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.

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.

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 when strategies like subject-to actually make sense, when they absolutely don’t, and why most investors misunderstand what these deals really are. We walk through real stories, real numbers, and real outcomes — not hype or shortcuts.

We also talk about why creative finance is fundamentally a long-term partnership, not a quick transaction, why most title companies struggle with these deals, and how proper documentation, disclosures, and expectation-setting protect both the investor and the seller. If you’ve ever been curious about creative finance but unsure where the ethical and legal lines are, this episode brings real clarity.

Episode Timeline

[0:00] – Introducing Caleb Christopher and why he built a business around creative finance.

[2:58] – What Creative TC does and why consulting is critical for complex deals.

[3:16] – Why most traditional title companies struggle with creative transactions.

[4:27] – Why Caleb chose creative finance over traditional investing models.

[5:10] – Why creative finance thrives on complexity and problem-solving.

[5:31] – Subject-to explained in plain English.

[6:13] – Why every real estate deal is technically “subject to” something.

[7:02] – How creative buy boxes differ from wholesaling and flipping.

[10:37] – Pre-foreclosure situations where creative finance truly helps.

[11:12] – Anchoring value: why catching up payments is real money.

[12:14] – How creative deals can actually improve seller credit.

[12:59] – A real subject-to case study with short-term negative cash flow and long-term upside.

[14:10] – Why win-win matters more than squeezing every dollar.

[15:56] – Why creative deals are partnerships, not transactions.

[21:21] – Managing seller expectations months or years after closing.

[22:02] – Why disclosures and documentation protect everyone.

[26:34] – Why title companies say “no” to what they don’t understand.

[27:20] – Caleb’s disciplined, accountable growth strategy.

[29:11] – Where AI fits into creative finance, consulting, and title work.

[33:01] – The future of AI agents, CRMs, and decision-based automation.

[36:42] – How to connect with Caleb and follow his transparent newsletter.

5 Key Takeaways

1. Creative finance only works after traditional options fail. Cash, MLS, and keeping the property must be ruled out first.
2. Story beats structure. Seller motivation and context matter more than formulas.
3. Creative deals are partnerships. Expect long-term communication and responsibility.
4. Documentation protects everyone. Ethical creative finance requires clarity and disclosures.
5. Technology should assist judgment, not replace it. AI enhances consulting, not accountability.

Links & Resources

• Creative TC – https://creativetc.io/about
• 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 wants to understand creative finance the right way — without shortcuts, hype, or ethical gray areas. More high-signal conversations are coming next.