Podcast Episodes
Brian Waters shares how he built a successful real estate investing business without walking away from the career he loves. A fire captain, flight instructor, and founder of Rental Property Playbook, Brian explains why real estate doesn't have to replace your W-2 job. Instead, it can create additional income, financial security, [...]
James Heartquist is the founder of Property Leads, a lead generation platform that helps real estate investors connect with motivated sellers through high-quality, pay-per-lead marketing. With years of experience helping investors scale their businesses, he focuses on improving lead conversion through faster response times, stronger follow-up systems, and continuous process optimization. [...]
Jordan Samuel Fleming sits down with Ari Page, President of Fund&Grow, to explore how real estate investors can access and leverage business credit as a strategic source of capital. Ari shares how Fund&Grow has helped over 35,000 businesses secure funding through a compliant and ethical approach to business credit cards, giving [...]
Jordan Samuel Fleming sits down with Keith Gillispie, founder of REI Automated, to discuss how systems, automation, and AI are transforming real estate investing. Keith shares his journey from serving in the U.S. Marines to building a nationwide real estate investing business across 34 states, all while relying on systems and [...]
Jordan Samuel Fleming sits down with Bree Hartman, founder of Storage School, to explore one of real estate’s most overlooked opportunities: self-storage investing. Bree shares her journey from a stable government career to building a multimillion-dollar self-storage portfolio, revealing why she traded traditional rentals for a business model built around cash [...]
In this special episode of That Real Estate Tech Guy, Jordan Samuel Fleming is joined by Stephanie Betters of LeftMain REI and Steve Trang of Objection Proof AI to unveil REI Tech Unlocked, a first-of-its-kind implementation-focused event designed specifically for real estate investors. Instead of leaving with ideas and inspiration alone, [...]
Rafael Cortez shares his journey from firefighter and entrepreneur to real estate investor, coach, and founder of CEO Pulse. Drawing from years of wholesaling, leadership, and organizational psychology, he explains how systems, processes, and continuous learning helped him scale multiple businesses and become a trusted mentor to real estate investors across [...]
Andrew Schlag shares the powerful lessons he learned after losing more than $3 million in real estate and how that experience completely transformed his perspective on wealth, success, and fulfillment. Alongside Jordan Samuel Fleming, he explores why so many entrepreneurs get trapped in the endless cycle of hustle, constantly chasing the [...]
Michael Hoang joins Jordan Samuel Fleming to share how he pivoted from traditional wholesaling and fix-and-flips into a high-profit affordable housing strategy that is changing the way investors look at today’s market. Instead of chasing distressed sellers, Michael explains how he buys land, installs manufactured homes, and sells turnkey land-home packages [...]
Technology is the backbone of any scalable real estate business, but how you implement it is what truly drives results. In this episode, Tiffany shares how building and optimizing a phone-based sales system transformed their business, turning a struggling team into a highly productive revenue engine. From leveraging call audits and [...]
Discover how shifting from active income to long-term wealth can transform your real estate business. In this episode, Martin Richardson shares how she went from wholesaling to building a rental portfolio that generates consistent cash flow and true financial freedom. She breaks down how to acquire your first rental with little [...]
Jordan Samuel Fleming sits down with Glen Petersen of Bateman Collective to unpack what is really happening in digital marketing for real estate investors today. From PPC to SEO to the rise of AI-driven search, Glen shares a data-backed perspective on how the landscape is evolving and what investors need to [...]
In this episode of That Real Estate Tech Guy, Jenn and Joe Delle Fave of Creative Finance Playbook share how they transitioned from traditional careers into full-time real estate investing using creative finance strategies. Starting with limited resources, they built their business through consistent action, focusing on wholesaling, seller financing, subject-to [...]
In this solo episode, Jordan Samuel Fleming explores a major shift in business today: moving from seeing AI as a tool to understanding it as labor. While many companies are experimenting with AI, few have built a real strategy around it. Jordan shares why this mindset gap is holding businesses back. [...]
Tim Bratz joins Jordan Samuel Fleming to break down his journey from early real estate wins and painful resets to building a portfolio of nearly 5,000 units and launching Smart Management. In this episode, Tim shares the lessons he learned through multiple business pivots, why long-term thinking matters in entrepreneurship, and [...]
Jordan sits down with Zachary Beach of Smarter Real Estate to unpack the journey from bartender to full-time real estate investor and CEO of a thriving real estate coaching community. Zachary shares how he landed his first deal, the mindset shift that helped him go all-in on investing, and the communication [...]
Jordan Samuel Fleming sits down with Tim Street of Foolproof FSBO to talk about a side of real estate investing that too many people overlook: the disposition process. Tim breaks down why fix-and-flippers and buy-and-hold investors should consider taking a more active role in selling their properties instead of automatically handing [...]
Jordan sits down with private money expert Jay Conner to break down how real estate investors can fund more deals without relying on banks. Jay shares how he raised over $2 million in private money in less than 90 days and explains why securing funding before you have a deal is [...]
Technology is the backbone of any real estate business that wants to scale, and this episode dives into one of the toughest areas to systemize: renovations. Jordan speaks with Bobby Triplett of Offerpad about how they built a nationwide operation capable of delivering consistent, high-quality results across multiple markets. The conversation [...]
Jordan Samuel Fleming sits down with Kenner French, Amazon #1 best-selling author of Modern Millions AI and founder of Vast Solutions Group. Together, they dive deep into what it really means to become an AI-first entrepreneur and why mindset matters just as much as the technology itself. Kenner shares how AI [...]
In this episode of That Real Estate Tech Guy, Jordan Samuel Fleming sits down with Caleb Christopher of Creative TC, DOS Guard, and Creative Title Company for a deep, practical conversation on creative finance and where it actually works in real-world investing. Caleb breaks down subject-to deals in plain English, explains [...]
In this episode, we sit down with Benmont Locker of RAMP REI, a seasoned real estate investor and entrepreneur who helped build a company doing 500+ deals per year. Instead of focusing on tactics or trends, the conversation centers on the core fundamentals that drive long-term success in real estate businesses. [...]
Jordan Samuel Fleming returns with a must-hear episode of That Real Estate Tech Guy, featuring David Richter, author of Profit First for Real Estate Investing and founder of Simple CFO Solutions. This conversation is essential for investors who are scaling and wondering why more deals aren’t translating into more money in [...]
In this episode of That Real Estate Tech Guy, host Jordan Samuel Fleming sits down with entrepreneur and CoLiving operator Sam Wegert to break down why CoLiving is quickly becoming one of the most compelling real estate strategies in today’s “weird” market. Sam shares how he transitioned from building and exiting [...]
This episode goes far beyond lead gen. Trevor Mauch walks through how inbound marketing has evolved, how AI is reshaping online search, and why consistency beats speed every time. But where he really shines is in breaking down how to scale a business intentionally — from your first deal to seven figures. [...]
In this episode of That Real Estate Tech Guy, host Jordan Samuel Fleming sits down with Chris Prefontaine of Smart Real Estate Coach to unpack how creative financing can be the ideal starting point for new and aspiring real estate investors. Chris shares his 34-year journey through multiple market cycles, how [...]
In this episode of That Real Estate Tech Guy, Jordan Samuel Fleming sits down with Steve Trang of Objection Proof AI and Real Estate Disruptors to unpack how real sales expertise and cutting-edge AI can transform a real estate investing business. Steve shares his journey from top-tier sales trainer to AI [...]
In this episode of That Real Estate Tech Guy, Jordan sits down with Andrew Lucas of Deal Finders Club to unpack his journey from struggling landlord to full-time investor with 100+ rentals, a property management company, and a thriving investor community in Columbia, SC. Andrew shares the turning points that helped him [...]
In this week’s episode of That Real Estate Tech Guy, Jordan Samuel Fleming sits down with Daniil Kleyman, founder of Rehab Valuator and seasoned real estate developer. Daniil shares how his own struggles analyzing deals and raising private money pushed him to build a platform that helps investors avoid the most [...]
Jordan Samuel Fleming sits down with Tony Javier of 10X TV to unpack why old-school television is a modern, affordable powerhouse for inbound real estate leads. Tony shares his journey from investor to TV marketing expert, how local commercials drive highly qualified calls, and the bonus credibility and PR that lift [...]
Hey, it’s Jordan Samuel Fleming, and welcome back to That Real Estate Tech Guy! This week, I’m joined by Jon Nolen, President and Co-Founder of Pete REI, a CRM built by an investor who also happens to be a software developer. Jon shares how his frustration with disconnected tools led him [...]
Stephanie first appeared on the original run of the podcast, and she’s back to dive into how much has changed in the world of real estate technology. In this conversation, we explore both sides of the tech equation: how a strong CRM foundation powers operational efficiency, and how AI-driven tools like [...]
After more than two years away, I’m back with a brand-new season of That Real Estate Tech Guy! In this first episode, I set the stage for what’s to come and dive into core lessons from my new book, Click Call Scale: The Real Estate Investor’s Ultimate Phone System Playbook. We [...]
Discover insights from Ivan Tejeda, a trailblazer from Prohost and Airbnb, as we wrap up Season 2 of That Real Estate Tech Guy. Dive into how real estate and technology strategies can help you maximize occupancy and revenue with short-term rentals. About Ivan Tejeda [...]
Discover the power of clear mission statements and strategic real estate growth as we delve into an insightful conversation with Jimmy Vreeland, a former army member turned real estate maven. Jimmy shares his journey from building a rental portfolio to strategically pivoting into turnkey properties, wholesaling, and leveraging technology for business [...]
Every investor wants to soar, but according to Kyle Connor from DIY Wholesaling, sometimes speed isn't what is most important. Sometimes you should look to progress slowly. Kyle emphasizes that it’s okay to slow down and build the structure so you can move faster in the long run. As an entrepreneur [...]
In this episode, we have Rick Howell, a seasoned real estate expert with years of successful deals under his belt! Rick explains that no one process fits all. For some investors, a mail campaign works. For others, text messaging kills it. Investors have to understand what marketing strategy works best, what [...]
Friction can be the enemy of successful marketing. You can unleash remarkable growth prospects for your real estate company by eliminating barriers and simplifying the process for potential clients to find desired solutions. In this episode, we have Trevor Mauch, the CEO of Carrot, a leading provider of real estate investor and agent [...]
Experience the freedom of remote real estate investing, where the world becomes your playground and your investments work for you, no matter where you are. In this podcast episode, we interview Sarah Weaver. She is the founder of Invested Adventures and the author of 30-Day Story: A Real Estate Investor's Guide to Mastering Medium-Term Rentals. [...]
Scaling a fix and flip business requires not only finding new lead generation channels but also efficiently managing and nurturing those leads. With the right tools and strategies, even a small team can keep all the balls contained and make data-driven decisions for future growth. In this episode, we sit down [...]
Finding leads and securing buyers for your real estate business takes a lot of time and energy. Jenna Hoover aims to ease the burden through her all-inclusive CRM and data provider service for investors. Joining Jordan Fleming, she explains how Realeflow gathers data on more than 140 million properties across the [...]
Technology should not replace people but rather activate their best potential and create structures for optimal scalability. In this episode, Eric Brewer discusses the keys to scaling your business in the real estate industry. He covers topics such as Novations, wholesale structures, and finding the best buyers for your properties. Eric [...]
Effective SMS engagement is not about blasting out messages to thousands of contacts; it’s about building trust and relationships with individuals. By treating each interaction as a valuable opportunity to connect, SMS engagement can be key to successful real estate deals. Our guest in this episode is Michael Bartolomei, Vice President [...]
Technology is no longer a luxury but a necessity for businesses to thrive in today's fast-paced world. Investing in the right technology, coupled with metrics-based decision-making, can make all the difference in achieving success. In this episode, Don Costa, a real estate rehab and investment expert, discusses the role of technology [...]
In this day and age, we are constantly bombarded with data, and it can be easy to get lost in them. And if we are not careful, we can fall into the wrong ones. How, then, can we sift through them and find better data? In this episode, Jordan Fleming sits [...]
To succeed in land-flipping, you need a well-defined process and an efficient tech stack that enables each team member to execute their tasks with precision. In this episode, we have Pete Reese from Reelvest, a successful land-flipping company. Pete explores the distinct features of the land-flipping industry, encompassing direct mail's significance [...]
Lead generation is one of the most important things for real estate investors, probably next only to closing those very leads. If you want to take your business to the next level, you should try to penetrate all lead generation avenues and hone in on those that have the best ROI. [...]
Season 1 Recap with Jordan Samuel Fleming Season 1 was chock full of great insight, advice and conversation surrounding the intersection of technology and real estate. We couldn't have done it without these incomparable guests. Check them out! Terry Thayer: Entrepreneur, Business coach, and creator of the TAB Retreat [...]
About Scott Corbett Scott is the founder of Lightmark Media, a full-service agency that has served operators, educators and capital raisers in the real estate space for over 10 years. Lightmark has a 10-year track record of helping real estate investors around the US do more deals more profitably [...]
About Bob Lachance Bob Lachance has been an active business owner and real estate investor since 2004. Bob is an entrepreneur by nature and currently owns, operates and manages many different businesses around the world. Bob helped create the top Real Estate Education and Mentor/Coaching program in existence today, [...]
About Eli Fisher As a lifelong tech evangelist, Eli currently serves as the Chief Sales Officer for Audantic. Having joined the Audantic team in 2019, Eli saw Audantic as the true intersection between artificial intelligence and real estate investing. As an entrepreneur and noted public speaker, Eli works [...]
About Alex Parge Alexandru Parge is the founder of REIvolution as well as the CFO of smrtPhone. He has a passion for numbers and making things work in Podio. He's helped to drive the creation of the smrtStudio organization. A self-professed numbers geek, he's happiest when sitting in front [...]
About Brandin Pettersen Brandin Pettersen has been in the real estate business for over 12 years, is the owner of RealOvative Realty and co-founder of REI Op-Center. Brandin started off as a deal analyzer, then real estate agent, then wholesaler and flipper. He's done it all, ridden several economic [...]
About Paul Wakim Paul Wakim got started in the real estate industry in 2016 right out of college: he and his girlfriend Shannon (now wife) started a real estate photography business with a single drone that gave Paul as a graduation gift. Paul absorbed tons of knowledge about real [...]
About Larry Goins Larry has been investing in real estate for over 35 years. Currently, he serves on the Leadership Team for and has previously been president of the Metrolina Real Estate Investors Association in Charlotte NC, an organization that has over 350 members and is the local chapter [...]
About John Whitfield John Whitfield has a background in business consulting services starting at Apple back in 2011 doing full IT consulting. Fast forward almost ten years later, and John has made a name for himself in the CRM software industry as the CEO and co-founder of InvestorFuse. Founded [...]
About Tiffany High Tiffany, along with her husband Josh, has been in the real estate investing industry since 2015. The journey began with buying rentals and flipping houses. Their first year in real estate they flipped around 40 houses, but after losing $106k on a flip in their first [...]
About Stephanie Betters Stephanie Betters is the co-founder of Better Path Homes, a single-family residential wholesaling and new build company in Charlotte, NC. She is also the founder of Left Main REI, a CRM for Real Estate Investors via a partnership with Salesforce. She is a recently retired Cardiothoracic [...]
About Terry Thayer Terry has had an entrepreneurial spirit since he was in elementary school, selling anything he could. He started his career as a Carpenter and then in 1997, he opened his first business as a contractor. In 2002, he became a real estate investor and has been [...]
About Jordan Samuel Fleming Jordan started out life as a degenerate musician and, for his sins, ended up as a respectable businessman. He’s still slightly confused but a far happier man. Jordan has a strong creative flair and an uncanny ability to spot new opportunities - which makes him [...]
