Hey, it’s Jordan Samuel Fleming — welcome back to That Real Estate Tech Guy! This week I’m joined by Chris Prefontaine, founder of Smart Real Estate Coach, who brings more than 34 years of real estate experience and one of the clearest perspectives on creative financing you’ll find.

Chris explains why creative financing isn’t just an “advanced strategy” — it’s actually one of the best ways for new investors to start. No banks, no big down payments, and no personal guarantees. We dig into how creative deals produce multiple paydays, why they work in any market cycle, and how his team mentors beginners through hands-on deal support across 80+ markets.

We also dive into mindset, focus, and the importance of mentorship — plus the role technology now plays in scaling training, reviewing seller calls, and eliminating the busywork that slows new investors down.

Episode Timeline & Highlights

[0:00] – Introducing Chris and why Jordan’s recording on the road.

[1:04] – How the 2008 crash led Chris to rebuild his business around creative financing.

[2:04] – What creative financing is and why it eliminates bank dependence.

[3:22] – Why creative deals are ideal for beginners, not just veterans.

[4:13] – The flaw with starting in wholesaling or fix-and-flip.

[5:11] – Creative strategies that thrive in any market condition.

[6:15] – How Chris’s program takes true beginners from zero to real deals.

[10:34] – The business rules he built after the crash — and still follows.

[12:00] – The three steps every investor needs: niche, mentor, focus.

[13:22] – Why shiny-object syndrome derails investors.

[14:21] – The problem with constantly chasing new leads.

[17:55] – How tiny skill improvements compound into real performance.

[18:42] – Deals aren’t the hard part — mindset and habits are.

[20:26] – How AI is transforming student coaching and call review.

[21:57] – Why modern tech has simplified what once required multiple systems.

[22:52] – How AI call scoring and coaching will reshape acquisitions.

[24:02] – Chris’s biggest tech mistake: adopting unproven systems too early.

[24:44] – Tech advice for beginners: research and follow your mentor’s stack.

[25:08] – Three essential tools for new investors: phone, task system, communication tool.

[26:25] – Avoiding “creative avoidance” inside your CRM.

[27:39] – Why listening to live seller calls builds confidence and skill.

[28:42] – Chris’s free books and YouTube deal breakdowns.

[29:32] – How to get his books completely free.

5 Key Takeaways

1. Creative financing works everywhere and avoids traditional lending hurdles.
2. Choose the niche that matches you, not the one that’s loudest online.
3. Mentorship collapses your learning curve and keeps you accountable.
4. Three years of focus beats constant pivots.
5. Use tech to simplify, not distract — task tools, communication platforms, and AI call review matter.

Links & Resources

• Smart Real Estate Coach – https://smartrealestatecoach.com/
• Free Books – Visit WickedSmartBooks.com/jordan for Chris’s free books.
• SmrtPhone – Claim 5,000 free minutes, the phone system built for investors.
• ThatRealEstateTechGuy.com – All episodes + exclusive tech discounts.

Closing

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Hey, it’s Jordan Samuel Fleming — welcome back to That Real Estate Tech Guy! Today I’m joined by my friend Steve Trang, founder of Objection Proof AI, host of Real Estate Disruptors, and one of the most respected sales trainers in the real estate investing world.

In this episode, Steve and I dive deep into the intersection of real-world sales fundamentals and artificial intelligence. Steve has trained thousands of salespeople and consulted with nine-figure companies — and now he’s building AI tools that reinforce the exact sales skills he’s taught for years. We cover everything from empathy and active listening to call scoring, role-playing bots, and the future of voice agents that can qualify leads, schedule appointments, and eventually help close deals.

Episode Timeline & Highlights

[0:00] – Introducing Steve Trang and his evolution from top sales trainer to AI innovator.

[1:03] – Why Steve built Objection Proof AI and what problems it solves for sales leaders.

[2:55] – How the AI now handles call reviews, training, follow-up, and appointment setting.

[3:47] – Steve’s background: thousands trained, hundreds coached, and deep experience in real-world selling.

[7:56] – The real definition of empathy and how it translates into AI behavior.

[9:01] – Why robots can be better sales trainers than charismatic “natural” closers.

[11:58] – The classic sales mistake: offering solutions before understanding the problem.

[17:15] – Pattern visibility: how AI finally reveals true agent performance.

[19:19] – Using call reviews and feedback loops to help agents improve faster.

[23:20] – Role-playing bots as a training tool AND a hiring filter.

[27:55] – The gold mine in your CRM: reactivating old leads with AI.

[29:12] – Why outsourced call centers kill deals and how AI solves consistency.

[33:37] – The future of AI underwriting and real-time offer parameters.

[38:30] – Why AI will outperform low-level staff, not A-players.

[40:02] – Building companies made up only of top performers.

[47:33] – How to try Objection Proof AI and test the role-play or voice agent demos.

5 Key Takeaways

1. Empathy is the core sales skill — not emotion, but demonstrating true understanding. That’s what builds trust and closes deals.
2. AI amplifies real sales training, not scripts. It reinforces the exact skills top reps use.
3. Call scoring at scale changes everything. AI uncovers performance patterns no manager could ever catch manually.
4. Voice agents solve massive inefficiencies, from missed calls to dead follow-up sequences to reactivating CRM gold.
5. AI doesn’t replace A-players — it replaces C-players, allowing teams to run leaner, sharper, and more profitably.

Links & Resources

• Objection Proof AI – Upload a call or transcript for a free AI call analysis.
• Role-Play Bot Demo – Text ROLEPLAY to 33777.
• AI Appointment Setter Demo – Text CASH to 33777.
• SmartPhone – The only phone system built for real estate investors. Claim 5,000 free minutes.
• ThatRealEstateTechGuy.com – Explore 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 another investor or sales leader who wants to future-proof their business with better systems, better training, and smarter AI. More great conversations with industry innovators are coming your way!

Hey, it’s Jordan Samuel Fleming — welcome back to That Real Estate Tech Guy! Today, I’m joined by Andrew Lucas, a full-time investor, educator, and co-founder of the Deal Finders Club in Columbia, South Carolina. Andrew’s story is one that so many investors can relate to: starting with a few rentals, making the classic early mistakes, and finally deciding to treat real estate like a real business.

In this conversation, Andrew breaks down how he scaled from a handful of rentals to over 100 units, built his own property management company, launched a thriving meetup community, and now helps new investors skip the painful mistakes he made early on. We dive into his philosophy around systems, mentorship, the realities of property management, what separates hobbyists from professionals, and how technology should support — not distract — your investing journey.

Episode Timeline & Highlights

[0:00] – Introducing Andrew Lucas and his journey from accidental investor to owning 100+ rentals.

[1:45] – How Andrew and his wife became full-time investors and built multiple income streams.

[3:00] – The reality of property management and why Andrew eventually built his own PM company.

[4:06] – Lessons from the hospitality industry and how “being too nice” killed early profitability.

[5:07] – The turning point: painting rentals while 7–8 months pregnant and deciding to do things right.

[10:11] – How one lawsuit opened Andrew’s eyes to the responsibilities of being a landlord.

[11:34] – How good property managers preserve asset value and enforce necessary boundaries.

[17:13] – Helping beginners avoid mistakes and providing guardrails as they build their business.

[18:44] – The transformation from dreamer to operator: when investing becomes a real business.

[20:18] – Why it only takes three flips a year to look like a professional investor to lenders.

[22:04] – Understanding the power of repeatable systems to scale beyond your day job.

[25:22] – The essential beginner tech stack: good data, a reliable phone system, and a simple CRM.

[28:44] – Why missed follow-ups cost more deals than bad marketing ever will.

[30:54] – Data quality: how bad lists waste money, kill ROI, and break your entire sales process.

[34:12] – Data paralysis vs. action: why investors must focus on outliers, not vanity metrics.

[35:00] – How to connect with Andrew and join the Deal Finders Club community.

5 Key Takeaways

1. Treat real estate like a business. Early mistakes come from poor systems, unclear boundaries, and inconsistent processes.
2. Most investors shouldn’t self-manage. Property management is process-heavy and legally risky without the right expertise.
3. Community accelerates success. Meetups, mentors, and peers help investors skip years of trial and error.
4. Start simple with tech. Only buy tools when your current process breaks — not because they look cool.
5. Good data drives the whole machine. Clean lists, solid follow-up, and reliable communication systems generate consistent revenue.

Links & Resources:

• Andrew’s Tech-Enabled Phone Number – Text him at (803) 216-5750
• ThatRealEstateTechGuy.com – Listen to all episodes and secure exclusive tech discounts.

Closing

If you enjoyed this episode, please follow, rate, and review That Real Estate Tech Guy wherever you listen. Share it with someone who’s ready to build a real real estate business — not just dabble in it. Stay tuned for more practical conversations with the people shaping today’s investor tech landscape.

Hey, it’s Jordan Samuel Fleming — and welcome back to That Real Estate Tech Guy! In this episode, I sit down with Daniil Kleyman, real estate developer, investor, and founder of Rehab Valuator, one of the most trusted tools for deal analysis and project management in real estate investing.

We dive into why most rehabbers and developers lose money — not because they pick bad properties, but because they underestimate costs, miscalculate financing, and fail to track the details that matter. Daniil explains how his platform helps investors avoid those mistakes with better data, automation, and repeatable project templates. Whether you’re flipping your first house or managing multi-million-dollar developments, this conversation is a masterclass in precision, systems, and smarter investing.

Episode Timeline & Highlights

[0:00] – Introduction

[0:42] – Introducing Daniil Kleyman of Rehab Valuator and his shared Eastern European connection with Jordan.

[3:21] – Daniil’s journey from being laid off in 2008 to building a thriving development and software business.

[4:08] – How getting “kicked to the curb” opened the door to real estate investing and entrepreneurship.

[6:35] – What inspired Rehab Valuator: the need to analyze deals and present credible funding packages to private lenders.

[11:08] – Nationwide property data, comps, and rental analytics: how Rehab Valuator helps you analyze deals in minutes.

[13:20] – Why Rehab Valuator complements CRMs and lead gen tools by focusing on what happens after you get the lead.

[20:52] – Why every dollar in real estate comes down to details — and how to build systems to avoid repeat mistakes.

[22:21] – Using the software to create marketing packages for wholesalers and lenders.

[23:30] – Daniil’s favorite feature: customizable rehab cost templates that make every project faster and more predictable.

[27:29] – Why most contractors will never log into your software (and why that’s okay).

[28:44] – Daniil’s biggest tech mistake: doing manual direct mail for years before embracing automation.

[33:36] – How to access Rehab Valuator’s free version and connect with Daniil online.

5 Key Takeaways

1. The devil’s in the details. Most investors lose money not from bad deals but from bad math — missed costs, loan miscalculations, or poor tracking.
2. Understand the cost of money. A 12% hard money loan can silently eat 20% of your profits if you don’t account for it correctly.
3. Systemize success. Use templates and saved scopes of work to make future projects faster, more accurate, and more profitable.
4. Adopt tech one step at a time. Adding tools gradually ensures they actually improve your business instead of overwhelming it.
5. Clean data = clear decisions. Every profitable deal starts with accurate information — from comps to renovation costs.

Links & Resources

• Rehab Valuator – Analyze deals, build budgets, and secure funding. Try the free version at RehabValuator.com
• Follow Daniil Kleyman – @rehabvaluator on Instagram & YouTube for in-depth real estate tutorials.
• ThatRealEstateTechGuy.com – Listen to all episodes and get exclusive tech discounts.

Closing

If you enjoyed this episode, please follow, rate, and review That Real Estate Tech Guy wherever you listen. Share it with another investor who’s ready to make smarter, data-driven decisions and stop guessing their way through deals. Stay tuned for more conversations with the innovators shaping the future of real estate investing through technology.

Hey, it’s Jordan Samuel Fleming — and welcome back to That Real Estate Tech Guy! In this episode, I sit down with Tony Javier, real estate investor, entrepreneur, and founder of 10X TV, to uncover how TV advertising has become one of the most powerful yet underrated inbound lead sources for investors today.

Tony shares his incredible 24-year journey in real estate — from buying his first property after watching a late-night infomercial to creating a marketing system that has helped hundreds of investors generate consistent, high-quality inbound leads. We discuss how television, once considered an “old-school” channel, has evolved into a surprisingly affordable and high-ROI strategy for building credibility, generating motivated seller leads, and strengthening your brand presence in your local market.

Episode Timeline & Highlights

[0:42] – Welcoming Tony Javier, founder of 10X TV, and diving into the power of inbound leads.

[2:06] – Tony’s early days: how a late-night infomercial kickstarted a 24-year real estate career.

[5:22] – Building his first business, scaling too quickly, and learning from failure.

[7:12] – The poker game that led Tony to discover TV as a lead source.

[9:37] – Turning a winning campaign into 10X TV — helping other investors dominate their markets.

[11:02] – Why TV isn’t “dead” and still converts among target demographics like landlords and retirees.

[12:10] – The affordability of local TV: why it’s not just for big companies anymore.

[13:30] – Why inbound leads are gold — and how TV drives trust, compliance, and higher close rates.

[15:12] – The data that proves TV drives online search and credibility.

[23:14] – How being on TV builds credibility not only for acquisitions but also for raising private capital.

[28:36] – The conversion math: why one in five TV leads can become a closed deal.

[31:26] – How to evaluate whether TV fits your market and budget.

[35:02] – Why great systems and trained sales teams are key to maximizing inbound opportunities.

[39:22] – How to apply and check market availability for your own campaign.

5 Key Takeaways

1. TV marketing isn’t dead — it’s underused. Target homeowners still watch 2–3 hours of TV daily, making it a prime inbound channel.
2. Inbound leads convert better. One in five TV leads often turns into a deal — far better than cold-calling or texting.
3. Credibility multiplies results. Being on TV boosts trust with sellers, lenders, and partners instantly.
4. Affordability meets ROI. Most markets allow entry-level ad spends between $7,000–$10,000 per month for significant exposure.
5. Process beats performance. The investors who follow up fast, train their teams, and handle leads properly always win.

Links & Resources

• 10X TV – Learn how to generate inbound leads through TV: https://www.10xtvplus.com/
• Click Call Scale: The Real Estate Investor’s Ultimate Phone System Playbook – Get your FREE copy at https://clickcallscale.com/thatrealestatetechguy
• smrtPhone – The only phone system built for real estate investors: https://www.smrtphone.io/
• ThatRealEstateTechGuy.com – Explore all episodes and exclusive discounts on top real estate tech tools.

Closing

If you enjoyed this episode, please follow, rate, and review That Real Estate Tech Guy wherever you listen. Share it with another investor who’s ready to scale smarter through better inbound systems and next-level marketing.

Hey, it’s Jordan Samuel Fleming, and welcome back to That Real Estate Tech Guy! This week, I’m joined by Jon Nolen, President and Co-Founder of Pete REI, a CRM built by an investor who also happens to be a software developer.

Jon shares how his frustration with disconnected tools led him to build Pete REI — first as an internal solution for his own investing business, then into a scalable CRM for others. We discuss the real purpose of data and dashboards, how automation saves investors from chaos, and why clean data is the foundation of every high-performing business.

From automating follow-ups and building smarter workflows to using AI for rehab estimates and predictive analysis, Jon gives a behind-the-scenes look at how Pete REI helps investors make better, faster decisions. This episode is packed with real-world lessons for anyone looking to turn their tech stack into a growth engine.

Episode Timeline & Highlights

[0:00] – Introduction

[0:42] – Meet Jon Nolen, Co-Founder of Pete REI and long-time software developer turned investor.

[1:09] – How Pete REI started as a personal fix and grew into a powerful all-in-one CRM.

[3:39] – Lessons from scaling a product beyond your own business.

[6:59] – Why customer feedback drives 80% of feature development.

[9:09] – Automating follow-up: how Pete’s workflows prevent leads from slipping through the cracks.

[12:06] – Dashboards done right — spotting outliers instead of admiring pretty graphs.

[15:21] – The power of task-based accountability and simple team metrics.

[19:24] – Using AI to estimate rehab costs and streamline deal analysis.

[20:28] – The true cost of bad data and why investors must clean their CRMs.

[24:14] – Tracking cost per lead, cost per contract, and marketing ROI in real time.

[28:56] – Vanity metrics vs. profit metrics — why conversions matter more than lead counts.

[33:15] – Jon’s biggest tech mistake: chasing shiny objects instead of fixing systems.

[35:27] – The three essential tools every investor needs to start strong.

5 Key Takeaways

1. Technology amplifies what exists. If your systems are messy, tech will magnify that chaos.

2. Data should drive action. Focus on KPIs that identify problems and successes, not vanity charts.

3. Automation builds consistency. Streamlined workflows ensure every lead is followed up.

4. Clean data = strong business. Bad data wastes time, kills trust, and costs deals.

5. Keep priorities simple. Fewer KPIs and clearer focus lead to better results and accountability.

Links & Resources

• Pete REI – CRM for real estate investors: Visit PeteREI.com

• Special Offer – Use code SMARTPHONE for 50% off your first month.

• Connect with Jon Nolen on Instagram: @theflippingitguy

• smrtPhone – The only phone system built for real estate investors: https://www.smrtphone.io/

• Visit ThatRealEstateTechGuy.com for past episodes, guest applications, and exclusive discounts on leading real estate technology platforms.

Closing

If you enjoyed this episode, please follow, rate, and review That Real Estate Tech Guy wherever you listen. Share it with another investor who wants to scale smarter with better systems, clean data, and the right technology foundation.

Hey, it’s Jordan Samuel Fleming, and welcome to another episode of That Real Estate Tech Guy! Today, I’m thrilled to be joined once again by Stephanie Betters, the powerhouse founder and CEO of Left Main REI — one of the leading CRMs built specifically for real estate investors.

Stephanie first appeared on the original run of the podcast, and she’s back to dive into how much has changed in the world of real estate technology. In this conversation, we explore both sides of the tech equation: how a strong CRM foundation powers operational efficiency, and how AI-driven tools like Deal Signals are transforming how investors prioritize and close deals.

Episode Timeline & Highlights

[0:00] – Introduction

[0:42] – Welcoming back returning guest Stephanie Betters, founder of Left Main REI and creator of Deal Signals.

[1:26] – Why technology in real estate has evolved so rapidly and what that means for investors today.

[3:50] – Stephanie’s background as a real estate investor and how frustration with systems led her to build Left Main.

[7:05] – The two sides of today’s conversation: CRMs and AI — and why they’re inseparable in modern investing.

[8:07] – When to invest in a CRM and how to know your business has outgrown spreadsheets and sticky notes.

[21:01] – How Deal Signals automatically cleans your database and flags properties that have already sold.

[22:23] – Predictive analytics: how Left Main uses AI to identify which homeowners are most likely to sell next.

[25:00] – How AI-driven prioritization is changing workflows and increasing conversion rates for investors.

[31:26] – The three must-have tools for new investors: a CRM, a phone system, and a website.

[32:12] – Where to find Stephanie online and how to explore Left Main REI and Deal Signals for your business.

5 Key Takeaways

1. CRM is the foundation. Spreadsheets can’t scale. A CRM organizes your people, processes, and data into one efficient system.

2. Automation drives consistency. The right CRM ensures every follow-up, task, and communication happens automatically — no missed opportunities.

3. AI brings clarity. Tools like Deal Signals reveal exactly which leads to focus on, so you can spend your time where it matters most.

4. Efficiency beats volume. You don’t need to make more calls — you need to make smarter ones. AI helps you prioritize the right prospects.

5. Technology evolves with you. As your business grows, your systems should too. Integrations and intelligent data tools are the future of investing.

Links & Resources

• Left Main REI – https://leftmainrei.co/
• Deal Signals – AI-powered lead intelligence and data enrichment for Left Main users.
• Connect with Stephanie Betters on Instagram: @stephbetters
• Click Call Scale: The Real Estate Investor’s Ultimate Phone System Playbook – Get your FREE copy at https://clickcallscale.com/thatrealestatetechguy
• smrtPhone – The only phone system built for real estate investors: https://www.smrtphone.io/
• Visit ThatRealEstateTechGuy.com for past episodes, guest applications, and exclusive discounts on leading real estate technology platforms.

After more than two years away, I’m back with a brand-new season of That Real Estate Tech Guy! In this first episode, I set the stage for what’s to come and dive into core lessons from my new book, Click Call Scale: The Real Estate Investor’s Ultimate Phone System Playbook.

We explore why the phone is still the most powerful tool for real estate investors, why clean data is more than just an efficiency issue, and how proper training and performance management can turn your acquisitions team into a revenue-driving machine. Along the way, I share stories, cautionary examples, and proven strategies you can implement today.

Episode Timeline

[0:00] - Introduction

[0:42] - Why I relaunched the podcast and why now is the perfect time to focus on real estate technology.

[2:19] - The inspiration behind Click Call Scale and the ongoing importance of the phone in real estate.

[5:30] - A cautionary tale about “Linda” and how bad data can destroy trust with sellers.

[9:13] - Why “measure twice, cut once” applies to data management.

[12:07] - How combining data, systems, and the phone unlocks sales success.

[15:39] - The hidden cost of treating cold callers as disposable.

[18:30] - Why scripts alone fail and the power of training agents in fundamental sales skills.

[21:22] - Core skills every acquisitions team must master: active listening and mirroring.

[27:14] - The importance of structured performance reviews to maintain team effectiveness.

[30:59] - Building a culture of self-improvement with weekly reviews and clear metrics.

Key Takeaways

1. Clean, well-managed data is the foundation of trust and efficiency in every real estate acquisitions team.
   
   
   
2. Training agents in core sales skills like active listening and mirroring is far more powerful than relying solely on scripts.
   
   
   
3. Long-term success requires consistent performance management, with weekly reviews that balance both quantitative and qualitative metrics.
   
   
   

Links & Resources

• Click Call Scale: The Real Estate Investor’s Ultimate Phone System Playbook – https://www.amazon.com/Click-Scale-Investors-Ultimate-Playbook/dp/B0FQ2774TT
  
  
  
• smrtphone – The only phone system built for real estate investors (includes 5,000 free calling minutes): https://www.smrtphone.io/
  
  
  
• Visit ThatRealEstateTechGuy.com for past episodes, guest applications, and exclusive discounts on leading real estate technology platforms.
  
  
  

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