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That Real Estate Tech Guy

That Real Estate Tech Guy

By: Jordan Samuel Fleming
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About this listen

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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Episodes
  • How to Raise Private Money Without Begging or Pitching ft. Jay Conner
    Jan 29 2026

    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 mystery, fear, and emotion that stops most investors from ever using it. We talk through when investors should start raising private money (hint: much earlier than most think), how to structure deals so lenders are protected, and why the math — not motivation — determines whether a deal works.


    Episode Timeline & Highlights

    [0:00] – Introducing Jay Conner and why private money changed everything for his business.

    [1:40] – Why this episode focuses more on real estate fundamentals than pure tech.

    [2:34] – Jay’s early years relying solely on banks — and the 2009 shift to private money.

    [3:45] – Raising over $2M in less than 90 days without pitching deals.

    [5:08] – When investors should start using private money (even beginners).

    [7:27] – Thinking of private money as a personal line of credit.

    [8:04] – Why lenders want their money deployed and are waiting for your call.

    [8:33] – Why private money works best for fix-and-flip and asset-backed deals.

    [9:25] – Walking through a real flip example using private money.

    [12:06] – Jay’s maximum allowable offer formula explained step by step.

    [13:34] – Why math removes emotion from offers.

    [14:39] – Adjusting formulas based on market price points.

    [16:13] – Leveraging past success and partnerships when you’re new.

    [18:29] – Why private money is asset-backed and protects lenders.

    [21:31] – Why the SEC doesn’t regulate single-asset private money deals.

    [22:59] – Jay’s Private Money Academy and how beginners get started.

    [24:10] – Monthly coaching, deal reviews, and live Q&A for members.

    [24:59] – Jay’s bestselling book Where to Get the Money explained.

    [25:27] – Two free tickets to Jay’s live private money conference.

    [27:00] – Where AI fits — and doesn’t fit — in deal analysis and underwriting.

    [36:55] – Why consistency beats charisma every time.

    [38:25] – How to claim Jay’s free resources and connect with him.


    5 Key Takeaways

    1. Raise the money before you need it. Private money works best when there’s no desperation.
    2. Math beats emotion. If the numbers work, the deal works — period.
    3. Private money is asset-backed. Lenders are protected by the property, not your promises.
    4. Beginners can raise private money. Past success, partnerships, and integrity matter more than deal count.
    5. AI supports experience — it doesn’t replace it. Use technology with guardrails, not blind trust.


    Links & Resources

    • Private Money Academy – First month free at jayconner.com/trial
    • Free Book: Where to Get the Money – Autographed copy + 2 conference tickets: jayconner.com/book
    • SmrtPhone – The only phone system built for real estate investors (5,000 free minutes)
    • 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 tired of letting capital limit their growth and ready to approach funding with clarity and confidence. More high-impact conversations are coming next.

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    40 mins
  • How to Build Systems to Run A Remote Real Estate Investing Business ft. Nick Lamagna
    Jan 22 2026

    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 out.


    Nick shares his unconventional journey into real estate, how an early setback forced him into remote investing long before it was popular, and why fundamentals always matter more than hype. We talk about building buy boxes through action, learning markets by doing deals, and why chasing “shiny” strategies is usually the fastest way to stall out.


    Episode Timeline

    [0:00] – Introducing Nick Lamagna and his background as a high performer across multiple disciplines.

    [1:52] – Why principles of success are universal — and why most people don’t apply them.

    [2:37] – Nick’s early move into remote investing out of necessity, not trend-following.

    [3:58] – Starting in competitive markets with no money or credit and being forced to adapt.

    [5:17] – Discovering that the entire country can be your buy box.

    [6:05] – Why cheap properties often come with expensive problems.

    [7:12] – The danger of buying “cash flow on paper” without performance reality.

    [8:44] – Finding the balance between affordability, stability, and appreciation.

    [14:05] – Why surrounding areas benefit when people get priced out of cities.

    [15:10] – Sticking to sensible parameters instead of chasing shiny wins.

    [16:15] – Building buy boxes by throwing a wide net and learning through offers.

    [17:45] – Training agents and teams by giving real feedback through reps.

    [19:01] – Why confidence comes from action, not theory.

    [21:19] – The danger of “one-strategy-only” thinking for newer investors.

    [23:08] – Fundamentals never change, regardless of market cycles.

    [29:27] – “Have bad days, not bad deals” — addressing issues immediately.

    [31:02] – Using video, accountability, and systems to manage properties remotely.

    [33:44] – Discipline over ego: lessons from jiu-jitsu, boxing, and business.

    [36:05] – Why effort is the real secret behind “effortless” success.

    [38:49] – Technology improves visibility, but discipline must come from the operator.

    [42:22] – Nick’s podcast, community, and why he focuses on high performers across industries.

    [45:39] – How to connect with Nick and collaborate on future deals.


    5 Key Takeaways

    1. Fundamentals always win. Markets, tools, and strategies change — principles don’t.
    2. Remote investing works when systems replace proximity. Visibility beats geography.
    3. Cheap deals often hide expensive problems. Performance matters more than price.
    4. Technology is an equalizer, not a substitute for discipline. Tools only work if enforced.
    5. High performers share the same habits across every field. Effort creates “effortless.”


    Links & Resources

    • The A Game Podcast – High performers across real estate, sports, and business
    • NickLamagna.com – Podcast links, socials, and resources
    • SmrtPhone – The only phone system built for real estate investors (5,000 free minutes)
    • 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 someone who’s building remotely, scaling intentionally, and committed to mastering the fundamentals. More high-signal conversations with real operators are coming next.

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    49 mins
  • The Competitive Advantage of Thinking AI-First Before Everyone Else ft. Kenner French
    Jan 15 2026

    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 author of the Amazon bestselling book Modern Millionaires AI, and he’s been working with artificial intelligence since long before it was cool. In this episode, we talk about how AI isn’t just about automation or shiny tools — it’s a mindset shift. One that changes how you think, create, build, and scale businesses. From tax strategy and asset protection to product design, voice technology, and AI agents, Kenner shares why AI will fundamentally reshape entrepreneurship over the next decade.


    Episode Timeline & Highlights

    [0:00] – Introducing Kenner French and why this episode goes deep fast.

    [1:15] – Kenner’s background as an AI expert, author, and longtime entrepreneur.

    [1:50] – Modern Millionaires AI and the core idea: make millions, save millions, protect millions.

    [2:22] – Why AI can help with financial growth, tax savings, and asset protection.

    [4:14] – Why most people misunderstand what AI is actually good at.

    [5:03] – The “AI-first” mindset and the moment everything clicks.

    [6:01] – Using AI as a thinking partner, not just an automation tool.

    [9:06] – The danger of companies pretending to be AI-first without actually changing.

    [10:11] – Why AI today is the worst it will ever be — and why that matters.

    [11:09] – How AI accelerates product design, prototyping, and decision-making.

    [12:00] – “Vibe coding” explained and why ideas now matter more than syntax.

    [13:06] – Live examples of building apps and tools by talking to AI.

    [14:32] – Why infrastructure, scale, and compliance still matter.

    [18:31] – Why humans + AI together reduce error rates better than either alone.

    [19:28] – AI’s role in lowering costs and increasing access to services.

    [21:01] – Why slow-moving industries like tax and accounting are being forced to adapt.

    [22:35] – Open-source AI, consulting models, and the future of SaaS.

    [36:05] – The future of work, universal income, and societal shifts.

    [38:22] – AI, quantum computing, and the scale of change ahead.

    [42:22] – Final thoughts on entrepreneurship, mindset, and Modern Millionaires AI.


    5 Key Takeaways

    1. AI-first is a mindset, not a toolset. It changes how you think, not just how you automate.
    2. AI enhances humans — it doesn’t replace them. The real power comes from collaboration.
    3. Ideas now matter more than execution speed. AI compresses build times dramatically.
    4. Context and memory are everything. AI agents that remember outperform scripts every time.
    5. Early adopters will build massive moats. Waiting to “see how it plays out” is the riskiest move.


    Links & Resources:

    • Modern Millionaires AI – https://a.co/d/6I98SqK
    • Vast Solutions Group – https://vastsolutionsgroup.com/
    • SmrtPhone – The only phone system built for real estate investors (5,000 free minutes)
    • 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 entrepreneur who’s curious about AI but hasn’t quite made the leap yet. This shift is happening fast — and more high-level conversations like this are coming next.

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    44 mins
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