That Real Estate Tech Guy
Welcome to the only weekly podcast dedicated to the Real Estate Investing Tech Stack, hosted by Jordan Samuel Fleming. Jordan has been heavily involved in building technology tools for Real Estate Investors for over a decade, and is the Co-Founder and CEO of smrtPhone, and all-in-one cloud phone system and power dialer. If you're serious about scaling up your Real Estate Investing business then this weekly podcast is for you! You'll learn from the best as each week Jordan speaks with individual investors who have leveraged technology to scale their businesses, as well as technology companies who build the tools you use on a daily basis. That Real Estate Tech Guy brings together expert insights, advice and the latest technology tips for any investor looking to build their Real Estate Investing business.
Episodes
79 episodes
The Hidden Flaw in Splitting Work Between People and AI
This week, that real estate tech guy himself, Jordan Samuel Fleming, goes solo to tackle one of the biggest questions AI raises for business owners: not what can a person or an AI agent do, but who should do it. Using a hypothetical AI sales ag...
The Best Employees Have Clear Boundaries, Your AI Agents Need Them Too
This week I want to introduce the second part of the framework I've been building across these videos: bounded responsibility. Think about the best person you've ever managed, someone you trusted with real autonomy. That trust almost certainly ...
Why Automating Your Existing Processes Could Be a Mistake
This week I want to challenge one of the biggest promises being made about AI right now: automation. It sounds great, take an existing process and make it faster with AI, but I think there's a question that gets skipped way too often. Should th...
Why Automating Tasks Isn't the Same as Redesigning a Role
This week I want to go deeper into an idea I touched on before: your job descriptions might actually be hiding how your business really works. I use a detailed example, a salesperson named Jennifer, and follow her through an entire day to show ...
Stop Asking What AI Can Do, Start Asking What Work Needs to Be Done
This week I want to tackle a question I hear constantly from business owners, and I think it's actually the wrong question to be asking: "what can AI do in my business?" It feels reasonable given how fast AI capability is moving, but starting t...
Introducing the AI Labor Architecture Framework
This week I want to dig into one idea that I think is going to cause a lot of businesses real problems if they don't get ahead of it: the assumption that dropping an AI agent into a part of your business automatically creates leverage. It sound...
Why AI Is Creating Jobs Instead of Cutting Them ft. Stephanie Betters & Steve Trang
This week's episode is a little different: instead of my usual solo takes or one-on-one interviews, I'm joined by my co-hosts on this whole project, Stephanie Betters from Left Main REI and Steve Trang from Objection Proof AI, for a three-way c...
How to Get Hands-On With Your Entire Tech Stack in One Room ft. Jordan Fleming
This week I'm doing something a little different, a special solo bonus episode, just me, talking about something I'm genuinely fired up about: REI Tech Unlocked, happening September 19th through 21st in Dallas. This is the event I always wished...
How AI Scores Every Sales Call Instead Of The Three You Picked ft. Steve Trang
Steve Trang is the founder of Objection Proof AI and host of Real Estate Disruptors, a sales trainer who has coached thousands of salespeople and hundreds of business owners since 2019 and now consults with nine figure companies on sales. He st...
The Five Word Change That Doubled Website Conversion ft. Trevor Mauch
This episode originally aired in early 2023, and we're bringing it back because the fundamentals in it have not aged a day. The conversion principles, the testing discipline, and the friction thinking Trevor lays out are just as useful to r...
Why Plugging AI Tools Into Your Business Isn't Working ft. Jordan Fleming
Jordan Samuel Fleming is the founder and chairman of smrtPhone, a real estate technology company he scaled from three co-founders to roughly $10 million in annual revenue and 60 employees over eight years. He stepped out of the CEO seat in Marc...
How to Buy Houses in States You Have Never Visited ft. John Misarti
This week I'm joined by John Misarti, an investor who genuinely wears a lot of hats. Over the last decade he built "I Will Buy Your House For Cash" from a couple of New Jersey counties into a cash-buying operation that now fields off-market ...
The Construction Guy Who Learned Real Estate Backwards ft. Joe Evangelisti
This week I'm joined by my friend Joe Evangelisti, and his path into real estate runs backwards from almost everyone else I talk to. Most flippers start with the deal side and slowly pick up construction knowledge. Joe did it in reverse. He cam...
The Four Numbers That Run an Entire Real Estate Business ft. Adam Whitney
This week I'm joined by my good friend Adam Whitney, a real estate investor behind Blackjack and the CEO of Seven Figure Flipping, the largest house flipping mastermind in the country. Adam's story is one of the more remarkable ones I've come a...
Why Probate Leads Are the Most Underrated Lead Source in Real Estate ft. Andrew Becker
This week I'm joined by Andrew Becker, founder of Billions CRM and Probate Engineers, who spent seven years working at the Pentagon in nuclear weapons systems before spending 11 years running a real estate team where he built the operational pl...
The Boring Real Estate Strategy That Quietly Builds Wealth ft. Brian Waters
This week I'm joined by Brian Waters, a Los Angeles fire captain, certified flight instructor, and founder of the Rental Property Playbook who teaches hardworking W-2 earners how to build single family rental portfolios out of state. Brian live...
Speed to Lead Follow-Up and the 20% Most Investors Leave Behind ft. James Heartquist
This week I'm joined by James Heartquist from Property Leads, a pay-per-lead company built specifically for real estate investors who want to stop chasing cold lists and start fielding inbound sellers ready to move. James has worked with hundre...
Why Most Real Estate Investors Hit a Capital Ceiling and How to Break Through It ft. Ari Page
This week I'm joined by Ari Paige, founder of Fund and Grow, a 19-year-old business credit consulting company that has helped over 35,000 businesses access more than $2.1 billion in funding through 0% introductory business credit cards. Ari ori...
How to Build AI Agents That Fix Themselves When Something Goes Wrong ft. Keith Gillespie
This week I'm joined by Keith Gillespie, founder of REI Automated, a Marine Corps veteran who spent eight years on active duty across 13 countries, missing the births of both his kids, and came home with one obsession: building a real estate in...
Why Self-Storage Is the Most Underrated Asset Class in Real Estate Right Now ft. Bree Hartman
This week I'm joined by Bree Hartman from Storage School — and this one goes somewhere we haven't been before on this podcast. Self-storage. Bree bought her first facility while pregnant, using an SBA loan, from across the country in Louisiana....
Why AI Adoption Is No Longer Optional for Real Estate Investors ft. Steve Trang & Stephanie Betters
This is a special one. I'm joined by two people I deeply respect — Stephanie Betters, CEO of Left Main REI and co-founder of Better Path Homes, and Steve Trang, founder of Objection Proof AI — and the three of us are announcing something we've ...
What Losing $3 Million Teaches You About Business and Life ft. Andrew Schlag
This week I'm sitting down with Andrew Schlag from TrueCo — and this one is a little different. We still talk real estate, we still talk business, but this episode goes somewhere most podcasts in this space are too afraid to go. Andrew opens wi...
The $70K–$100K Deal Strategy Most Real Estate Investors Have Never Heard Of ft. Michael Hoang
This week I'm joined by Michael Hoang, host of the Get Wealth Podcast and real estate investor out of Houston, Texas. Michael has done over 200 doors across single family and multifamily — but when the market shifted, he didn't grind harder on ...
Why Your CRM Is Killing Your Business ft. Rafael Cortez
This week I'm sitting down live in Tampa with my good friend Rafael Cortez — firefighter turned carpenter turned transportation entrepreneur turned real estate investor turned coach turned SaaS founder. Yeah, Rafael has lived a few lives. And e...
How AI Is Predicting Real Estate Deals Before They Happen ft. Tyler Austin
This week I'm joined by Tyler Austin, CEO of Data Sift — the powerhouse platform born from the merger of Data Sift and Data Lake. Tyler and I go way back, and we finally got to sit down together in person at a mastermind in Tampa for this one. ...