The DealMachine Real Estate Investing podcast

#Trading #Entrepreneur #Business #Podcasting Education #DealMachine Real Estate Investing #David Lecko #Ryan Haywood #Real Estate #Investing #Entrepreneurship #Real Estate Investing #Financial Freedom

1:14:43

Artificial intelligence is evolving at an unprecedented pace—what does that mean for the future of technology, venture capital, business, and even our understanding of ourselves? Award-winning journalist and writer Anil Ananthaswamy joins us for our latest episode to discuss his latest book Why Machines Learn: The Elegant Math Behind Modern AI . Anil helps us explore the journey and many breakthroughs that have propelled machine learning from simple perceptrons to the sophisticated algorithms shaping today’s AI revolution, powering GPT and other models. The discussion aims to demystify some of the underlying math that powers modern machine learning to help everyone grasp this technology impacting our lives, even if your last math class was in high school. Anil walks us through the power of scaling laws, the shift from training to inference optimization, and the debate among AI’s pioneers about the road to AGI—should we be concerned, or are we still missing key pieces of the puzzle? The conversation also delves into AI’s philosophical implications—could understanding how machines learn help us better understand ourselves? And what challenges remain before AI systems can truly operate with agency? If you enjoy this episode, please subscribe and leave us a review on your favorite podcast platform. Sign up for our newsletter at techsurgepodcast.com for exclusive insights and updates on upcoming TechSurge Live Summits. Links: Read Why Machines Learn, Anil’s latest book on the math behind AI https://www.amazon.com/Why-Machines-Learn-Elegant-Behind/dp/0593185749 Learn more about Anil Ananthaswamy’s work and writing https://anilananthaswamy.com/ Watch Anil Ananthaswamy’s TED Talk on AI and intelligence https://www.ted.com/speakers/anil_ananthaswamy Discover the MIT Knight Science Journalism Fellowship that shaped Anil’s AI research https://ksj.mit.edu/ Understand the Perceptron, the foundation of neural networks https://en.wikipedia.org/wiki/Perceptron Read about the Perceptron Convergence Theorem and its significance https://www.nature.com/articles/323533a0…

The DealMachine Real Estate Investing Podcast

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It is a tragedy that 95% of the country is brainwashed into believing that you have to work 50 hours per week for 50 years just to retire. By that point, you might not even enjoy your time off! This podcast helps you escape the traditional 9-5 and embark on a fulfilling, financially rewarding journey. We will show you how it is possible to make your annual salary, monthly through a proven business model called wholesaling real estate. Why wholesaling real estate? This perfect strategy doesn't require significant capital to actually purchase the property yourself, it allows you time freedom without being at someone’s beck and call, and you can make 15% of each deal. You simply find distressed properties and connect them with investors. It's a flexible and scalable way to enter the world of real estate without many of the traditional barriers and offers 5 figure paydays. If you're a newcomer to this world, this podcast is specifically designed for you. Here's what you can look forward to: Wholesaling 101: We break down the ABCs of wholesaling. And no, 'B' doesn't stand for 'Boring.' Beginner’s Bootcamp: Think of this as your training wheels in real estate, only a lot less embarrassing than the ones on your childhood bike. Action Steps: Get ready to jot down exactly what to do next. Support Squad: Dive into a community of fellow newbies with experts we bring in to help. You will achieve success much faster when you have access to people who have achieved what you want to achieve, and the support from those on the same path. Ready to get started? Let's get you listening all the way to the bank. Subscribe and leave us a review! Sign up for a free trial of DealMachine : https://www.dealmachine.com/pod

321 episodes

The DealMachine Real Estate Investing Podcast

updated 3 days ago

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321 episodes

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1
304: How to Quit Your Job with Rental Property Investing 30:15

3 days ago30:15

30:15

If you’ve ever dreamed of quitting your job and living off rental income, this episode is for you. David sits down with Dustin Heiner, an investor who replaced his 9-to-5 income with rental properties and became “successfully unemployed.” From out-of-state investing to the debate between cheap and expensive rentals, Dustin shares his strategies for building wealth and escaping the rat race. Discover why he still chooses single-family homes after 30+ properties and learn his secrets to financial freedom. KEY TALKING POINTS: 0:00 - Introduction 0:27 - An Overview of Dustin Heiner’s Business 1:14 - Why He Decided To Pursue Real Estate 8:28 - The Rentals He Had Before He Quit His Job 10:28 - How He Funded His Rentals 12:37 - The Maintenance For His Properties & Lower Price Point Properties 14:58 - The Buy Box He Recommends In Today’s Market 17:09 - Not Selling Rental Properties 19:40 - The Hotels And Apartment Complexes Dustin Owns 21:49 - Why He Still Prefers Single-Family Houses 23:28 - How He Found His Property Manager 25:08 - What He Did After Finding Out His Property Manager Was Stealing From Him 27:50 - Advice For People Struggling To Get Their First Deal 29:58 - Outro LINKS: Instagram: Dustin Heiner https://www.instagram.com/thedustinheiner/ Website: Dustin Heiner https://masterpassiveincome.com/ Instagram: David Lecko https://www.instagram.com/dlecko Website: DealMachine https://www.dealmachine.com/pod Instagram: Ryan Haywood https://www.instagram.com/heritage_home_investments Website: Heritage Home Investments https://www.heritagehomeinvestments.com/…

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303: $12K On His First Deal After Getting Laid Off 31:57

5 days ago31:57

31:57

After getting laid off, Micah Johnson turned a setback into a $12,000 payday on his first wholesale deal. In this episode, he shares how he made it happen fast with Ryan’s guidance and the mindset shift that set him up for success. Whether you’re facing challenges or just starting out, Micah’s journey proves that the right support and strategy can change everything. KEY TALKING POINTS: 0:00 - Introduction 0:41 - Celebrating Micah Johnson’s First Deal 1:02 - Why He Decided To Start Wholesaling After Working In Real Estate 2:54 - How He Found His First Deal 5:14 - Working With A Realtor On Pocket Listings 7:47 - How He Found A Buyer 9:57 - Where He Plans On Getting More Deals 10:33 - His Income Goals With Wholesaling 12:22 - How He Felt After Losing His Job & Feeling Discouraged 16:24 - How Many Appointments He Went On Before One Deal 21:07 - His Performance Coaching Business 24:44 - How To Keep Fighting When You’re Ready To Quit 28:46 - Advice For People Struggling To Get Their First Deal 29:21 - Where To Find Micah Johnson 31:41 - Outro LINKS: Facebook: Micah Johnson https://www.facebook.com/micah.johnson.790 Website: Micah Johnson https://www.thecollectiveflow.com/ Instagram: David Lecko https://www.instagram.com/dlecko Website: DealMachine https://www.dealmachine.com/pod Instagram: Ryan Haywood https://www.instagram.com/heritage_home_investments Ryan's Coaching Program: https://www.skool.com/deal-mentor-academy-4559/about…

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302: 3 Lessons Learned The Hard Way In Real Estate 15:31

6 days ago15:31

15:31

In this 15-minute masterclass highlight, Liz Faircloth shares three powerful lessons that turned a vacant commercial building into a six-figure success story. Learn how mastering your market, doing competitive due diligence, and strategically repositioning a property can transform even the toughest real estate challenges into profitable opportunities. Liz Faircloth's Free Market Analysis Tool: https://info.therealestateinvesther.com/dealmachine-feb2025 KEY TALKING POINTS: 0:00 - The Deal That Taught Liz Faircloth 3 Hard Lessons 3:09 - Knowing Your Market Vs Knowing The Deal 7:16 - Understanding The Micro Ecosystem 8:49 - The Data That Matters 10:43 - Projecting Rents 12:54 - Deep Evaluation Of A Property 14:48 - Key Takeaways 15:16 - Outro LINKS: Instagram: Liz Faircloth https://www.instagram.com/therealestateinvesther/ Website: Liz Faircloth https://www.therealestateinvesther.com/ Instagram: David Lecko https://www.instagram.com/dlecko Website: DealMachine https://www.dealmachine.com/pod Instagram: Ryan Haywood https://www.instagram.com/heritage_home_investments Website: Heritage Home Investments https://www.heritagehomeinvestments.com/…

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301: Why Cheap And Ugly Houses Are Gold Mines For Flippers 18:45

7 days ago18:45

18:45

Think ugly, cheap houses aren’t worth your time? Think again. In this episode, Stephanie Lombardo shares her secrets to finding rundown properties, adding value, and flipping them for big profits. She explains why mid-level flips are perfect for beginners and how to avoid costly mistakes. You’ll also learn her strategies for working with contractors, deciding between flips and rentals, and balancing real estate with family life. KEY TALKING POINTS: 0:00 - Introduction 0:41 - An Overview of Stephanie Lombardo’s Business 1:15 - Why She Decided To Start Flipping Houses 2:03 - Hard Lessons She’s Learned In Business 4:23 - Working With The “Ugly, Cheap” Flips 8:58 - The Impact That House Flippers Have 11:00 - How Her And Her Husband Divide The Work 12:23 - Stephanie’s Coaching Business 14:22 - How She Decides What To Keep As A Rental 17:00 - Her Advice For Aspiring Flippers With Analysis Paralysis 18:29 - Outro LINKS: Instagram: Stephanie Lombardo https://www.instagram.com/flippinempire/ Website: Stephanie Lombardo https://flippinempire.com/ Instagram: David Lecko https://www.instagram.com/dlecko Website: DealMachine https://www.dealmachine.com/pod Instagram: Ryan Haywood https://www.instagram.com/heritage_home_investments Website: Heritage Home Investments https://www.heritagehomeinvestments.com/…

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300: They Bought Land For $237K — Now It's Worth $32 Million 46:04

10 days ago46:04

46:04

They bought land for $237K in 2021. Now, it’s worth $32 million just 4 years later. In this episode, Seth and Tori Bolt reveal how they built a $32M short-term rental empire with Bolt Farm Treehouse, boasting 2,500+ 5-star reviews, a $700 average daily rate, and 93% occupancy — all while staying 100% off Airbnb. Turn Your Short Term Rental into a 7 figure business (workshop): https://www.boltfarmtreehouse.com/strworkshop KEY TALKING POINTS: 0:00 - Introduction 0:33 - The Difference A Mastermind Can Make 5:05 - An Overview of Seth And Tori Bolt’s Business 6:43 - Learning And Overcoming Every Pitfall Of Their Business 8:38 - How They Grew To 23 Villas 10:49 - Tough Lessons They Learned Along The Way 16:13 - What They Did Next After Taking A Big Loss In South Carolina 25:18 - What They Did With $1 Million In Reservations 28:29 - How They Knew They Had To Fire Their Contractor 30:14 - How Does Creativity Play Into Designing Short-Term Rentals? 33:46 - Advice For People Who Have Struggled With Airbnb 37:51 - Closing Advice From Seth And Tori 42:57 - Closing Thoughts and Takeaways 45:47 - Outro LINKS: Instagram: Bolt Farm Treehouse https://www.instagram.com/boltfarmtreehouse/ Website: Bolt Farm Treehouse https://www.boltfarmtreehouse.com/strworkshop Instagram: David Lecko https://www.instagram.com/dlecko Website: DealMachine https://www.dealmachine.com/pod Instagram: Ryan Haywood https://www.instagram.com/heritage_home_investments Website: Heritage Home Investments https://www.heritagehomeinvestments.com/…

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299: How Much Marketing Does It Take to Get a Deal? 36:05

12 days ago36:05

36:05

Most investors either give up too soon or waste money going too long without results. In this episode, Nicholas Nick joins David and Ryan to break down the numbers—how much marketing does it really take to land a deal? Whether you're cold calling or sending mail, knowing the right benchmarks can save you time and money. KEY TALKING POINTS: 0:00 - Introduction 0:53 - An Overview of Nicholas Nick’s Business 1:49 - What He Was Trying To Accomplish When He Started His Business 3:26 - The Marketing Campaigns Nick’s Company Does 4:42 - Why Pay Someone To Cold Call Instead Of Sending Mail? 7:12 - How Many Calls Does It Take To Get A Deal On Average? 9:57 - How Many Calls Do His Agents Make A Day? 14:17 - How Can You Tell If An Agent Is Doing A Good Job? 17:08 - Incentivizing Agents To Do A Good Job 21:53 - Advice For New Cold Callers 26:01 - How Good Is DealMachine’s Dialer? 26:33 - Why Nicholas Uses A Triple Line Dialer 32:20 - What’s Coming Up For Nicholas Nick? 35:50 - Outro LINKS: Instagram: Nicholas Nick https://www.instagram.com/nicholasnicksays/ Website: Nicholas Nick https://www.leadminingpros.com/ Instagram: David Lecko https://www.instagram.com/dlecko Website: DealMachine https://www.dealmachine.com/pod Instagram: Ryan Haywood https://www.instagram.com/heritage_home_investments Website: Heritage Home Investments https://www.heritagehomeinvestments.com/…

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298: Struggling To Talk To Sellers? Here’s What Actually Works 15:36

13 days ago15:36

15:36

Talking to sellers can make or break your real estate deals. In this 15-minute masterclass recap, Jiries Dawaher walks through the entire seller conversation—from the first call to the final offer. Learn how to ask the right questions, present comps effectively, and handle objections like a pro. If you’re struggling to turn leads into contracts, this is the episode you need. KEY TALKING POINTS: 0:00 - The First Phone Call & Inbound Calls 5:35 - Before The Meeting Homework 8:18 - Showing Up To The Meeting 9:59 - Showing The Seller The Comps 10:51 - Doing The Paperwork (Not Signing The Contract) 12:23 - Going Through The Rehab Spreadsheet With The Seller 13:53 - Giving The Offer 15:21 - Outro LINKS: Instagram: Jiries Dawaher https://www.instagram.com/jiriesd Website: Jiries Dawaher https://www.brrrrinvestacademy.com/ Instagram: David Lecko https://www.instagram.com/dlecko Website: DealMachine https://www.dealmachine.com/pod Instagram: Ryan Haywood https://www.instagram.com/heritage_home_investments Website: Heritage Home Investments https://www.heritagehomeinvestments.com/…

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297: Flipping U.S. Land While Living in Ireland? Here's How He Does It 25:41

14 days ago25:41

25:41

Flipping land in the U.S. while living in Ireland? That’s exactly what Ciaran Sheil does, and in this episode, he breaks down his process. David and Ryan dive into how he finds deals, handles negotiations, and closes transactions—all without ever stepping foot in the States. If you’ve ever wondered how to invest remotely, this episode is for you. KEY TALKING POINTS: 0:00 - Introduction 1:43 - How Do You Wholesale Land? 4:12 - How Do You Find The Land? 6:36 - How Ciaran’s Acquisitions Process Works 9:43 - Why Don’t Sellers Just List Their Land With An Agent? 13:14 - How He Finds His Leads 16:41 - How Would People Get Started Flipping Land In The US From Overseas? 19:42 - Why He Chose This Over Any Other Business 21:38 - Ciaran’s Big Goal With His Business 23:34 - Closing Thoughts 25:25 - Outro LINKS: Facebook: Ciaran Sheil https://www.facebook.com/profile.php?id=100013211319718 Instagram: David Lecko https://www.instagram.com/dlecko Website: DealMachine https://www.dealmachine.com/pod Instagram: Ryan Haywood https://www.instagram.com/heritage_home_investments Website: Heritage Home Investments https://www.heritagehomeinvestments.com/…

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296: The Fast Track To 100+ Deals A Year (What It Takes) 39:15

17 days ago39:15

39:15

Allen Prather is flipping 100 homes this year and building a 100-unit rental portfolio—all while transitioning from car dealerships to real estate investing. In this episode, he shares how he’s scaling his business, the challenges of high-volume flipping, and why wholesaling is next on his list. If you’re serious about growing your real estate business, don’t miss this one. KEY TALKING POINTS: 0:00 - An Overview of Allen’s Business 1:37 - How Many Flips They’re Currently Doing & How They Get 5:13 - Working With Kiavi As A Lender 7:21 - Doing Deals With Wholesalers 9:21 - Why Allen Got Started In Real Estate 12:15 - How Does Real Estate Compare To Owning Car Dealerships? 19:13 - His Pathway To 100 Flips 21:59 - Allen Asks Ryan About Wholesaling 30:30 - Their Investing In Sarasota 32:31 - Allen Gets A DealMachine Demo 38:58 - Outro LINKS: Facebook: Allen Prather https://www.facebook.com/prathercars Website: Allen Prather https://www.pratherbuyshomes.com/ Instagram: David Lecko https://www.instagram.com/dlecko Website: DealMachine https://www.dealmachine.com/pod Instagram: Ryan Haywood https://www.instagram.com/heritage_home_investments Website: Heritage Home Investments https://www.heritagehomeinvestments.com/…

1
1000 Government Lists For Real Estate 6:59

17 days ago6:59

6:59

Most investors don’t realize they’re using government lists the wrong way—or missing out on better data entirely. In this video, David breaks down the biggest mistakes real estate investors make when pulling and marketing to government lists. Learn how to unlock high-quality leads, avoid wasting money, and tap into hidden data sources that can give you an edge. Get the 1000 code enforcement city lists inside my free House Flipping 101 community: https://elite.davidlecko.com KEY TALKING POINTS: 0:00 - The Most Misunderstood Lead Source 1:00 - Mistake 1: You Have Access To These Lists With DealMachine 1:40 - Mistake 2: Marketing To Divorce Lists Instead of "Intrafamily Transfer" 2:28 - Mistake 3: Making Errors When Looking For Government Lists 4:51 - Mistake 4: Only Focusing On Government Lists 6:47 - Closing Thoughts LINKS: Instagram: David Lecko https://www.instagram.com/dlecko Website: DealMachine https://www.dealmachine.com/pod Instagram: Ryan Haywood https://www.instagram.com/heritage_home_investments Website: Heritage Home Investments https://www.heritagehomeinvestments.com/…

1
295: How Dennis Made $50K On His First Wholesale Deal 13:07

19 days ago13:07

13:07

Most first-time wholesalers make a few thousand on their first deal—but Dennis Freeman walked away with $50K in just one week. In this episode, Dennis breaks down exactly how he found the deal, how he locked it up under pressure, and why he transitioned from wholesaling to the BRRRR strategy. If you're looking for real-world insights on making big moves in real estate, this is one to tune in for. KEY TALKING POINTS: 0:00 - Introduction 0:27 - How Dennis Freeman Got His Start In Real Estate 3:11 - The Dispo Process For His First Wholesale Deal 5:16 - Turning His Garage Into An ADU 8:28 - The Difference In Midwestern Markets Vs West Coast 10:17 - Dennis’ Advice For New Investors LINKS: Facebook: Dennis Freeman https://www.facebook.com/dennis.freeman.54390 Instagram: David Lecko https://www.instagram.com/dlecko Website: DealMachine https://www.dealmachine.com/pod Instagram: Ryan Haywood https://www.instagram.com/heritage_home_investments Website: Heritage Home Investments https://www.heritagehomeinvestments.com/…

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294: 50% of Deals FAIL—Here’s How to Save Yours 14:36

20 days ago14:36

14:36

Half of all real estate deals never make it to closing—so what’s stopping them? In this 15-minute masterclass highlight, David Olds reveals the hidden pitfalls that kill deals and the simple systems top investors use to keep contracts from falling apart. If you’re tired of losing deals at the last minute, this is your fix. KEY TALKING POINTS: 0:00 - How Many Deals Are You Losing? 1:37 - The Obstacles And Distractions Investors Face 2:33 - Introducing ezREIclosings 4:14 - Doing The Math On Lost Deals 7:12 - Why Are These Deals So Hard To Close? 11:18 - What ezREIclosings Has Done For Investors 12:26 - Gaining The Edge In A Crowded Market 14:21 - Outro LINKS: Instagram: David Olds https://www.instagram.com/davidoldsrei/ Website: David Olds https://linktr.ee/davidoldsrei/ Instagram: David Lecko https://www.instagram.com/dlecko Website: DealMachine https://www.dealmachine.com/pod Instagram: Ryan Haywood https://www.instagram.com/heritage_home_investments Website: Heritage Home Investments https://www.heritagehomeinvestments.com/…

1
293: David Helps A Teen Hustler Break Into Real Estate 10:55

21 days ago10:55

10:55

Carlos Lujan, an 18-year-old entrepreneur, is already flipping sneakers and watches—but now he’s got his sights set on real estate. In this episode, David breaks down the similarities between reselling and wholesaling, shares key steps to getting started, and gives Carlos a game plan to land his first deal. If you’re looking for practical, no-BS advice on real estate investing, this one’s for you. KEY TALKING POINTS: 0:00 - Why Does Carlos Want To Get Into Entrepreneurship? 1:41 - How Flipping A House Compares To Reselling Shoes 4:18 - How To Take The Next Step Towards Real Estate 7:56 - Discipline Creates Success 10:40 - Outro LINKS: Instagram: David Lecko https://www.instagram.com/dlecko Website: DealMachine https://www.dealmachine.com/pod Instagram: Ryan Haywood https://www.instagram.com/heritage_home_investments Website: Heritage Home Investments https://www.heritagehomeinvestments.com/…

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292: Costa’s First Flip Made $120K—Here’s Why He Switched 34:18

24 days ago34:18

34:18

Costa Karellas made $120K on his first flip in Boston—but instead of doubling down, he pivoted to wholesaling remotely in Kansas City. In this episode, he reveals why he made the switch, the power of partnerships, and the Marine Corps mindset that drives his success. Plus, David shares insights on balancing investing while running DealMachine. KEY TALKING POINTS: 0:00 - Introduction 0:10 - What Costa Karellas Learned From Being A Marine Corps Captain 5:16 - His Goal When He Started His Business 7:47 - The Power Of Leveraging Partnerships 11:20 - Getting The Reps 12:19 - How Long Costa Has Been In His Market 13:32 - Learning Skills Before You Hire Someone Else 17:34 - Moving Slow To Move Fast 20:34 - David Speaks On Investing Alongside Running DealMachine 22:44 - Costa’s Business Partners And Personality Profiles He Looks For 26:31 - His Worst Day As A Real Estate Investor 31:33 - Why He Decided To Switch To Wholesaling 34:03 - Outro LINKS: Instagram: Costa Karellas https://www.instagram.com/costa_karellas/ Website: Costa Karellas https://www.kl-propertygroup.com/ Instagram: David Lecko https://www.instagram.com/dlecko Website: DealMachine https://www.dealmachine.com/pod Instagram: Ryan Haywood https://www.instagram.com/heritage_home_investments Website: Heritage Home Investments https://www.heritagehomeinvestments.com/…

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291: The Strategy Behind 50+ Real Estate Deals A Year 34:14

26 days ago34:14