How to Build Systems to Run A Remote Real Estate Investing Business ft. Nick Lamagna

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.