That Real Estate Tech Guy Podcast Por Jordan Samuel Fleming arte de portada

That Real Estate Tech Guy

That Real Estate Tech Guy

De: Jordan Samuel Fleming
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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.

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Episodios
  • How to Build a 90% Passive Rental Portfolio That Runs Itself ft. Martine Richardson
    Apr 9 2026

    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 rental with little to none of their own money.

    We get into the mindset shift from active income to passive wealth, why investing a little more upfront in your properties saves you years of headaches, and how to get started in rentals even in today's market. If you're a wholesaler thinking about making the leap into buy-and-hold — or just looking for a smarter long-term play — this episode is for you.


    Episode Timeline & Highlights

    [0:52] – Introducing Martine Richardson and The Freedom Inc.

    [1:10] – How Martine got her first rental by accident — and why it changed everything.

    [3:43] – From wholesaling to 100+ deals and why passive income became the goal.

    [4:36] – Why wholesalers should be thinking about rentals right now.

    [5:23] – The mindset shift from high-paying job to true time and money freedom.

    [6:00] – Bought for $35K, now worth $240K — letting the asset do the work.

    [6:40] – Why rental properties win even as wholesaling faces more regulatory pressure.

    [7:17] – The 90% passive model and what systems make that possible.

    [29:54] – How Martine got into coaching and why she got a coach before becoming one.

    [30:45] – Why she charges for coaching — and why free is often lazy.

    [33:13] – The free Freedom Inc. community: what's in it and who it's for.

    [34:16] – Why wholesalers should know about buy-and-hold buyers in her community.

    [35:25] – How to join the free community and apply for a strategy session.


    5 Key Takeaways

    1. Rentals create freedom. Wholesaling creates a job. If time freedom is your goal, the asset has to do the work — not you.
    2. Invest a little more upfront. Replacing the aging water heater before a tenant moves in buys you years of problem-free ownership.
    3. Little to no money down is possible. With the right strategy and creative financing, your first rental doesn't require a massive cash outlay.
    4. Systems make it passive. It's not 100% hands-off, but the right systems get you to 90% — and that changes your life.
    5. Credibility comes from doing it first. Work with coaches and mentors who've actually lived the path they're teaching.


    Links & Resources

    • The Freedom Inc. – Free community for rental property investors 👉 Join on Facebook: search "The Free To Me"
    • Strategy Session – Map out how to buy your first or next rental with little to none of your own money 👉 strategy.thefreetome.com
    • ThatRealEstateTechGuy.com – All episodes and exclusive tech discounts


    Closing

    If you enjoyed this episode, please follow, rate, and review That Real Estate Tech Guy. Share it with a wholesaler who's been grinding hard but hasn't made the move into passive income yet — because the asset can do the work, but only if you let it.

    More high-signal conversations coming next.

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    37 m
  • What a 300 Deal a Year Phone Sales Machine Actually Looks Like ft. Tiffany High
    Apr 2 2026

    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 underestimate their phone system, how Tiffany went from 12 unproductive salespeople to 8 who produce four times the revenue, and why she believes sales is a science — not an art. If you're building a phone team or thinking about scaling your acquisitions operation, this episode is a masterclass.

    Episode Timeline & Highlights

    [0:41] – Introducing Tiffany High and her two businesses: Heel's Homes and Results Driven ROI.

    [1:29] – Why technology has been the single biggest game changer in Tiffany's business.

    [2:38] – The moment Tiffany realized her phone system was killing her team's productivity.

    [4:00] – Letting go of three fourths of her staff and rebuilding the right way.

    [4:37] – How 8 salespeople now outperform what 12 used to do — and why.

    [5:22] – Why sales is a science, not an art — and what that means for scalability.

    [6:15] – Call audits: what they are and why every phone sales team needs them.

    [6:38] – The whisper feature: how to coach your team live without the seller hearing a word.

    [7:02] – Live transfers vs. appointment setting and why appointments are costing you millions.

    [23:06] – Why AI tools need to be part of your phone sales infrastructure now.

    [29:24] – What Tiffany wishes she knew when she started: leadership can't be outsourced.

    [30:34] – Culture drives results — and it starts and ends with you as the leader.

    [32:13] – The three technology products every new real estate investor should implement first.

    [33:43] – Why building a custom CRM from day one is worth every penny.

    [34:26] – How to connect with Tiffany and apply to work with Results Driven ROI.


    5 Key Takeaways

    1. Your phone system is your most important tech investment. If your team is still hand dialing, you're leaving productivity and revenue on the table.
    2. Sales is a science. Build a repeatable, coachable process and scalability becomes infinite.
    3. Live transfer beats appointment setting every time. Stop scheduling callbacks and start closing in the moment.
    4. Leadership cannot be outsourced. You can duplicate technology overnight — you can't duplicate the ability to lead people.
    5. Culture is your number one priority. People quit managers, not companies. Build an environment people want to stay in.


    Links & Resources

    • Results Driven ROI – Coaching for experienced real estate investors building phone sales teams 👉 tiffanyhigh.com
    • Tiffany High – Instagram: @tiffanyhighofficial | Josh High – Instagram: @joshhighofficial
    • SmartPhone – The only phone system built for real estate investors
    • ThatRealEstateTechGuy.com – All episodes and exclusive tech discounts


    Closing

    If you enjoyed this episode, please follow, rate, and review That Real Estate Tech Guy. Share it with an investor who's struggling to get productivity out of their phone team — because the fix usually isn't the people. It's the system.

    More high-signal conversations coming next.

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    36 m
  • Why Most Investors Get Voice AI Wrong Before They Ever Turn It On
    Mar 26 2026

    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 still thinking about AI in completely the wrong way.

    We go deep into the mindset shift that has to happen before any AI implementation works, why treating agents like labor instead of software changes everything, and how we walked investors through deploying a live inbound acquisitions intake agent during the challenge. If you're curious about voice AI but still on the fence — or if you've tried it and it hasn't clicked yet — this episode is going to reframe the whole thing for you.


    Episode Timeline & Highlights

    [0:00] – Solo episode intro and why Jordan just ran a three-day Voice Accelerator Challenge.

    [1:12] – 230+ attendees and the core questions investors had about voice AI.

    [2:02] – Why Day 1 started with mindset — and why that surprised people.

    [3:00] – The problem with the "AI as a tool" mentality and why it limits your results.

    [4:39] – Agents vs. software: the fundamental difference in how you should think about AI.

    [5:21] – What separates a real voice agent from a fancy answering service.

    [5:52] – The hiring analogy: why you'd never hire a person without a role — and shouldn't hire AI that way either.

    [6:54] – SmartPhone's Agent Recruitment Center and the role-based approach to AI.

    [9:18] – What these agents are fully trained on: acquisitions, exit strategies, and REI methodology.

    [23:06] – Hallucinations, trust, and why properly built agents don't go off the rails.

    [24:11] – Why intake agents are explicitly blocked from making offers — and why that matters.

    [26:40] – The compounding power of a 24/7 agent that never has a bad day.

    [27:10] – What every missed call is really costing you in a high-sales business like real estate.

    [27:39] – Why the acquisitions intake agent was the first role in the challenge.

    [28:39] – Never miss another inbound call again — and why that changes your whole perspective.

    [29:08] – What's next: running the challenge again and how to get involved.

    [29:48] – How to connect with Jordan and get started with SmartPhone.


    5 Key Takeaways

    1. Mindset comes before implementation. If you still see AI as a tool to turn on and off, you'll never get the real value out of it.
    2. Agents are labor, not software. Think roles, responsibilities, and outcomes — not features.
    3. Role-based agents outperform generic ones. Trained, bounded agents with clear job descriptions produce far better results.
    4. Every missed call is money left on the table. In real estate, unanswered inbound calls are one of the most expensive silent killers in your business.
    5. Boundaries protect you. Agents that know what they can't do are just as important as agents that know what they can.


    Links & Resources

    • SmrtPhone – The only phone system and voice AI platform built for real estate investors 👉 smartmophone.io
    • Voice Accelerator Challenge – Follow Jordan on Instagram, Facebook, or YouTube to get notified when the next challenge runs
    • ThatRealEstateTechGuy.com – All episodes and exclusive tech discounts

    Closing

    If you enjoyed this episode, please follow, rate, and review That Real Estate Tech Guy. Share it with an investor who's curious about voice AI but hasn't made the leap yet — because the mindset shift is the hardest part, and this episode will help them get there.

    More high-signal conversations coming next.

    Más Menos
    32 m
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