That Real Estate Tech Guy

In this episode, I sit down with Martine Richardson from The Freedom Inc., and this one goes in a direction we haven't covered before on this podcast — rentals. Martine started as a wholesaler, stumbled into her first rental by accident, and never looked back. She's closed over 100 deals, built a portfolio that covers all her expenses, and now helps investors buy their first or next rent...

In this episode, I sit down with Tiffany High from Heel's Homes and Results Driven ROI — and this one is packed. Tiffany and her husband Josh do 300+ deals a year as active investors while also coaching experienced real estate investors on how to build serious phone sales teams. She knows exactly what it takes to scale, and she holds nothing back here. We dig into why so many investors undere...

Hey, it's Jordan Samuel Fleming — welcome back to That Real Estate Tech Guy! This one is a solo episode, and I'm diving into something I just finished that I'm genuinely fired up about — a three-day Voice Accelerator Challenge we ran with over 230 real estate investors. No guest today, just me breaking down what we covered, what questions came up, and why I think most people are sti...

In this episode, I sit down with Glen Petersen from Bateman Collective, and this one turned into a full-on masterclass in digital marketing for real estate investors. Glen brings years of high-level PPC and SEO experience, including managing massive ad spend and working directly with Google — and he breaks down what’s actually happening behind the scenes in today’s marketing landscape. We go deep...

Joe started with a borrowed cassette tape course in 2000. Jenn was a middle school teacher going into debt. When they met in 2008, they began buying junkers, slowly stacking deals, and figuring out creative finance when the banks tried to cap them at ten mortgages. In 2020, Covid forced the leap to full time — and they never looked back. Today they run a thriving portfolio, a coaching community, a...

This week’s episode is a little different. It’s just me. I’ve been speaking at several events recently and noticed that one idea keeps resonating with people over and over again — the idea that AI shouldn’t be viewed as software, but as labor . Most businesses today are experimenting with AI tools, but very few have actually made the mindset shift required to unlock its real potential. In this epi...

This week, I sit down with Bobby Triplett , Senior Vice President of Renovations at Offerpad, and we go deep into one of the most overlooked but critical parts of real estate investing — renovations at scale. Bobby oversees renovation operations across 15 states and 20+ markets, managing hundreds of projects per month. We talk about what it actually takes to build a consistent, high-performance re...

This week I’m joined by Tim Bratz , real estate investor, operator, and now software founder of Smart Management . Tim has built, scaled, pivoted, and rebuilt multiple times on his entrepreneurial journey — and this episode dives into every arc. From starting in real estate in 2007 right before the crash, to rebuilding after going broke, to scaling nearly 5,000 units, and now launching a disruptiv...

In this episode, I sit down with Zachary Beach , CEO of Smart Real Estate Coach and longtime real estate investor, to unpack one of the most relatable entrepreneurial journeys we’ve had on the show. Zach went from bartending and personal training to building a scalable real estate investing company alongside Chris Prefontaine — and the transition wasn’t accidental. We dive deep into the real shift...

Hey, it’s Jordan Samuel Fleming — welcome back to That Real Estate Tech Guy! This episode is a big one for anyone who flips houses or plans to exit properties in the next 6–12 months. I’m joined by Tim Street , also known as the “FSBO Guy,” and this conversation is all about disposition — the most overlooked (and often most expensive) part of real estate investing. Tim makes a compelling case for...

Hey, it’s Jordan Samuel Fleming — welcome back to That Real Estate Tech Guy! This week’s episode is a deep, practical dive into private money , and I’m joined by Jay Conner , one of the most respected educators in the space and someone who has raised millions of dollars for real estate deals without ever chasing banks or hard money lenders. Jay breaks down private money in a way that removes the m...

Hey, it’s Jordan Samuel Fleming — welcome back to That Real Estate Tech Guy! In this episode, I’m joined by my good friend Nick Lamagna , host of the A Game Podcast and one of the most eclectic, disciplined, and grounded investors I know. This conversation goes far beyond real estate and turns into a deep dive on performance, mindset, and what actually separates people who last from those who burn...

Hey, it’s Jordan Samuel Fleming — welcome back to That Real Estate Tech Guy! This episode is a fun one, and honestly, it goes a little off the rails in the best possible way. I’m joined by Kenner French , author, AI expert, and founder of Vast Solutions Group, and the conversation quickly turns into a full-on deep dive into what it actually means to become an AI-first entrepreneur. Kenner is the a...

Hey, it’s Jordan Samuel Fleming — welcome back to That Real Estate Tech Guy! In this episode, I’m joined by Caleb Christopher , founder of Creative TC , a consulting company built to make creative finance deals safe, legal, ethical, and clearly understood by everyone involved. This is one of the most grounded and practical conversations I’ve had about creative finance. Caleb breaks down exactly wh...

Hey, it’s Jordan Samuel Fleming — welcome back to That Real Estate Tech Guy! In this episode, I’m joined by Benmont Locker , real estate operator, entrepreneur, and co-founder of RAMP REI , a consulting and training organization focused on helping investors build scalable, metrics-driven sales machines. This conversation is less about shiny tools and more about the unsexy fundamentals that actuall...

Hey, it’s Jordan Samuel Fleming — welcome back to That Real Estate Tech Guy! In this episode, I’m joined by David Richter , author of Profit First for Real Estate Investing and founder of Simple CFO Solutions . This is one of those conversations that every investor needs to hear — especially if you’re scaling and wondering why more deals aren’t translating into more money in the bank. David and I...

Hey, it’s Jordan Samuel Fleming — welcome back to That Real Estate Tech Guy! In this episode, I’m joined by Sam Wegert , serial entrepreneur and co-living operator who’s building one of the most interesting alternative housing models I’ve seen in real estate today. Sam and I dive deep into co-living — a strategy that’s been common in Europe for years but is now emerging in the U.S. as a powerful s...

Hey, it’s Jordan Samuel Fleming — welcome back to That Real Estate Tech Guy! Today, I’m thrilled to sit down with Trevor Mauch , founder and CEO of Carrot , one of the most influential lead-generation platforms in real estate. If you’re an investor, agent, or home-services pro, you’ve almost certainly used (or competed against) a Carrot site. This episode goes far beyond lead gen. Trevor walks thr...

Hey, it’s Jordan Samuel Fleming — welcome back to That Real Estate Tech Guy! This week I’m joined by Chris Prefontaine , founder of Smart Real Estate Coach , who brings more than 34 years of real estate experience and one of the clearest perspectives on creative financing you’ll find. Chris explains why creative financing isn’t just an “advanced strategy” — it’s actually one of the best ways for n...

Hey, it’s Jordan Samuel Fleming — welcome back to That Real Estate Tech Guy! Today I’m joined by my friend Steve Trang , founder of Objection Proof AI , host of Real Estate Disruptors , and one of the most respected sales trainers in the real estate investing world. In this episode, Steve and I dive deep into the intersection of real-world sales fundamentals and artificial intelligence. Steve has...

Hey, it’s Jordan Samuel Fleming — welcome back to That Real Estate Tech Guy! Today, I’m joined by Andrew Lucas , a full-time investor, educator, and co-founder of the Deal Finders Club in Columbia, South Carolina. Andrew’s story is one that so many investors can relate to: starting with a few rentals, making the classic early mistakes, and finally deciding to treat real estate like a real business...

Hey, it’s Jordan Samuel Fleming — and welcome back to That Real Estate Tech Guy! In this episode, I sit down with Daniil Kleyman , real estate developer, investor, and founder of Rehab Valuator , one of the most trusted tools for deal analysis and project management in real estate investing. We dive into why most rehabbers and developers lose money — not because they pick bad properties, but becau...

Hey, it’s Jordan Samuel Fleming — and welcome back to That Real Estate Tech Guy! In this episode, I sit down with Tony Javier , real estate investor, entrepreneur, and founder of 10X TV , to uncover how TV advertising has become one of the most powerful yet underrated inbound lead sources for investors today. Tony shares his incredible 24-year journey in real estate — from buying his first propert...

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 to build Pete REI — first as an internal solution for his own investing business, then into a scalable CRM fo...

Hey, it’s Jordan Samuel Fleming, and welcome to another episode of That Real Estate Tech Guy! Today, I’m thrilled to be joined once again by Stephanie Betters, the powerhouse founder and CEO of Left Main REI — one of the leading CRMs built specifically for real estate investors. Stephanie first appeared on the original run of the podcast, and she’s back to dive into how much has changed in the wor...