That Real Estate Tech Guy

PODCAST · business

That Real Estate Tech Guy

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.

  1. 59

    What Losing $3 Million Teaches You About Business and Life ft. Andrew Schlag

    This week I'm sitting down with Andrew Schlag from TrueCo — and this one is a little different. We still talk real estate, we still talk business, but this episode goes somewhere most podcasts in this space are too afraid to go. Andrew opens with losing $3 million — not from a bad market, but from a moment of desperation and misplaced trust — and what that brutal season taught him about the life he actually wanted to build.Andrew and his business partner Leo launched TrueCo around one core belief: the best life you can live shouldn't be deferred. Not until the next deal closes. Not until you hit your number. Now. We get into the psychology of the hustle trap, the eight categories of holistic success, and why the entrepreneurs who win the most often enjoy it the least.Episode Timeline & Highlights[0:42] – Introducing Andrew Schlag and TrueCo's mission around holistic wealth building.[3:01] – Andrew's background: country boy, construction, and finding real estate in 2014.[6:38] – The deal that went sideways: signing deeds without attorney approval and losing $3 million.[9:33] – The aftermath: $30K a month in losses, litigation, and not wanting to live anymore.[10:47] – How Andrew came back one day at a time — and what that season really taught him.[11:27] – Meeting his business partner Leo and how TrueCo was born in Barcelona.[13:29] – The "I'll be happy when" trap and why that goalpost never stops moving.[14:47] – Get the lesson faster: why reflection matters more than grinding harder.[15:07] – Pulling the future into the present — putting the trip on the calendar before you can afford it.[18:52] – Seasons of hustle vs. lifestyle hustle and why the economy rewards value, not hours.[19:52] – Weekly reflection, morning routines, and building intentional habits into daily life.[30:23] – What TrueCo actually is: holistic success, wealth building, and a life worth living.[32:22] – How the community works: cash vehicles, wealth building, and doing deals with people you enjoy.[35:40] – Who TrueCo is for and how to connect with Andrew and Leo.5 Key TakeawaysNever sign the deeds without your attorney. Desperation is the enemy of good decisions — urgency is fine, desperation is dangerous.Stop living in the "when I get there." The goalpost never stops moving. Build a life worth living right now.Reflection is a business skill. The investors who never stop to ask why are the ones who barrel hardest in the wrong direction.The economy rewards value, not hours. Working hard is a badge of honor that pays nothing if you're creating the wrong thing.Holistic success beats financial success alone. Wealth without health, relationships, and purpose isn't winning — it's just a bigger number.Links & ResourcesTrueCo – Holistic wealth building community for heart-driven entrepreneurs 👉 truecoa.comAndrew Schlag – Facebook & YouTube: search Andrew SchlagSmrtPhone – The only phone system built for real estate investors (5,000 free minutes)ThatRealEstateTechGuy.com – All episodes and exclusive tech discountsClosingIf you enjoyed this episode, please follow, rate, and review That Real Estate Tech Guy. Share it with an entrepreneur who's grinding hard but hasn't stopped to ask whether they're actually happy — because the hustle isn't the problem. Deferring your life while you do it is.More high-signal conversations coming next.

  2. 58

    The $70K–$100K Deal Strategy Most Real Estate Investors Have Never Heard Of ft. Michael Hoang

    This week I'm joined by Michael Hoang, host of the Get Wealth Podcast and real estate investor out of Houston, Texas. Michael has done over 200 doors across single family and multifamily — but when the market shifted, he didn't grind harder on the same strategy. He pivoted into something I hadn't heard of before, and honestly, I couldn't stop calling it elegant the entire episode.Land home packages. Buy a plot of land, install a brand new mobile home straight from the manufacturer, qualify it for FHA financing, and sell it on the MLS. No scope creep. No surprise rehab costs. No cold calling. Just $70K–$100K in profit per deal with a fraction of the headaches of a traditional flip. If you're a burned out wholesaler or flipper wondering where the opportunity is right now, this episode is it.Episode Timeline & Highlights[0:49] – Introducing Michael Hoang and the Get Wealth Podcast.[3:44] – Why the houses Michael used to buy just don't work anymore — taxes, insurance, interest rates.[4:26] – The cash flow myth in single family real estate and why he needed a better model.[4:50] – What is a land home package and why it works so well in today's market.[5:12] – FHA financing and why it opens the deal to the largest possible buyer pool.[5:37] – The numbers: $70K–$100K profit per deal with less work than a traditional flip.[7:24] – No surprises: why new construction mobile homes eliminate rehab risk entirely.[30:22] – Wealth isn't flashy cars — it's time freedom and the ability to run your business from anywhere.[31:12] – Who is this strategy for? Beginners, burnt out flippers, and wholesalers looking to pivot.[33:44] – How to run land home packages alongside your existing strategy without overloading yourself.[34:05] – How to do this tax free or tax deferred inside a self-directed IRA or solo 401k.[36:08] – How to connect with Michael and get the IRA strategy guide.5 Key TakeawaysThe market shifting is not the market dying. When what's always worked stops working, it's time to think laterally — not quit.New construction eliminates surprise costs. No scope creep, no rehab overruns, no unexpected repairs eating your margin.FHA qualification unlocks the biggest buyer pool. The right install means first-time buyers can purchase — and that means faster, easier sales.Less work, more profit. Land home packages are a lighter operational lift than traditional flips with significantly higher margins.Structure it right and keep more of what you make. Done inside a self-directed IRA or solo 401k, this strategy can be tax free or tax deferred.Links & ResourcesMichael Hoang – Instagram: @MichaelBSomeoneIRA Strategy Guide – Text "IRA" to Michael directly for the tax-free deal structureGet Wealth Podcast – Search on your favorite podcast platformThatRealEstateTechGuy.com – All episodes and exclusive tech discountsClosingIf you enjoyed this episode, please follow, rate, and review That Real Estate Tech Guy. Share it with a flipper or wholesaler who's been grinding in a tough market — because sometimes the best move isn't to push harder. It's to find a smarter play.More high-signal conversations coming next.

  3. 57

    Why Your CRM Is Killing Your Business ft. Rafael Cortez

    This week I'm sitting down live in Tampa with my good friend Rafael Cortez — firefighter turned carpenter turned transportation entrepreneur turned real estate investor turned coach turned SaaS founder. Yeah, Rafael has lived a few lives. And every one of them feeds directly into what he's built with CEO Pulse.Rafael brings an organizational psychology background and over a decade of active investing to a CRM that does something most platforms don't — it embeds his coaching, courses, and SOPs directly inside the system. One login. Everything you need to run your wholesaling business, learn the business, and deploy it all in one place. We also get into the real psychology behind why investors procrastinate, why systems can become their own form of paralysis, and what it actually takes to build a business that scales.Episode Timeline & Highlights[0:43] – Introducing Rafael Cortez and CEO Pulse — the CRM built by an active operator.[3:44] – Rafael's backstory: firefighter, carpenter, transportation business owner, real estate investor.[6:38] – Building and selling a medical transportation company in 2014.[9:44] – From investor to coach: how mentorship found Rafael before he went looking for it.[11:02] – Working with wholesaling OG Sean Terry and getting his first taste of teaching.[12:39] – Bringing fire department SOPs into real estate — how systems changed everything.[13:40] – The Wholesaling Academy: beginning-to-end mentorship with all the SOPs baked in.[15:06] – When do you actually need a CRM? The logic vs the emotional excuse.[16:07] – How investors procrastinate creatively — and how the right system eliminates excuses.[17:25] – Why systems can create their own paralysis — and how to avoid it.[19:02] – The balance between technology and just getting on the phone.[20:15] – The one job of a SaaS platform: make every excuse a button.[37:12] – Why convergence — coaching, systems and tools in one place — is the future.[39:08] – How Rafael continuously improves the platform as an active operator using it daily.[41:03] – How to find Rafael and get started with CEO Pulse.5 Key TakeawaysThe best systems are built by operators, not developers. When the person building the tool is also using it daily, it keeps getting better in the right ways.Procrastination disguises itself as preparation. Investors who say they need more systems often just need to make more calls.Convergence beats complexity. One login with your training, your CRM, your follow-ups and your SOPs eliminates friction and excuses at the same time.Mentorship is a two-way street. Teaching forces you to hold yourself to the same standard you're coaching others toward.Technology should remove excuses, not create new ones. If it takes a university course to use, it's working against you.Links & ResourcesCEO Pulse CRM – The CRM built by an active wholesaler with coaching embedded inside 👉 theraypulsecrm.comRafael Cortez – Instagram: @RafaelCortezCEOSmrtPhone – The only phone system built for real estate investorsThatRealEstateTechGuy.com – All episodes and exclusive tech discountsClosingIf you enjoyed this episode, please follow, rate, and review That Real Estate Tech Guy. Share it with an investor who's drowning in tools but still not closing deals — because the problem usually isn't the system. It's the excuses the system lets them keep making.More high-signal conversations coming next.

  4. 56

    How AI Is Predicting Real Estate Deals Before They Happen ft. Tyler Austin

    This week I'm joined by Tyler Austin, CEO of Data Sift — the powerhouse platform born from the merger of Data Sift and Data Lake. Tyler and I go way back, and we finally got to sit down together in person at a mastermind in Tampa for this one. It's a great conversation.Tyler breaks down how his platform uses AI to predict over 50% of real estate investor transactions monthly, why less data almost always beats more, and how the right data stack combined with the right phone system can slash your marketing budget while actually increasing your deal flow. We also get into the mindset behind building a real business — risk tolerance, operational discipline, and why nobody ever leaps from 10% to 90% overnight.Episode Timeline & Highlights[0:41] – Introducing Tyler Austin and the Data Sift and Data Lake merger.[1:29] – Tyler's background and what led him to build a data platform for investors.[3:37] – Why less data beats more data — and how Data Sift's AI predicts investor transactions.[4:40] – Cutting 100,000 records down to 10,000 most likely — and what that does to your margins.[5:08] – Distress data suites: obituaries, foreclosures, probate, age of property, and more.[5:36] – How SmartPhone and Data Sift work together to feed back market response data.[6:28] – The 600 out of 1,000 people you'll never reach — and how to stop wasting money on them.[7:11] – Building a proprietary database through consistent marketing feedback loops.[32:18] – Why operational preparation after hours separates serious investors from everyone else.[33:34] – The pilot analogy: deep knowledge gives you a glide path when things go wrong.[34:10] – Two things every W2 needs before making the leap to business ownership.[34:56] – Why no business scales on a whim — structure and execution are everything.[35:25] – Incremental improvement beats big leaps: getting from 10% right to 40% right over time.[37:13] – How to get started with Data Sift: the five-day deal flow challenge for $27.5 Key TakeawaysLess data is more. Precision targeting beats volume every time — fewer records, lower costs, higher margins.Your marketing feedback loop is gold. Every wrong number and dead line is data that sharpens your next campaign.You can't reach 60% of your list no matter what. Build processes specifically for who you're not reaching.Deep preparation gives you confidence. Know your market, your data, and your call flows before you need them.Scale incrementally. No one jumps from 10% to 90%. Consistency and small improvements compound into real results.Links & ResourcesData Sift – AI-powered real estate data and CRM platform 👉 datasift.ioFive Day Deal Flow Challenge – Learn the fundamentals for ~$27 👉 datasift.ioData Sift Real Estate Mastermind – Search on Facebook and request to joinSmrtPhone – The only phone system built for real estate investors (mention Data Sift when signing up)ThatRealEstateTechGuy.com – All episodes and exclusive tech discountsClosingIf you enjoyed this episode, please follow, rate, and review That Real Estate Tech Guy. Share it with an investor who's spending too much on marketing and not seeing the returns — because the problem usually isn't the channel. It's the data behind it.More high-signal conversations coming next.

  5. 55

    How to Build a 90% Passive Rental Portfolio That Runs Itself ft. Martine Richardson

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

  6. 54

    What a 300 Deal a Year Phone Sales Machine Actually Looks Like ft. Tiffany High

    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 TakeawaysYour phone system is your most important tech investment. If your team is still hand dialing, you're leaving productivity and revenue on the table.Sales is a science. Build a repeatable, coachable process and scalability becomes infinite.Live transfer beats appointment setting every time. Stop scheduling callbacks and start closing in the moment.Leadership cannot be outsourced. You can duplicate technology overnight — you can't duplicate the ability to lead people.Culture is your number one priority. People quit managers, not companies. Build an environment people want to stay in.Links & ResourcesResults Driven ROI – Coaching for experienced real estate investors building phone sales teams 👉 tiffanyhigh.comTiffany High – Instagram: @tiffanyhighofficial | Josh High – Instagram: @joshhighofficialSmartPhone – The only phone system built for real estate investorsThatRealEstateTechGuy.com – All episodes and exclusive tech discountsClosingIf 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.

  7. 53

    Why Most Investors Get Voice AI Wrong Before They Ever Turn It On

    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 TakeawaysMindset 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.Agents are labor, not software. Think roles, responsibilities, and outcomes — not features.Role-based agents outperform generic ones. Trained, bounded agents with clear job descriptions produce far better results.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.Boundaries protect you. Agents that know what they can't do are just as important as agents that know what they can.Links & ResourcesSmrtPhone – The only phone system and voice AI platform built for real estate investors 👉 smartmophone.ioVoice Accelerator Challenge – Follow Jordan on Instagram, Facebook, or YouTube to get notified when the next challenge runsThatRealEstateTechGuy.com – All episodes and exclusive tech discountsClosingIf 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.

  8. 52

    How AI Is Changing SEO Faster Than Most Investors Realize ft. Glen Petersen

    In this episode, I sit down with Glen Petersen from Bateman Collective, and this one turned into a full-on masterclass in digital marketing for real estate investors. Glen brings years of high-level PPC and SEO experience, including managing massive ad spend and working directly with Google — and he breaks down what’s actually happening behind the scenes in today’s marketing landscape.We go deep into why so many investors fail before they even get started with PPC and SEO, not because the channels don’t work, but because their business isn’t ready to support the leads. We unpack the real role of data, why speed-to-lead is one of the most underrated drivers of ROI, and how AI is quietly reshaping both paid and organic search. If you’re thinking about scaling your marketing or want to stop wasting money on leads you don’t convert, this episode is packed with practical insight.Episode Timeline & Highlights[0:00] – Introducing Glen Petersen and Bateman Collective’s focus on PPC and SEO for real estate investors.[3:16] – From traditional marketing to digital and why attribution changed everything.[6:57] – Why PPC costs are rising and what’s really happening behind the scenes with Google.[8:16] – Cost per lead vs cost per acquisition and why most investors track the wrong metric.[9:56] – Why Bateman turns clients away who aren’t operationally ready.[13:16] – Demand generation vs demand capture and why messaging must change.[13:31] – Speed-to-lead and why delayed response kills deals instantly.[15:11] – Real examples of answering leads instantly vs sending them to voicemail.[16:27] – Tracking beyond the lead and identifying breakdowns in the funnel.[18:16] – Using data feedback loops to improve Google’s algorithm performance.[25:41] – How AI is accelerating SEO results faster than traditional timelines.[26:32] – Real example of 25% of SEO revenue coming from AI-driven discovery.[27:19] – AI ads, ChatGPT search, and the future of paid acquisition channels.[29:39] – When investors should start PPC and SEO in their business journey.[30:30] – Why SEO is a long-term play but creates massive ROI over time.[34:33] – The importance of consistency in marketing and avoiding “shiny object syndrome.”[36:11] – The 3–6 month learning phase most investors underestimate.[36:41] – Who Bateman Collective works best with and how to get a free audit.5 Key TakeawaysYour business must be ready before your marketing works. Leads are useless without systems, follow-up, and speed.Speed-to-lead is everything. The first conversation often wins the deal.Track beyond the lead. Revenue and conversion data matter more than cost per lead.AI is accelerating search and discovery. SEO is evolving faster than ever before.Consistency beats experimentation. Marketing works when you commit long enough to let it compound.Links & ResourcesBateman Collective – PPC, SEO, and digital marketing for real estate investors: https://batemancollective.comFree PPC & SEO Audit: https://get.batemancollective.com/rlpSmrtPhone – The only phone system built for real estate investors (5,000 free minutes)ThatRealEstateTechGuy.com – All episodes and exclusive tech discountsClosingIf you enjoyed this episode, please follow, rate, and review That Real Estate Tech Guy. Share it with an investor who’s spending money on marketing but not seeing results — because most of the time, the problem isn’t the leads… it’s what happens after they come in.More high-signal conversations coming next.

  9. 51

    Why Creative Finance is No Longer Optional in Today's Real Estate Market ft. Joe & Jenn Delle Fave

    Joe started with a borrowed cassette tape course in 2000. Jenn was a middle school teacher going into debt. When they met in 2008, they began buying junkers, slowly stacking deals, and figuring out creative finance when the banks tried to cap them at ten mortgages. In 2020, Covid forced the leap to full time — and they never looked back. Today they run a thriving portfolio, a coaching community, and a life built around family and freedom. No flash. Just discipline.Episode Timeline & Highlights[0:00] – Introduction to Jen and Joe and what makes their story different.[3:00] – How a teacher and a car dealership finance manager found each other and real estate.[4:35] – Joe's first deal: $12,000 profit from a borrowed cassette tape course.[5:52] – Building slowly with BRRRR before it had a name.[6:12] – The 2016 turning point: banks threaten to cap mortgages, creative finance enters the picture.[6:33] – How Covid became the catalyst to go full time.[10:10] – Joe on why "real wealth is silent" — and why the backyard office beats the Lambo.[12:24] – How technology enabled virtual deals during Covid — and changed everything.[18:35] – What drove them from investors to coaches: authentic sharing and organic demand.[22:08] – The "cheat code": Joe's deal knowledge + Jen's teaching ability = a community that actually works.[28:42] – Why creative finance is no longer optional in today's market.[30:04] – A current deal: turnkey house, $5,000 down, 3.25% rate, cash flowing from day one.[31:37] – The lease option model: renters paying 20–30K upfront and multiple six-figure exits.[32:14] – The full wealth-building path: wholesale → keep the good ones → lease option → 1031 → scale.5 Key TakeawaysCreative finance is a must-have tool. Seller financing and lease options let you buy houses others can't — at prices that actually pencil out.Slow and steady builds real wealth. Joe and Jenn layered knowledge and deals methodically. The foundation is what lasts.The best coaches are still in the game. Their community grew because client results were real — not because of a big profile.Technology removes all excuses. You can buy, manage, and close deals in states you've never visited. The barrier is mindset.The lease option is an underused wealth multiplier. Big upfront deposits, strong cash flow, and 1031 exits compound fast.Links & ResourcesCreative Finance Playbook – Free Facebook group with Q&A and deal breakdownsCreativeFinancePlaybook.com – Free tools to find leads and talk to sellerssmrtPhone – The only phone system built for real estate investors (5,000 free minutes)ThatRealEstateTechGuy.com – All episodes and exclusive tech discountsClosingIf this episode resonated, please follow, rate, and review That Real Estate Tech Guy — and share it with someone still waiting for the "right time" to get started.Discipline will always beat flash.

  10. 50

    Why AI Should Be Treated as Labor Not Just Another Tool

    This week’s episode is a little different. It’s just me. I’ve been speaking at several events recently and noticed that one idea keeps resonating with people over and over again — the idea that AI shouldn’t be viewed as software, but as labor.Most businesses today are experimenting with AI tools, but very few have actually made the mindset shift required to unlock its real potential. In this episode, I break down why the real transformation happening right now isn’t about shiny tools or clever prompts — it’s about redefining how work gets done inside your business. AI is no longer just something that helps your team work faster. It’s something that can share responsibility for output alongside your team.We dig into how the evolution from SaaS software to AI agents is changing the structure of businesses, why most companies are still thinking about AI the wrong way, and how role-based AI workers can dramatically increase production without dramatically increasing headcount. If you’re a real estate investor or entrepreneur trying to scale without constantly hiring more people, this episode will challenge how you think about the future of your workforce.Episode Timeline & Highlights[0:00] – Why this episode is a solo talk based on presentations Jordan has been giving recently.[1:09] – The core idea: AI should be viewed as labor, not just software.[2:05] – Why most businesses are still thinking about AI in the wrong way.[3:06] – The “shiny tool” problem and why real estate investors are especially prone to it.[5:42] – A quick historical look at how labor and production have evolved.[6:40] – How SaaS changed business productivity over the last 30 years.[9:41] – Why SaaS systems increased efficiency but still relied on human execution.[10:12] – The next shift: AI systems that can share responsibility for output.[11:59] – How traditional CRMs hit a ceiling because humans must still execute tasks.[12:38] – AI agents as workers that can perform roles inside a business.[14:31] – How Smart Agents were designed around roles instead of generic tools.[22:00] – A real example: four contracts generated from after-hours AI responses.[23:17] – Why urgency and speed-to-lead are critical in real estate investing.[24:37] – The opportunity created by 24/7 lead response.[27:16] – Where AI agents work best: repetitive, high-volume operational roles.[28:28] – How businesses that adopt AI labor models will outpace competitors.5 Key TakeawaysAI is not just a tool — it’s a workforce multiplier. Businesses need to treat it as labor, not software.The SaaS era increased efficiency, but AI changes output itself. Systems can now participate in execution.Role-based AI wins. Treat AI agents like employees with defined responsibilities.Speed matters in real estate. AI answering leads instantly can unlock deals humans miss.Start small. Introducing one AI role into your workflow can transform your productivity.Links & ResourcesSmrtPhone – The only phone system built for real estate investors (5,000 free minutes)Smart Agents – AI workforce tools built into the SmartPhone platformThatRealEstateTechGuy.com – All episodes and exclusive tech discountsClosingIf you enjoyed this episode, please follow, rate, and review That Real Estate Tech Guy. Share it with someone who’s experimenting with AI but hasn’t yet made the mindset shift from tools to workforce.Because the businesses that understand this shift early will build a massive advantage in the years ahead.

  11. 49

    How to Scale Flips Across Multiple States Without Losing Control ft. Bobby Triplett

    This week, I sit down with Bobby Triplett, Senior Vice President of Renovations at Offerpad, and we go deep into one of the most overlooked but critical parts of real estate investing — renovations at scale.Bobby oversees renovation operations across 15 states and 20+ markets, managing hundreds of projects per month. We talk about what it actually takes to build a consistent, high-performance renovation machine across multiple regions, why most contractors struggle with accountability, and how speed — not just cost — is the real lever that protects profit in today’s market.If you’re flipping houses, expanding into new markets, or frustrated with unreliable contractors, this episode will completely shift how you think about execution, leadership, and operational consistency.Episode Timeline & Highlights[0:00] – Introducing Bobby Triplett and Offerpad’s renovation footprint across the country.[3:19] – How Offerpad evolved from iBuyer to nationwide renovation service provider.[5:08] – Scaling to 1,200+ flips per month and what that taught the team about systems.[7:27] – Why no two homes — or markets — are the same.[9:18] – Leadership summits, shared scars, and building a culture of accountability.[11:16] – Why tech investment often ignores renovations — and why that’s a mistake.[14:17] – Standardization vs. local market nuance in construction.[16:34] – Radical transparency with contractor scorecards and performance metrics.[18:46] – Creating accountability without yelling and chaos.[23:36] – Speed vs. cost vs. quality — and why Bobby bets on speed.[24:41] – Paying contractors fast to build loyalty and priority.[27:53] – Who Offerpad serves best — mid-sized operators and serious flippers.[29:28] – Enabling remote investing with trusted boots on the ground.[31:01] – Institutional-level renovation services without institutional overhead.[33:08] – The Days Per Thousand (DPT) metric and controlling project timelines.[34:36] – Why today’s tighter market punishes sloppy execution.[36:41] – Building investor confidence through consistency and delivery.5 Key TakeawaysSpeed protects profit. The longer a project drags, the more risk and holding costs eat your margin.Standardization scales, but local expertise wins. 80% process, 20% market nuance.Transparency drives performance. Scorecards and accountability conversations matter.Pay fast, expect excellence. Strong contractor relationships are built on trust and consistency.Remote investing only works with reliable execution. Acquisition and disposition are easy — swinging hammers is not.Links & ResourcesOfferpad Renovations – Nationwide renovation services across 15 statesConnect with Bobby Triplett – LinkedInSmrtPhone – The only phone system built for real estate investors (5,000 free minutes)ThatRealEstateTechGuy.com – All episodes and exclusive tech discountsClosingIf you enjoyed this episode, please follow, rate, and review That Real Estate Tech Guy. Share it with an investor who’s ready to expand markets, tighten execution, and stop letting renovations be the bottleneck in their business.

  12. 48

    How 5,000 Units Exposed the Real Problem in Property Management ft. Tim Bratz

    This week I’m joined by Tim Bratz, real estate investor, operator, and now software founder of Smart Management. Tim has built, scaled, pivoted, and rebuilt multiple times on his entrepreneurial journey — and this episode dives into every arc. From starting in real estate in 2007 right before the crash, to rebuilding after going broke, to scaling nearly 5,000 units, and now launching a disruptive property management platform, Tim’s story is anything but linear.We talk about resilience, market cycles, bad partnerships, scaling teams, and the reality that success is rarely one straight line. Then we shift into the real pain point that sparked his latest venture: third-party property management and outdated software systems that quietly destroy asset value. If you own rentals, operate multifamily, or care about protecting NOI in today’s market, this episode is a must-listen.Episode Timeline & Highlights[0:00] – Introducing Tim Bratz and the multi-arc entrepreneurial journey.[3:19] – Getting started in real estate in 2007 and surviving the crash.[4:54] – Buying rentals at the bottom of the market in Cleveland.[6:27] – Discovering the power of multifamily efficiency.[7:27] – Partnership challenges and pressing the reset button.[8:33] – The 2017 pivot from transactional flips to full-scale apartment acquisition.[9:48] – Scaling to nearly 5,000 doors in just a few years.[11:39] – The headwinds: interest rates, insurance spikes, supply chain chaos.[13:28] – Why bad property management evaporates more wealth than market shifts.[15:22] – The emotional rollercoaster of entrepreneurship and long-term thinking.[18:01] – Controlling what you can control in volatile markets.[21:23] – The origin of Smart Management and the engineering mindset behind it.[23:35] – The core problem: too many disconnected tech systems.[25:11] – Why legacy property management software is outdated and slow.[27:20] – Building an all-in-one “business in a box” platform.[29:16] – Real-time financial visibility vs. six-week-old reporting.[31:04] – AI automations inside property management operations.[33:53] – Automating maintenance requests and reducing overhead.[35:23] – Increasing NOI through operational efficiency and staffing optimization.[38:49] – Why this industry is primed for disruption and AI integration.[40:25] – Raising capital, scaling Smart Management, and onboarding demand.5 Key TakeawaysEntrepreneurship is not linear. Multiple resets are part of building something meaningful.Long-term thinking prevents short-term panic decisions. Control the controllables.Operational inefficiency destroys asset value faster than market shifts.Real-time data changes everything. You can’t drive forward looking in the rearview mirror.AI and automation will redefine property management economics. Lower overhead = higher NOI = higher valuation.Links & ResourcesSmart Management – Join the waitlist at SmartManagement.comConnect with Tim Bratz – @TimBratz on social mediaSmrtPhone – The only phone system built for real estate investors (5,000 free minutes)ThatRealEstateTechGuy.com – All episodes and exclusive tech discountsClosingIf you enjoyed this episode, please follow, rate, and review That Real Estate Tech Guy. Share it with an investor who’s scaling rentals, frustrated with property management, or ready to think long term about building real enterprise value.More high-level operator conversations coming next.

  13. 47

    Seven Steps to Building Predictable Deal Flow ft. Zachary Beach

    In this episode, I sit down with Zachary Beach, CEO of Smart Real Estate Coach and longtime real estate investor, to unpack one of the most relatable entrepreneurial journeys we’ve had on the show. Zach went from bartending and personal training to building a scalable real estate investing company alongside Chris Prefontaine — and the transition wasn’t accidental.We dive deep into the real shift that happens between doing your first deal and deciding you’re actually going to build a business. Zach shares how mastering seller communication, systemizing follow-up, and thinking in scalable processes — not just transactions — allowed him to go from side hustle to multiple deals per month. This conversation is packed with practical insight for anyone trying to leave their W2 job, scale past their first few deals, or stop being the bottleneck in their own business.Episode Timeline & Highlights[0:00] – Introducing Zachary Beach and his journey from bartender to full-time investor.[2:58] – Why social skills don’t automatically translate to phone skills — and what actually matters.[4:27] – The three-part structure of a high-converting seller call: introduction, clarification, and permission.[6:13] – Why asking hard questions builds trust faster than avoiding them.[9:01] – Motivation discovery and why most investors never dig deep enough.[12:59] – Zach’s first creative deal and the mindset shift that followed.[15:08] – Moving from getting paid for hours to getting paid for results.[18:29] – The early follow-up system using physical 1–31 folders.[21:23] – Why the fortune truly is in the follow-up — and why most people still avoid it.[24:38] – Transitioning from paper systems to CRMs like Podio and beyond.[27:01] – The seven steps to a “taken” and building predictable deal flow.[29:50] – Delegation vs. doing everything yourself — the doctor’s office analogy.[33:19] – Building a team that operates in systems, not personalities.[35:23] – Zach’s free book offer and the three-paydays strategy.5 Key TakeawaysYour first deal creates belief — not mastery. The real shift happens when you decide to build systems, not chase transactions.Seller communication is a skill, not talent. Structure beats charisma on the phone.Follow-up is a system problem, not a motivation problem. If it’s not automated or scheduled, it won’t happen.Scaling requires duplication. You must extract knowledge from your head and embed it into process.Money flows to results, not effort. Transitioning from hourly thinking to outcome thinking changes everything.Links & ResourcesFree Book – Real Estate On Your TermsGet Zachary’s bestselling book and learn how to create three paydays on every deal: ThreePaydaysBook.comSmart Real Estate Coach – Creative financing training and mentorshipSmrtPhone – The only phone system built for real estate investors (5,000 free minutes)ThatRealEstateTechGuy.com – All episodes and exclusive tech discountsClosingIf you enjoyed this episode, please follow, rate, and review That Real Estate Tech Guy. Share it with someone who’s stuck between their first deal and their first scalable system. The shift from operator to business builder starts with mindset — and then it’s reinforced with systems. More high-impact conversations coming next.

  14. 46

    Why Disposition Deserves as Much Attention as Acquisition ft. Tim Street

    Hey, it’s Jordan Samuel Fleming — welcome back to That Real Estate Tech Guy! This episode is a big one for anyone who flips houses or plans to exit properties in the next 6–12 months. I’m joined by Tim Street, also known as the “FSBO Guy,” and this conversation is all about disposition — the most overlooked (and often most expensive) part of real estate investing.Tim makes a compelling case for why investors are often far more qualified than they realize to handle the selling side of their own deals. We break down the myths around needing an agent, the real reasons investors lose tens of thousands of dollars on exits, and how tighter markets demand tighter execution. From pricing strategy and inspections to psychology, urgency, and transparency, this episode is packed with practical tactics that can dramatically increase your net profit.Episode Timeline & Highlights[0:00] – Introducing Tim Street and why this episode focuses on disposition, not acquisition.[1:35] – Why investors are often more informed than many real estate agents.[3:55] – The power of leverage: why saving $3k on a sale can mean $30k on your next deal.[5:18] – The three common investor exits and where Tim’s approach fits best.[6:42] – Why flippers and buy-and-hold investors benefit most from controlling the sale.[7:35] – The myth that selling a home requires a law degree.[9:03] – The two biggest fears investors have when selling themselves: pricing and legal risk.[9:26] – Why underpricing is safer than overpricing in today’s market.[10:16] – The real reason FSBO lawsuits happen (and how to avoid them).[11:57] – Why investors obsess over acquisitions and ignore the part where the money is made.[13:08] – How tighter markets eliminate sloppiness and punish bad exits.[15:08] – A-player markets and why optimization now matters more than ever.[23:29] – Using AI and better copy to make listings emotionally compelling.[24:16] – The invite-only neighborhood open house strategy.[27:33] – Turning neighbors into your best sales force.[29:16] – Creating urgency through exclusivity and strict offer deadlines.[34:48] – Reduced-commission agent options when FSBO isn’t a fit.[36:03] – Why disposition deserves as much attention as acquisition.5 Key TakeawaysDisposition is where profit is made or lost. You can’t afford to treat it as an afterthought.Investors are more capable than they think. Selling isn’t magic — it’s process and preparation.Transparency removes buyer leverage. Pre-list inspections and open-book pricing change the game.Tight markets punish sloppy exits. Every mistake now shows up in your net profit.Saving money on the sale compounds forward. Small wins on exits fuel bigger future deals.Links & ResourcesFSBO Readiness Quiz – Find out if selling yourself is right for you👉 https://foolprooffsbo.com/quiz7-Day FSBO Launch Blueprint (Free eBook)👉 https://foolprooffsbo.com/ebookInvestor Power Pack👉 https://foolprooffsbo.com/investorsSmrtPhone – The only phone system built for real estate investors (5,000 free minutes)ThatRealEstateTechGuy.com – All episodes and exclusive tech discountsClosingIf you enjoyed this episode, please follow, rate, and review That Real Estate Tech Guy. Share it with an investor who’s focused on acquisitions but hasn’t yet optimized their exits. In this market, selling smarter isn’t optional — it’s survival. More high-signal conversations coming next.

  15. 45

    How to Raise Private Money Without Begging or Pitching ft. Jay Conner

    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 TakeawaysRaise the money before you need it. Private money works best when there’s no desperation.Math beats emotion. If the numbers work, the deal works — period.Private money is asset-backed. Lenders are protected by the property, not your promises.Beginners can raise private money. Past success, partnerships, and integrity matter more than deal count.AI supports experience — it doesn’t replace it. Use technology with guardrails, not blind trust.Links & ResourcesPrivate Money Academy – First month free at jayconner.com/trialFree Book: Where to Get the Money – Autographed copy + 2 conference tickets: jayconner.com/bookSmrtPhone – The only phone system built for real estate investors (5,000 free minutes)ThatRealEstateTechGuy.com – All episodes and exclusive tech discountsClosingIf 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.

  16. 44

    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 TakeawaysFundamentals always win. Markets, tools, and strategies change — principles don’t.Remote investing works when systems replace proximity. Visibility beats geography.Cheap deals often hide expensive problems. Performance matters more than price.Technology is an equalizer, not a substitute for discipline. Tools only work if enforced.High performers share the same habits across every field. Effort creates “effortless.”Links & ResourcesThe A Game Podcast – High performers across real estate, sports, and businessNickLamagna.com – Podcast links, socials, and resourcesSmrtPhone – The only phone system built for real estate investors (5,000 free minutes)ThatRealEstateTechGuy.com – All episodes and exclusive tech discountsClosingIf 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.

  17. 43

    The Competitive Advantage of Thinking AI-First Before Everyone Else ft. Kenner French

    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 TakeawaysAI-first is a mindset, not a toolset. It changes how you think, not just how you automate.AI enhances humans — it doesn’t replace them. The real power comes from collaboration.Ideas now matter more than execution speed. AI compresses build times dramatically.Context and memory are everything. AI agents that remember outperform scripts every time.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/6I98SqKVast 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 discountsClosingIf 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.

  18. 42

    When Creative Finance Actually Makes Sense and When It Doesn’t ft. Caleb Christopher

    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 TakeawaysCreative finance only works after traditional options fail. Cash, MLS, and keeping the property must be ruled out first.Story beats structure. Seller motivation and context matter more than formulas.Creative deals are partnerships. Expect long-term communication and responsibility.Documentation protects everyone. Ethical creative finance requires clarity and disclosures.Technology should assist judgment, not replace it. AI enhances consulting, not accountability.Links & ResourcesCreative TC – https://creativetc.io/aboutSmrtPhone – The only phone system built for real estate investors (5,000 free minutes)ThatRealEstateTechGuy.com – All episodes and exclusive tech discountsClosingIf 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.

  19. 41

    The Difference Between Running Deals and Building a Real Business ft. Benmont Locker

    Hey, it’s Jordan Samuel Fleming — welcome back to That Real Estate Tech Guy! In this episode, I’m joined by Benmont Locker, real estate operator, entrepreneur, and co-founder of RAMP REI, a consulting and training organization focused on helping investors build scalable, metrics-driven sales machines.This conversation is less about shiny tools and more about the unsexy fundamentals that actually allow businesses to scale. Benmont shares how his team helped build and operate a 500+ deals-per-year real estate organization by systematizing intuition, enforcing accountability through data, and creating a culture where performance — not personalities — drives decisions.Episode Timeline & Highlights[0:00] – Introducing Benmont Locker and his background in operational startups and real estate.[1:39] – Why this episode is really about entrepreneurship, not just technology.[3:41] – Scaling to 50+ employees and hundreds of deals per year by systematizing fundamentals.[5:07] – Why “anyone can start a business, but scaling one is the real skill.”[6:27] – The leadership transformation required to move beyond intuition and brute force.[7:46] – Turning one person’s experience and instincts into repeatable systems.[9:06] – The role enterprise CRMs play in shortening feedback loops and enforcing truth.[9:48] – Consolidating platforms to improve data integrity and decision-making.[12:38] – Why metrics make hard leadership conversations objective, not personal.[13:28] – How data enables autonomy, accountability, and better team leadership.[15:22] – Why people hide in growing companies without visibility and metrics.[16:09] – Avoiding data overload: only measure what you’re willing to act on.[16:54] – The “six core metrics” rule and nested metric analysis.[17:51] – Identifying whether problems are people, process, or strategy.[18:58] – Board-level metrics vs. day-to-day operator metrics.[23:08] – How metrics transformed company culture and peer accountability.[25:19] – Real examples of accountability flowing upward — not just downward.[27:24] – The transition from operating companies to building RAMP REI.[28:45] – Operationalizing sales to create predictable conversion.[33:07] – Integrity, receipts, and why real operators make the best mentors.[35:20] – Why fundamentals never change, regardless of technology.[38:29] – Discipline over motivation and why execution beats inspiration.[41:52] – How technology compresses timelines — but doesn’t eliminate the work.[42:33] – How to connect with Benmont and learn more about RAMP REI.5 Key TakeawaysScaling is operational, not inspirational. Systems beat intuition past a certain size.Metrics remove emotion. Truth enables better leadership, accountability, and culture.Only measure what you’ll act on. Data without decisions creates paralysis.Culture is built on performance clarity, not perks or slogans.Real businesses are built on fundamentals, not hacks or shortcuts.Links & Resources:RAMP REI – https://ramprei.com/SmrtPhone – https://www.smrtphone.io/ThatRealEstateTechGuy.com – All episodes and exclusive tech discountsClosingIf you enjoyed this episode, please follow, rate, and review That Real Estate Tech Guy. Share it with an investor who’s tired of plateaus and ready to build something scalable, durable, and real. More conversations with operators who’ve actually done the work are coming next.

  20. 40

    Revenue Is Vanity, Profit Is Sanity: Scaling without Losing Profit ft. David Richter

    Hey, it’s Jordan Samuel Fleming — welcome back to That Real Estate Tech Guy! In this episode, I’m joined by David Richter, author of Profit First for Real Estate Investing and founder of Simple CFO Solutions. This is one of those conversations that every investor needs to hear — especially if you’re scaling and wondering why more deals aren’t translating into more money in the bank.David and I dig into the fundamentals that never go out of style: cash flow, profit, and financial clarity. We talk about why revenue is vanity, profit is sanity, and cash is king — and how too many investors scale volume without fixing the leaks underneath. We also explore where technology helps financial clarity and where it creates analysis paralysis that actually slows growth.If you’re doing deals but still feeling stressed, underpaid, or unsure where the money is going, this episode will help you reset your foundation and build a business that actually pays you.Episode Timeline & Highlights[0:00] – Introduction[0:42] – Introducing David Richter and why profit matters more than deal volume.[2:04] – Scaling to 25 deals a month while losing money — and the wake-up call that followed.[4:03] – Why every business eventually comes down to profit, cash flow, and fundamentals.[7:48] – Why outsourcing bookkeeping doesn’t replace owner financial responsibility.[8:53] – The first step: implementing a cash management system before hiring help.[10:25] – What business owners must understand, even with a CFO or finance team.[11:25] – The three numbers every investor needs to know: make, spend, keep.[17:00] – How small overruns multiply into major cash crises at scale.[18:06] – Tech that helps: Profit First banking, automation, and expense management.[22:15] – QuickBooks Online, dashboards, and choosing tools that support decisions.[25:38] – Dashboards done right vs. dashboards that cause paralysis.[26:23] – Only track numbers that lead to decisions.[33:11] – Investors obsess over CRMs but avoid the numbers that create freedom.[34:23] – Doing 300 deals a year and being no closer to financial freedom.[36:09] – Financial literacy is a skill — not a personality trait.[38:00] – How Simple CFO Solutions helps investors at different stages.[40:09] – How financial clarity reduced stress and improved decision-making at scale.5 Key TakeawaysMore deals don’t equal more profit. Without systems, scale just magnifies financial problems.Business owners must understand their numbers. Delegation doesn’t remove responsibility.Cash management comes before accounting. Profit First gives owners control immediately.Track only decision-driving metrics. More data isn’t better — better data is.Financial clarity reduces stress. Knowing where money goes changes how you lead and scale.Links & ResourcesProfit First for Real Estate Investing – https://join.simplecfo.com/book-a-discovery-callSimple CFO Solutions – simplecfo.comSmrtPhone – The only phone system built for real estate investors (5,000 free minutes).ThatRealEstateTechGuy.com – All episodes and exclusive tech discounts.ClosingIf you enjoyed this episode, please follow, rate, and review That Real Estate Tech Guy. Share it with an investor who’s scaling fast but still wondering where the money went. Strong fundamentals build real freedom — and more great conversations are coming next.

  21. 39

    Why Co-Living Creates Stability, Scale, and Long-Term Cash Flow ft. Sam Wegert

    Hey, it’s Jordan Samuel Fleming — welcome back to That Real Estate Tech Guy! In this episode, I’m joined by Sam Wegert, serial entrepreneur and co-living operator who’s building one of the most interesting alternative housing models I’ve seen in real estate today.Sam and I dive deep into co-living — a strategy that’s been common in Europe for years but is now emerging in the U.S. as a powerful solution to the affordable housing crisis and a highly profitable exit strategy for investors. We unpack why co-living is gaining acceptance where Airbnb is being restricted, how it creates long-term stability instead of short-term volatility, and why this model may outperform traditional rentals over the next decade.We also explore Sam’s turnkey approach, how wholesalers and flippers can pre-sell deals into co-living buy boxes, and what investors should be thinking about as markets tighten and traditional exits get harder. This conversation is a masterclass in adapting to market shifts with creativity, data, and long-term thinking.Episode Timeline & Highlights[0:00] – Introducing Sam Wegert and his entrepreneurial background.[1:17] – What co-living is and why it’s common globally but still new in the U.S.[4:15] – Why co-living can be one of the highest cash-flowing asset classes today.[6:25] – The math behind affordability: why studio apartments don’t work for most workers.[8:14] – Renting by the room: creating a brand-new price point in housing.[9:26] – Who co-living serves: young professionals, remote workers, and older adults.[11:36] – Loneliness, community, and why co-living solves more than just housing costs.[17:36] – How consistent, long-term tenants outperform short-term rental volatility.[19:01] – Turning co-living into a new exit strategy for wholesalers and flippers.[22:08] – How Sam tests demand in new markets before buying property.[23:41] – Location rules: commute distance, no HOAs, and neighborhood fit.[33:06] – Technology stack: smart locks, cameras, management systems, and safety.[35:14] – The co-living buy box: size, bathrooms, parking, and layout.[42:18] – How to learn more and attend Sam’s free co-living challenge.5 Key TakeawaysCo-living solves a real problem. It addresses affordability, isolation, and housing demand without government subsidies.Needed beats wanted. Co-living provides stability that short-term rentals can’t match in uncertain markets.Exit strategies are evolving. Wholesalers and flippers can pre-sell into co-living buy boxes for premium exits.Design matters. Layout, parking, and neighborhood fit determine long-term success.Systems win. Technology and management processes make co-living scalable and repeatable.Links & ResourcesFree Co-Living Challenge – Learn Sam’s model at ScaleYourRealEstate.comConnect with Sam Wegert – Instagram: @SamWegertSmrtPhone – Get 5,000 free minutes with the only phone system built for real estate investors.ThatRealEstateTechGuy.com – All episodes, resources, and exclusive tech discounts.ClosingIf you enjoyed this episode, please follow, rate, and review That Real Estate Tech Guy. Share it with another investor who’s rethinking exit strategies and looking for smarter ways to thrive in today’s market. More real-world tech and strategy conversations coming your way.

  22. 38

    How AI + Authentic Content Are Reshaping Real Estate Leads According to Trevor Mauch

    Hey, it’s Jordan Samuel Fleming — welcome back to That Real Estate Tech Guy! Today, I’m thrilled to sit down with Trevor Mauch, founder and CEO of Carrot, one of the most influential lead-generation platforms in real estate. If you’re an investor, agent, or home-services pro, you’ve almost certainly used (or competed against) a Carrot site.This episode goes far beyond lead gen. Trevor walks through how inbound marketing has evolved, how AI is reshaping online search, and why consistency beats speed every time. But where he really shines is in breaking down how to scale a business intentionally — from your first deal to seven figures. He shares his Entrepreneur Freedom Formula, the “pain lines” every business hits, and the identity shifts required to break through each revenue ceiling.Episode Timeline & Highlights[0:00] – Introducing Trevor Mauch and Carrot’s role in powering high-performing investor and agent websites.[1:03] – Carrot’s growth, acquisition of InvestorFuse, and launch of Carrot CRM.[1:57] – Why inbound leads produce the highest motivation, best margins, and fastest conversions.[3:37] – How AI search is shifting consumer behavior — and what investors must adapt to.[6:29] – The importance of marketing diversification once an investor begins scaling.[8:25] – The power of integrated data: knowing which leads become deals and why.[9:50] – How Carrot’s dataset fuels smarter AI, smarter targeting, and smarter follow-up.[10:55] – Why tracking touchpoints per channel allows investors to spend more intelligently.[13:57] – The future: humans handle the highest-value conversations; AI handles the rest.[15:53] – The transformative impact of AI on staffing, hiring, and skill development.[17:35] – Why resisting AI is the modern equivalent of resisting the internet in the ’90s.[24:29] – The two journeys: start-up vs scale-up — and why each demands different thinking.[26:09] – Trevor’s Entrepreneur Freedom Formula and why every cycle takes 2–4 years.[27:32] – Purpose → Consistent Profits → Time & Energy → Renewed Vision.[33:55] – When to begin evergreen marketing: SEO, credibility, content.[34:46] – When to add your first CRM — and why you shouldn’t do it too early.[36:17] – The 300k–1M phase: delegation, VA support, dialing in marketing, mastering your market.[37:23] – The identity shift from performer to builder required to break seven figures.5 Key TakeawaysInbound is the foundation, but combining inbound + outbound produces true scale.Unique data layered on AI is where the biggest wins will come — not AI alone.Hyper-human content wins online as search shifts to reward authenticity over automation.Every business hits “pain lines.” Breaking through requires a mindset shift and new systems.What gets you to $750k won’t get you to $1M. You must transition from performer to builder.Links & ResourcesCarrot / Carrot CRM – High-performing websites + CRM for investors and agents.Entrepreneur Freedom Formula – Download Trevor’s framework at TrevorMauch.com/freedom.SmrtPhone – Claim 5,000 free minutes, the phone system built for real estate investors.ThatRealEstateTechGuy.com – Explore every episode + exclusive tech discounts.ClosingIf you enjoyed this episode, please follow, rate, and review That Real Estate Tech Guy. Share it with another investor who’s ready to scale with clarity, purpose, and the right tech in place.

  23. 37

    How Creative Financing Builds Real Wealth & Works in Any Market ft. Chris Prefontaine

    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 TakeawaysCreative financing works everywhere and avoids traditional lending hurdles.Choose the niche that matches you, not the one that’s loudest online.Mentorship collapses your learning curve and keeps you accountable.Three years of focus beats constant pivots.Use tech to simplify, not distract — task tools, communication platforms, and AI call review matter.Links & ResourcesSmart 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.ClosingIf you enjoyed this episode, please follow, rate, and review That Real Estate Tech Guy. Share it with someone who needs a smarter path into real estate. More great conversations and tech insights are coming up!

  24. 36

    Using AI In Your Sales Process to Become Objection Proof ft. Steve Trang

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

  25. 35

    The Secrets to Finding Deals Through Building a Community ft. Andrew Lucas

    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 TakeawaysTreat real estate like a business. Early mistakes come from poor systems, unclear boundaries, and inconsistent processes.Most investors shouldn’t self-manage. Property management is process-heavy and legally risky without the right expertise.Community accelerates success. Meetups, mentors, and peers help investors skip years of trial and error.Start simple with tech. Only buy tools when your current process breaks — not because they look cool.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) 216-5750ThatRealEstateTechGuy.com – Listen to all episodes and secure exclusive tech discounts.ClosingIf 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.

  26. 34

    Why Most Rehabbers Lose Money (and How to Fix It with Rehab Valuator) ft. Daniil Kleyman

    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 TakeawaysThe devil’s in the details. Most investors lose money not from bad deals but from bad math — missed costs, loan miscalculations, or poor tracking.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.Systemize success. Use templates and saved scopes of work to make future projects faster, more accurate, and more profitable.Adopt tech one step at a time. Adding tools gradually ensures they actually improve your business instead of overwhelming it.Clean data = clear decisions. Every profitable deal starts with accurate information — from comps to renovation costs.Links & ResourcesRehab Valuator – Analyze deals, build budgets, and secure funding. Try the free version at RehabValuator.comFollow Daniil Kleyman – @rehabvaluator on Instagram & YouTube for in-depth real estate tutorials.ThatRealEstateTechGuy.com – Listen to all episodes and get exclusive tech discounts.ClosingIf 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.

  27. 33

    Building Credibility and Cash Flow Through TV Advertising ft. Tony Javier

    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 TakeawaysTV marketing isn’t dead — it’s underused. Target homeowners still watch 2–3 hours of TV daily, making it a prime inbound channel.Inbound leads convert better. One in five TV leads often turns into a deal — far better than cold-calling or texting.Credibility multiplies results. Being on TV boosts trust with sellers, lenders, and partners instantly.Affordability meets ROI. Most markets allow entry-level ad spends between $7,000–$10,000 per month for significant exposure.Process beats performance. The investors who follow up fast, train their teams, and handle leads properly always win.Links & Resources10X 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/thatrealestatetechguysmrtPhone – 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.ClosingIf 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.

  28. 32

    How The Best CRM & Data Will Create More Profit in Your Business ft. Jon Nolen

    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 Takeaways1. 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.ClosingIf 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.

  29. 31

    Why You Don't Need More Leads to Close More Deals ft. Stephanie Betters

    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 Takeaways1. 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 & ResourcesLeft Main REI – https://leftmainrei.co/Deal Signals – AI-powered lead intelligence and data enrichment for Left Main users.Connect with Stephanie Betters on Instagram: @stephbettersClick Call Scale: The Real Estate Investor’s Ultimate Phone System Playbook – Get your FREE copy at https://clickcallscale.com/thatrealestatetechguysmrtPhone – 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.

  30. 30

    The Hidden Cost of Bad Data (and How It’s Killing Your Real Estate Deals)

    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 TakeawaysClean, well-managed data is the foundation of trust and efficiency in every real estate acquisitions team.Training agents in core sales skills like active listening and mirroring is far more powerful than relying solely on scripts.Long-term success requires consistent performance management, with weekly reviews that balance both quantitative and qualitative metrics.Links & ResourcesClick Call Scale: The Real Estate Investor’s Ultimate Phone System Playbook – Get your FREE copy at https://clickcallscale.com/thatrealestatetechguysmrtPhone – 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.If you enjoyed this episode, please rate, review, follow, and share the show so more investors can discover That Real Estate Tech Guy.

  31. 29

    Maximizing your cashflow using AirBNB with Ivan Tejeda

    In this final episode of Season 2 of That Real Estate Tech Guy, we bring you an exclusive conversation with the brilliant Ivan Tejeda, a trailblazer from Prohost and Airbnb!Ivan delves deep into the realms of real estate, technology, and the thriving world of Airbnb. He shares his unique insights on his experience of developing (and teaching) a business model based on short-term rentals using Airbnb.“I think that a lot of people are intimidated by the technology side of things and being able to have all of their ducks in a row. I dealt with this myself, with what's called analysis paralysis. And we get stuck with trying to figure out every single detail before we actually take a step.”Ivan highlights the common challenge many real estate investors face when confronted with technology and complex tasks. There is so much data to look at that “Analysis Paralysis” can take over and cause investors to fixate on minute details instead of embracing the actions they should be taking.Ivan discusses the complexities involved in managing properties, particularly in the context of Airbnb or other short-term rentals. He also emphasizes the importance of making sure that you are earning the maximum potential revenue from your properties. “Many different variables allow us to not only maximize our occupancy but at the same time not leave money on the table, which is what we're here for.” Stay tuned for more exciting updates. as Season 3 is just around the corner, promising even more insights, guests, and cutting-edge discussions. Keep an eye out for the announcement and get ready to embark on another knowledge-packed season of That Real Estate Tech Guy!

  32. 28

    Keep to the Mission - with Jimmy Vreeland

    Get ready for another enlightening episode of That Real Estate Tech Guy as we sit down with the brilliant Jimmy Vreeland from Vreeland Capital. Join us as Jimmy unveils the game-changing potential of a clear mission statement and its incredible impact on your real estate business strategy. Learn how to align your entire team towards a unified goal, driving unparalleled efficiency and focus. Jimmy’s mastery shines as he delves into the realm of insightful reporting. Witness how data-driven gems can guide your decisions, open doors to growth, and reshape the way you approach your business. It’s time to elevate your business strategy and team dynamics. Tune in now to catch Jimmy’s insights and gain a competitive edge in the real estate arena.

  33. 27

    Slow Down and Scale Responsibly - with Kyle Connor

    Are you ready to revolutionize your real estate game? Dive into the latest episode as Kyle Connor from DIY Wholesaling takes the stage with host Jordan to explore the fundamentals of lead generation and scaling responsibly.In a world where speed often takes the forefront, Kyle reminds real estate investors that the first step to consider is getting a power dialer. He says, “The first good step is getting a power dialer. That's what really changed the game for us - getting a power dialer and really getting to do volume and consistency in our marketing.”But guess what? The real revelation lies in his emphasis on the balance between speed and strategy “And what I've realized is needing to basically slow down and scale responsibly.”Kyle reveals a profound lesson he learned: fortify the business’s foundation before charging ahead. With a focus on building robust systems and leveraging technology, the journey becomes the driving force. As he simply puts it, “You need to slow down so you can go faster.”Don’t miss out on this mind-blowing episode that delves into the intricacies of real estate success. Tune in now for a masterclass in responsible scaling and innovative strategies.

  34. 26

    Know the Goal - with Rick Howell

    Are you ready to up your real estate game and boost your investment success? In this episode, Jordan Fleming sits down with Rick Howell, a seasoned real estate expert with years of successful deals under his belt! Rick spills the beans on their well-crafted playbook, guiding you through the process of mastering the numbers before sealing the deal.“The challenge was understanding the numbers and how all that piece worked and making sure we were buying right.” Rick emphasizes the importance of getting the whole picture - from the property’s condition to the required rehabs and installations. By following his well-honed process, real estate investors can rest assured that they won’t miss a single detail, maximizing their returns and minimizing risks.Rick dives into some of  the critical aspects of an investor’s marketing strategy. “So the fundamental base of how we build our coaching program is what kind of marketing budget you have to be able to start driving leads to your business.”Rick explains that no one process fits all. For some investors, a mail campaign works. For others, text messaging kills it. investors have to understand what marketing strategy works best, what platform is needed, and how much investment should be poured in to ensure the money is allocated accordingly.This episode is full of industry insights and proven strategies that will undoubtedly level up your real estate investment. 

  35. 25

    The Carrot lead generation hub - with Trevor Mauch

    Get ready for an episode packed with lead generation tips, as Jordan Fleming is joined by Trevor Mauch, CEO of Carrot. In this episode, Trevor unveils the secrets behind creating websites that don’t just look stunning but also perform at their peak to generate consistent, quality leads.A website is one of the most basic and effective ways to market your business, but not all websites are created to perform; some are just built to look beautiful. Trevor shows how an effective website is developed using proper analysis and how all the elements, sizes, and words can be designed to boost conversions.  You’ll discover how these seemingly small changes can make a world of difference and more than double your conversion rates!"The call-to-action buttons are not just commands: click this, continue, submit; it should be a benefit-oriented button."Trevor dives into how you can reduce resistance and add clarity for potential clients.  “There were deals that he has closed 100% because he reduced resistance, added clarity for people for that next step just by putting in a Calendly link to book an appointment after they submit their form.”This incredible episode is packed with practical tips, real-world examples, and expert strategies to optimize your real estate website and supercharge your lead generation and sales!

  36. 24

    Long Distance Investing - with Sarah Weaver

    Experience the freedom of remote real estate investing, where the world becomes your playground and your investments work for you, no matter where you are. In this podcast episode, we interview Sarah Weaver. She is the founder of Invested Adventures and the author of 30-Day Story: A Real Estate Investor's Guide to Mastering Medium-Term Rentals. Sarah discusses her journey into real estate investing and how it led her to focus on remote property management. She shares her strategies for managing multiple rental properties from afar. To stay organized and manage relationships with local suppliers, cleaners, and tradesmen, she uses tools such as Avail and Asana. Sarah also addresses the fears that many people have when it comes to remote property management and provides tips for overcoming them. She provides advice on technology investments for new investors and emphasizes the need for a solid team to achieve real estate investment success. Tune in to learn more about experiencing the freedom that comes with remote property management.

  37. 23

    The Magic of Inbound - with Bobby Suarez

    Are you ready to take your real estate business to new heights? Join your host Jordan Samuel Fleming as he sits down with Bobby Suarez from SelltoBobby.com in an informative conversation about skyrocketing profit through credible marketing strategies.“Our conversion rate has increased. Even though the leads are more expensive, we're definitely making more money, and we're more profitable now.”Bobby drops some serious knowledge as he shares why he switched from common outbound marketing tactics like SMS and cold calling to the power of inbound marketing. He reveals how his team’s lead quality drastically improved, resulting in an impressive increase in their conversion rate. It just goes to show that sometimes investing in better options can lead to greater profits, even if they initially seem more expensive.“What I like about TV is the credibility piece that comes with TV. So when they see you on TV, they automatically see you as a credible company.”While some real estate investors may settle for cheaper marketing strategies, Bobby knows the secret to success lies in leveraging the power of TV marketing. Not only does it bring a sense of credibility to your brand, but it also attracts inbound leads like a magnet. Sellers are more likely to view companies that have been featured on TV as reputable and trustworthy.

  38. 22

    CRM Special: Dive into Realeflow with Jenna Hoover

    In this special edition of That Real Estate TechGuy, Jordan is joined by Jenna Hoover from Realeflow for a deeper dive into what makes Realeflow one of the most popular Real Estate Investor CRMs on the market."If we talk about the three legs of wholesaling, we need good leads coming in, we have to be able to get it under contract, obviously the art of negotiation, and a good buyer's list. It's like if you think of a tripod, you kick one leg out, then the whole thing falls over."Jenna illustrates how Realeflow was designed to incorporate these three crucial business elements in order to give new (and experienced) investors the best recipe for success.Jenna shares how the integration of AI, which analyzes massive data points and reveals the common factors of houses that were put up for sale, allows the system to accurately predict which property will most likely be sold in the next 90 days, giving investors a reduced cost of marketing and an easy win in the business."If we see that somebody is showing the same symptoms as somebody else in the past, then we're able to accurately predict the likelihood that this person is going to sell their property in the next 90 days.”

  39. 21

    Technology-Powered People - with Eric Brewer

    In this episode, Eric Brewer shares valuable insights on how to scale your real estate business by bringing together the right people with the right technology. Eric has done over 3,000 residential real estate deals in both Pennsylvania and Maryland, and his experience covers a wide range of deal types and strategies, including novations, wholesaling, flipping, construction, direct-to-seller marketingJordan and Eric dive into how getting the right technology will unleash your team’s potential and drive your business expansion. Eric brings his experience of different disposition options to look closer at novations and other wholesaling techniques, as well as how to find the perfect buyers for your properties.“I think it's the one thing that a lot of iBuyers have tried to figure out whether they go 100% tech, and they're still apparently needing that human interaction, but when you find the right blend of those two, you're going to have a significant advantage.”This episode is a great combination of hard-won experience and innovative thinking.

  40. 20

    The Money Making Power of Texts - with Michael Bartolomei

    In this episode our guest is Michael Bartolomei from Launch Control, who sheds light on how text messages can transform your real estate business.Michael’s message: forget mass messaging! Effective SMS engagement is all about building trust and personal connections. Michael shares his expertise in leveraging the power of text messages to connect with potential clients and foster relationships that lead to successful deals.We dive into Launch Control, an SMS engagement platform exclusively for real estate investors and wholesalers,  how their platform seamlessly integrates with popular CRMs, making lead management a breeze.Michael and Jordan focus on the real benefits and real impact of SMS engagement on real estate investment businesses and how you can use it to accelerate your growth!

  41. 19

    Facts vs. Feelings - with Don Costa

    In this episode Jordan talks with Don Costa, a real estate rehab and investment expert, host of the “Real Talk for Real Estate Investors” podcast, and founder of the Inner Circle Elite mastermind.Don takes us through his own experience as an investor, and how technology has developed to become an essential part of the modern real estate investment business.Jordan and Don dive into the pivotal role metrics now play in making informed investment decisions, and how new CRM capabilities have revolutionized the way data is tracked, analyzed, and leveraged.This is a great opportunity to learn directly from a seasoned real estate investment professional, podcaster, and mentor.

  42. 18

    All Data Is Not Equal - with Jesus Toledo

    In this awesome episode, Jordan Samuel Fleming sits down with the co-founder of 8020REI, Jesus Toledo, to talk about how they are helping real estate investors do just that! Jesus shares what makes 8020REI stand out from the rest, detailing why he thinks all data is not created equal. Jesus explains the benefits investors can reap by partnering with data vendors like 8020REI. He sheds light on their unique approach and unveils the philosophy behind the name, stating, “That's why we're called the 8020REI, it's because we always look for the 20%. What did the 20% of properties have in common that generated the 80% of the revenue?” This strategic approach involves analyzing lead generation elements and studying buyers’ habits through reverse engineering. By doing so, investors gain a profound understanding of their “buy box,” enabling them to leverage better data and tailor their marketing strategies accordingly.The discussion takes an intriguing turn as Jesus and Jordan explore the role of data engineering in the real estate industry. Jesus highlights how the younger generation is reshaping the landscape by harnessing the power of data, challenging both seasoned and novice entrepreneurs to embrace data analytics as paramount. He emphasizes, “I realized, and if you notice now, more and more, the big guys in real estate are becoming younger kids, and that evolution is driven by the data as well.”Quality over quantity is a key theme in this episode, and Jesus offers his principles on the matter. He encourages investors to reflect on their most profitable deals and identify the hidden gems that yielded exceptional results. The focus should be on finding those lucrative opportunities rather than spending resources on leads that won’t materialize into closed deals. 

  43. 17

    Reaching That Curve - with Pete Reese

    To succeed in land-flipping, you need a well-defined process and an efficient tech stack that enables each team member to execute their task with precision. In this episode, we have Pete Reese from Reelvest, a successful land-flipping company. Pete explores the distinct features of the land-flipping industry, encompassing direct mail’s significance in the promotion and rigorous due diligence procedures. He emphasizes how technology is essential for managing many successful deals and stresses the importance of a well-organized system with clearly defined steps for efficient execution. Pete shares the strategies and tech stacks that have worked for his company. He also shares a glimpse into the potential future of technology in the land-flipping industry. Join us for this engaging conversation about the intricacies of land-flipping and how technology can help take a business to the next level.“If you're going to start and scale something, and put systems in place and everything, there's just no way you can do it without the help of technology.” - Pete Reese

  44. 16

    Look Ma, I'm On TV! With Darin Damme

    In the premiere of Season 2 of That Real Estate Tech Guy, Jordan Samuel Fleming sits down with Darin Damme founder of Bullseye Branding, an advertising agency focused on real estate investors. Darin is a real estate marketing extraordinaire and operator of DougHopkins.com and co-runner of Ryan Pineda’s Homerun Offer in Las Vegas. Formerly the “Krazy Kid” of Phoenix radio for over 20 years, Darin Damme is particularly brilliant at “moneyballing” TV advertisements and helping other investors figure out the right time slots and ads that will land them leads and deals.Darin and Jordan discuss how TV Advertising doesn’t need to be a mystery: using an algorithm, Darin is able to apply data to figure out which commercial time slots to buy with a given budget, depending on how much one wants to spend to generate a lead. “We figure out the best odds, we figure out what our ads are getting a lead for the price, and then we buy the best commercials for the return.” He explains that you don’t need to waste your money on time slots that have never performed – keep data of what’s working, and let that impact your future buying decisions.Darin also stresses the importance of tweaking your messaging depending on the market or desired outcome of your commercial – but that’s what can set you apart from your competition. “I don't look at us as house buyers; I look at us as problem solvers,” explains Damme, as he goes on to impart the wisdom that simpler is better when it comes to messaging. He urges investors to explain how they can be a problem solver to future leads, don’t be too cute, and track what messaging is working as you go. The episode is jam-packed with more advice and gems of wisdom – plus Jordan’s famous episode-closing questions. Give it a listen, and then check out ThatRealestatetechguy.com for more great episodes from season 1!About Darin DammeDarin Damme is co-Founder and Managing Partner of Bullseye Branding, an ad agency that is disrupting the media buying industry through AI buying technology. Affectionately known as the “beauty and brains” behind the operations, Darin has deep expertise generating quality leads for real estate investors. Darin is  popularly known before as Krazy Kid in the Phoenix radio scene. He got involved in real estate marketing while helping his friend Doug Hopkins produce effective content on real estate commercials. In 2016, he then focused on marketing Doug’s business to achieve its now huge success. He works with all varieties of real estate investors to effectively market their brands. He runs lead generation for over 46 different brands and is launching a new venture, 1-800 Sell Now, an all-in-one one-stop number that bridges buyers to sellers or sellers to buyers on all key markets in the country.For a consultation, book at www.bullseyebranding.com.About That Real Estate Tech Guy That Real Estate Tech Guy is the only podcast focused on helping Real Estate Investors make better technology decisions to close more deals and make more money. It is your weekly chance to explore how technology can help your real estate business explode. Informed by decades of REI and technology experience, Jordan gets into the details with seasoned tech and real estate industry leaders to bring you the lessons you need to get ahead. Learn from guest successes and failures, get the inside scoop on the next big trends, and always walk away with actionable ideas to build faster, better, and more profitably.Interested in being a guest? Head to thatrealestatetechguy.com and let us know!For more information about smrtPhone, the only all-in-one CRM phone system check out https://www.smrtphone.io/

  45. 15

    Announcing Season 2 of That Real Estate Tech Guy

    Get ready to dive deeper into the world of real estate technology with That Real Estate Tech Guy Season 2 - Launching May 24th! This season is going to be packed with practical tips and strategies to help you attract more leads, close more deals, improve your framework, and optimize your tech stack to grow your business faster and with less effort.Join host Jordan Samuel Fleming as he has insightful discussions with the top experts in real estate investing. Subscribe now and get ready to scale your business like a pro!To listen to past episodes and access exclusive REI technology discounts, check out:  www.thatrealestatetechguy.com 

  46. 14

    Season 1 Recap - That Real Estate Tech Guy

    Season 1 of That Real Estate Tech Guy is a wrap! Jordan Fleming hosts a recap episode where the overarching themes of the season are summarized, the best tidbits of advice are collected, and you get to hear from each of our amazing season one guests! Even though our investors and tech experts come from all different backgrounds, certain topics and themes just kept popping up. We decided to focus on some of the most important, so tune in for a round up of the absolute BEST moments from season one of That Real Estate Tech Guy! First off, Jordan and his guests give their insight on the importance of data: how to collect, organize and analyze your data in a way that is productive and revenue-generating. The conversation turns to scaling, and why every successful leader will eventually have to figure out the smartest way to scale their real estate investment business.“In general, I think that when you start spending money on marketing is when you need to make sure that you’re organized.” - Stephanie BettersEvery entrepreneur and real estate investment professional has probably had to tackle the tricky balance of separating their business from their personal life, so listen in to hear what our experts have to say on it! "I see a lot of guys still using their personal cell phones for business and I just don't understand it!" - Brandin Pettersen.Leads: can't grow a business without 'em, but you also don't want to drown in them! Listen in to hear the best ways to generate leads, as well as foster the ones you have. It's no surprise that another major theme of the episode was about the fortune being in the follow-up. As Larry Goins explains, "sometimes 50% of our closings each month are from old leads." If you're going to listen to one episode of TRETG, it better be this one -- we've distilled our best advice, our best insight, and our best moments from 11 guests into one recap episode. That being said -- all of Season 1 was spectacular, so give us a listen and stay tuned for season 2!About That Real Estate Tech Guy PodcastThat Real Estate Tech Guy is the only podcast focused on helping Real Estate Investors make better technology decisions to close more deals and make more money. It is your weekly chance to explore how technology can help your real estate business explode. Informed by decades of REI and technology experience, Jordan gets into the details with seasoned tech and real estate industry leaders to bring you the lessons you need to get ahead. Learn from guest successes and failures, get the inside scoop on the next big trends, and always walk away with actionable ideas to build faster, better, and more profitably.Interested in being a guest? Head to thatrealestatetechguy.com and let us know!For more information about smrtPhone, the only all-in-one CRM phone system check out https://www.smrtphone.io/

  47. 13

    Episode 11 - Level Up Your Leads with Scott Corbett, Marketing Strategist at Lightmark Media

    Jordan Fleming sits down with Scott Corbett of Lightmark Media to discuss paid advertising, increasing lead generation, and knowing your personal brand. Spending money on advertising is inevitable for most REI professionals, and it can be intimidating to figure out where to spend and how much. Scott explains why getting your ads in front of the right people is a core solution to many of your problems. “The point is, you've got to try to make your ad spend be as efficient as possible. Put your ads in front of the right people, whether it's driven by geography or a custom data set that you can import, and then use a filtering tool for your ads to make it more efficient.” - Scott Corbett on using technology to drive ad spend. Jordan and Scott discuss marketing as an investment rather than simply a business cost. “You've got to use that ROI framework,” Scott explains. “It's not just spending money; you’re investing money in generating marketing that's gonna pay off.” It’s clear that knowing where to place ads is a huge part of effective paid advertising for real estate investors, but so is knowing your unique brand and fleshing out your social media presence. Scott points out that “the stronger your brand presence is in a market, the less hard the paid ads have to work.” Your strengths as a real estate investor aren’t just numbers and the bottom line, it’s also how you’re perceived by potential buyers. “You’ve got to start with the place of who am I? And how do I help people? And who do I help? Get comfortable being that person, showing up and getting the message out there.” As always, the Fast Five rounds out the episode, so stay tuned to learn what Scott thinks is the future of effective social media (here’s a clue: video, video, video!).About Scott Corbett Scott is the founder of Lightmark Media, a full-service agency that has served operators, educators and capital raisers in the real estate space for over 10 years.Lightmark has a 10-year track record of helping real estate investors around the US do more deals more profitably by delivering motivated seller leads and ready buyers. Lightmark also helps REI thought leaders build and sell coaching and training products. And if you raise money or want to, we can help you raise more of it, easier and faster, using proprietary strategies and systems. An all-in-one marketing solution for real estate investors, coaches, educators and anyone raising capital for real estate funds and syndicationsScott graduated from the University of Georgia and lives outside of Athens GA with his wife and 2 children. Go Dawgs!Learn more at https://www.Lightmarkmedia.Com About That Real Estate Tech Guy Podcast That Real Estate Tech Guy is the only podcast focused on helping Real Estate Investors make better technology decisions to close more deals and make more money. It is your weekly chance to explore how technology can help your real estate business explode. Informed by decades of REI and technology experience, Jordan gets into the details with seasoned tech and real estate industry leaders to bring you the lessons you need to get ahead. Learn from guest successes and failures, get the inside scoop on the next big trends, and always walk away with actionable ideas to build faster, better, and more profitably.Interested in being a guest? Head to thatrealestatetechguy.com and let us know!For more information about smrtPhone, the only all-in-one CRM phone system check out https://www.smrtphone.io/

  48. 12

    Ep. 10 - Cold Calling Sucks (Let the VAs Warm it Up!) with Bob Lechance, CEO of REVA Global

    Real Estate Investor Bob Lachance and host Jordan Fleming get into one of the most effective yet dreaded parts of real estate investment: cold calling. They discuss why it’s a necessary evil, and the ways to streamline the process of cold calling by outsourcing it to quality VAs. “Business owners don’t have to do the initial cold call. We want to be talking to the individual that already raised their hand to say, ‘yes, I’m willing to sell.’ That’s when it gets to your plate.” - Bob Lachance Investing in your team – including rigorous quality assurance of the VAs you hire – is the ticket to growing your real estate business. Jordan and Bob discuss the companies they’ve grown, including the growing pains of realizing you can’t do everything yourself, even when you want to. “The technology takes you there, and then the non-technology will be investing in your sales team and understanding sales strategy.” - Lachance on the intersection of technology and non-technology assets. The conversation turns to leads and the importance of separating a true lead from reports of potential leads. Your CRM should only have clean data and surefire leads. Bob explains how he made the mistake early in his career of overloading his CRM with thousands of records. “The only time you throw anything in your CRM is when someone says they want to sell. Boom! That goes in your CRM.” - Bob LachanceOf course, the episode ends with a Fast Five that’s chock full of technology recommendations, and actionable advice on how to actually use your technology, instead of letting it sit and waste money. About Bob Lachance Bob Lachance has been an active business owner and real estate investor since 2004. Bob is an entrepreneur by nature and currently owns, operates and manages many different businesses around the world. Bob helped create the top Real Estate Education and Mentor/Coaching program in existence today, FortuneBuilders, INC. Bob also created one of the premiere Real Estate Virtual Assistant Staffing companies, REVA Global, LLC (REVA). Bob is an expert in the real estate investing space and has an incredible reputation for creation, implementation and execution.Prior to getting into the business sector, Bob had a successful 8 year professional ice hockey career which allowed him the privilege of traveling and living all over the US and Europe. Bob was also a member of the 1995 National Championship Boston University Ice Hockey Team.Visit REVA Global  About That Real Estate Tech Guy PodcastThat Real Estate Tech Guy is the only podcast focused on helping Real Estate Investors make better technology decisions to close more deals and make more money. It is your weekly chance to explore how technology can help your real estate business explode. Informed by decades of REI and technology experience, Jordan gets into the details with seasoned tech and real estate industry leaders to bring you the lessons you need to get ahead. Learn from guest successes and failures, get the inside scoop on the next big trends, and always walk away with actionable ideas to build faster, better, and more profitably.Interested in being a guest? Head to thatrealestatetechguy.com and let us know!For more information about smrtPhone, the only all-in-one CRM phone system check out https://www.smrtphone.io/

  49. 11

    Ep. 9 - Better Buyers Means Better Offers, with Eli Fisher from Audantic

    Jordan Fleming and Eli Fisher, Chief Sales Officer of Audantic, sit down for a dynamic conversation about data, regression analysis, and how consistently finding the right buyer means more money in your pocket. “The problem that we solve in the industry right now is we help our clients really hone in on who has the highest likelihood to sell off-market at a deep discount.” - Eli FisherEli talks about the background of Audantic, and how regression analysis – famously applied in baseball and investment banking – needs to make its way to the real estate market. Having tons of data doesn’t help you if you’re wasting all your time time wading through the buyers who will never sell. Eli talks about the ways that real estate investors can really hone in on the right buyers instead of every buyer. “You can have the best data in the world, it's not going to make a difference. It's the equivalent of giving me the keys to an F1 car. Yeah, it's cool. But I didn't go to race school, what's the point?” Jordan and Eli break down why great process and operations can be the difference between stagnating and growing as an investor. Sometimes it’s important to convert the leads you already have, rather than hoarding new leads. Plus, That Real Estate Tech Guy Fast Five gets, well, real! Eli talks predictive data, who’s paying the most in the marketplace, and more! About Eli FisherAs a lifelong tech evangelist, Eli currently serves as the Chief Sales Officer for Audantic. Having joined the Audantic team in 2019, Eli saw Audantic as the true intersection between artificial intelligence and real estate investing.  As an entrepreneur and noted public speaker, Eli works with large investors from across the country to help them optimize their targeting data with respect to their acquisition and disposition process.  On a daily basis, Eli meets with clients and provides critical insight as to where clients are losing deals within their revenue funnel via the Audantic Attribution platform LiveLoop.   Prior to joining Audantic, Eli co-founded an online platform that united Fortune 500 companies with best-in-class talent for their hiring & human capital needs. With clients ranging from Johnson & Johnson, to KPMG, Eli helped numerous private and Fortune organizations develop and implement scalable talent strategies to accelerate their business.A graduate of the University of Montana, Eli currently resides in Seattle with his wife & two sons.  Find out more about Audantic: http://www.audantic.comFind Eli on Linkedin: https://www.linkedin.com/in/elifisherAbout That Real Estate Tech Guy That Real Estate Tech Guy is the only podcast focused on helping Real Estate Investors make better technology decisions to close more deals and make more money. It is your weekly chance to explore how technology can help your real estate business explode. Informed by decades of REI and technology experience, Jordan gets into the details with seasoned tech and real estate industry leaders to bring you the lessons you need to get ahead. Learn from guest successes and failures, get the inside scoop on the next big trends, and always walk away with actionable ideas to build faster, better, and more profitably.Interested in being a guest? Head to thatrealestatetechguy.com and let us know!For more information about smrtPhone, the only all-in-one CRM phone system. check out https://www.smrtphone.io

  50. 10

    Episode 8 - Tech Chat: Alex Parge

    Jordan Fleming joins the founder of REIvolution (and smrtPhone CFO!) Alex Parge for a chat about CRMs, the importance of visualizing your data, and how to thoughtfully calculate marketing ROI. Alex’s passion for data led to the creation of REIvolution, the first all-in-one data-driven platform that empowers real estate investors to scale their business. Alex notes that REIvolution is “more than a CRM, it’s a way to bring all the data and communication into only one place.” Jordan and Alex discuss the magic of data, and how to use reverse engineering to go beyond how many leads you need to reach your goals to understand the hidden efficiency of a marketing channel and unlock true ROI. What may feel like guesswork to a new entrepreneur can actually be predictable equations if you have the right CRM and use data to your advantage. Alex explains how pre-set drip sequences can help you follow up with clients in a methodical way, without putting in a ton of effort. Don’t let the math and science of it all intimidate you – it’s clear throughout the episode that Alex has put in the work behind the scenes of REIvolution so that their customers don’t have to. Listen in for more info on ROI, Data Visualization and a shocking twist for a tech podcast: print is alive and well! Plus: Jordan’s Fast Five for quick tips on how to build your real estate biz. About TRETG That Real Estate Tech Guy is the only podcast focused on helping Real Estate Investors make better technology decisions to close more deals and make more money. It is your weekly chance to explore how technology can help your real estate business explode. Informed by decades of REI and technology experience, Jordan gets into the details with seasoned tech and real estate industry leaders to bring you the lessons you need to get ahead. Learn from guest successes and failures, get the inside scoop on the next big trends, and always walk away with actionable ideas to build faster, better, and more profitably.Interested in being a guest? Head to thatrealestatetechguy.com and let us know!For more information about smrtPhone, the only all-in-one CRM phone system, check out: https://www.smrtphone.ioAbout Alex Parge & REIvolution Alexandru Parge is the founder of REIvolution as well as the CFO of smrtPhone. He has a passion for numbers and making things work in Podio. He's helped to drive the creation of the smrtStudio organization. A self-professed numbers geek, he's happiest when sitting in front of a big performance dashboard that shows all green.REIvolution is a data-driven platform that empowers you to scale your real estate investment business. With REIvolution you get the best lead management system and make sure there are no leads left behind, to not just meet but exceed your goals.The entire investment process from the beginning to the end happens in the same place: lead generation, appointment creation, automatic text and email follow up, closing the contract, rehab the property and in the end sell it. On top of that, the dashboard offers you real time overview of your business and your team activity enabling you to make the quick, well-informed decisions, wherever you are. For more information check out: www.reivolution.ioFind Alex on Linkedin: https://www.linkedin.com/in/alexandruparge/

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ABOUT THIS SHOW

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.

HOSTED BY

Jordan Samuel Fleming

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