven they can hustle, grind, and generate income, but now wants to build something bigger without losing their life in the process. Matt has more than 20 years of experience, has lived through the crash, built a real estate busi...

In this master's class episode of the Smart Real Estate Coach Podcast, I sit down with Tim Hubbard for a focused conversation on short-term rentals and why they may be worth considering as a profit center inside your broader real estate strategy. I want to be crystal clear about the lane we stay in here: creative financing is still our core focus. I'm not trying to throw shiny objects at you. But...

In this solo master's class episode of the Smart Real Estate Coach Podcast, I want to talk straight with you about why creative financing is absolutely thriving in this market and why I believe so many investors will look back a few years from now and wish they had leaned in harder. A lot of people keep saying this feels like 2008 all over again. It does not. The stats are different, the problems...

In this master's class episode of the Smart Real Estate Coach Podcast, I sit down with JP Fluellen for a real-world conversation on what it actually looks like to build a real estate business that works in today's market. JP brings more than two decades of experience as a real estate entrepreneur, investor, and managing broker, and we get into the stuff that matters right now: finding deals throug...

In this master's class episode of the Smart Real Estate Coach Podcast, I sit down with Allen Lomax for a timely conversation on what high-income earners, retirees, and serious investors should be thinking about right now if they want to protect wealth, reduce tax drag, and build more recession-resistant income streams. Allen brings a unique lens to this because he has lived through the same kinds...

In this master's class episode of the Smart Real Estate Coach Podcast, I sit down with Lon Welsh for a timely, data-backed conversation on what is really happening in today's housing market and how smart investors should respond. Lon brings over 20 years of commercial real estate acquisition and development experience, and as the founder of Ironton Capital and CEO of Your Castle Real Estate, he ha...

In this master's class episode of the Smart Real Estate Coach Podcast, I sit down with Yvonne Trost, happiness coach, certified hypnotherapist, and co-founder of Limitless You, for a conversation that hits the hardest part of our genius model head-on: mindset. We can teach skill set. We can teach systems. But when life throws curveballs, mindset is what determines whether you stay stuck or move fo...

In this master's class episode of the Smart Real Estate Coach Podcast, I sit down with Andre Stewart, founder and CEO of InvestFar Capital and host of Investing Uncensored, for a conversation that hits both mindset and market timing in a big way. Andre shares how growing up in poverty in the deep South, bouncing between family homes, and getting early exposure to a better life shaped his obsession...

In this master's class episode of the Smart Real Estate Coach Podcast, I sit down with multifamily real estate legend Rod Khleif for a conversation that goes way beyond apartments and straight into the mindset required to build, lose, and rebuild real wealth. Rod is the host of the Lifetime Cash Flow Through Real Estate Investing podcast, a longtime multifamily investor, and a coach whose students...

In this solo episode of the Smart Real Estate Coach Podcast, I go straight into the trenches on a topic that frustrates most investors but fires me up: overpriced homes. Most investors run from them, argue with sellers, or waste time trying to prove them wrong. I want to show you why I love them, how to think about them differently, and how to turn them into real creative finance opportunities.  ...

In this family-cast episode of the Smart Real Estate Coach Podcast, I sit down with our High 6 Associate Richard Whitman to walk through his 20-year journey from mechanic and accountant to creative real estate investor building three-payday deals. Rich bought his first flip back in 2005, was actively buying foreclosures through the 2008 crash, and today holds 13 properties, 20 units, and an Airbnb...

In this master's class episode of the Smart Real Estate Coach Podcast, I sit down with Don Williams, entrepreneur, sales and leadership expert, and host of The Proven Entrepreneur Show, to talk about what it really takes to go from W-2 employee to wealthy business owner and long-term real estate investor. Don's founded a dozen companies since 1986, started his first one with just $6,000, and bough...

In this master's class episode of the Smart Real Estate Coach Podcast, I sit down with Anthony Faso and Cameron Christiansen, founders of Infinite Wealth Consultants and hosts of The Infinite Wealth Podcast, to unpack how infinite banking fits hand-in-glove with creative real estate.    We talk about using specially designed high-cash-value whole life insurance as your own private bank, why those...

In this master's class episode of the Smart Real Estate Coach Podcast, I sit down with Alan Weiss, one of the most respected consultants on the planet, to talk about how real estate investors can build a premium brand, attract deals without chasing, and scale beyond solo-operator status.   We unpack why trying to satisfy every seller and buyer "want" turns you into a commodity, how to instead sell...

In this master's class episode of the Smart Real Estate Coach Podcast, I sit down with Ryan Barone, co-founder and CEO of RentRedi, an all-in-one landlord app built specifically for independent owners from 1-50+ units. RentRedi helps self-managing investors streamline rent collection, maintenance, leasing, renewals, and accounting so they can scale without graduating to a big, clunky property-mana...

In this Smart Real Estate Coach master's class, I'm bringing back Brandon Cobb, founder of FBG Capital and host of Recession Resistant Real Estate Radio, to walk you through one of the most powerful and least taught niches in the business: entitling land for national homebuilders and turning dirt into 6–7 figure paydays.     Brandon shares how getting fired from his dream medical device job pushe...

In this family cast episode of the Smart Real Estate Coach Podcast, I sit down again with Jessica Johnson, one of our Wicked Smart® Associates who's quietly stacking 3 Paydays® while juggling a full-time job, two young kids, and all of life's curveballs. Since her first appearance back in October 2024, Jessica's added multiple terms deals, navigated a unique mixed-use property, and even had her se...

In this solo episode of the Smart Real Estate Coach Podcast, I'm kicking off a fresh 12-month cycle by talking about something way more powerful than New Year's resolutions: rebuilding your thinking, your routines, and your environment so you can actually hit your real estate goals with certainty. Whether you're hearing this in January, March, or October, this is your invitation to "boom, reset" a...