The DealMachine Real Estate Investing Podcast
David Lecko, Ryan Haywood
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
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
Episodes
Mentioned books
Feb 17, 2025 • 26min
297: Flipping U.S. Land While Living in Ireland? Here's How He Does It
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 - Introduction1:43 - How Do You Wholesale Land?4:12 - How Do You Find The Land?6:36 - How Ciaran’s Acquisitions Process Works9:43 - Why Don’t Sellers Just List Their Land With An Agent?13:14 - How He Finds His Leads16:41 - How Would People Get Started Flipping Land In The US From Overseas?19:42 - Why He Chose This Over Any Other Business21:38 - Ciaran’s Big Goal With His Business23:34 - Closing Thoughts25:25 - Outro LINKS:Facebook: Ciaran Sheilhttps://www.facebook.com/profile.php?id=100013211319718 Instagram: David Leckohttps://www.instagram.com/dlecko Website: DealMachinehttps://www.dealmachine.com/pod Instagram: Ryan Haywoodhttps://www.instagram.com/heritage_home_investments Website: Heritage Home Investmentshttps://www.heritagehomeinvestments.com/
Feb 14, 2025 • 39min
296: The Fast Track To 100+ Deals A Year (What It Takes)
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 Business1:37 - How Many Flips They’re Currently Doing & How They Get5:13 - Working With Kiavi As A Lender7:21 - Doing Deals With Wholesalers9:21 - Why Allen Got Started In Real Estate12:15 - How Does Real Estate Compare To Owning Car Dealerships?19:13 - His Pathway To 100 Flips21:59 - Allen Asks Ryan About Wholesaling30:30 - Their Investing In Sarasota32:31 - Allen Gets A DealMachine Demo38:58 - Outro LINKS:Facebook: Allen Pratherhttps://www.facebook.com/prathercars Website: Allen Pratherhttps://www.pratherbuyshomes.com/ Instagram: David Leckohttps://www.instagram.com/dlecko Website: DealMachinehttps://www.dealmachine.com/pod Instagram: Ryan Haywoodhttps://www.instagram.com/heritage_home_investments Website: Heritage Home Investmentshttps://www.heritagehomeinvestments.com/
Feb 13, 2025 • 7min
1000 Government Lists For Real Estate
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 Source1:00 - Mistake 1: You Have Access To These Lists With DealMachine1:40 - Mistake 2: Marketing To Divorce Lists Instead of "Intrafamily Transfer"2:28 - Mistake 3: Making Errors When Looking For Government Lists4:51 - Mistake 4: Only Focusing On Government Lists6:47 - Closing Thoughts LINKS:Instagram: David Leckohttps://www.instagram.com/dlecko Website: DealMachinehttps://www.dealmachine.com/pod Instagram: Ryan Haywoodhttps://www.instagram.com/heritage_home_investments Website: Heritage Home Investmentshttps://www.heritagehomeinvestments.com/
Feb 12, 2025 • 13min
295: How Dennis Made $50K On His First Wholesale Deal
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 - Introduction0:27 - How Dennis Freeman Got His Start In Real Estate3:11 - The Dispo Process For His First Wholesale Deal5:16 - Turning His Garage Into An ADU8:28 - The Difference In Midwestern Markets Vs West Coast10:17 - Dennis’ Advice For New Investors LINKS:Facebook: Dennis Freemanhttps://www.facebook.com/dennis.freeman.54390 Instagram: David Leckohttps://www.instagram.com/dlecko Website: DealMachinehttps://www.dealmachine.com/pod Instagram: Ryan Haywoodhttps://www.instagram.com/heritage_home_investments Website: Heritage Home Investmentshttps://www.heritagehomeinvestments.com/
Feb 11, 2025 • 15min
294: 50% of Deals FAIL—Here’s How to Save Yours
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 Face2:33 - Introducing ezREIclosings4:14 - Doing The Math On Lost Deals7:12 - Why Are These Deals So Hard To Close?11:18 - What ezREIclosings Has Done For Investors12:26 - Gaining The Edge In A Crowded Market14:21 - Outro LINKS:Instagram: David Oldshttps://www.instagram.com/davidoldsrei/ Website: David Oldshttps://linktr.ee/davidoldsrei/ Instagram: David Leckohttps://www.instagram.com/dlecko Website: DealMachinehttps://www.dealmachine.com/pod Instagram: Ryan Haywoodhttps://www.instagram.com/heritage_home_investments Website: Heritage Home Investmentshttps://www.heritagehomeinvestments.com/
Feb 10, 2025 • 11min
293: David Helps A Teen Hustler Break Into Real Estate
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 Shoes4:18 - How To Take The Next Step Towards Real Estate7:56 - Discipline Creates Success10:40 - Outro LINKS:Instagram: David Leckohttps://www.instagram.com/dlecko Website: DealMachinehttps://www.dealmachine.com/pod Instagram: Ryan Haywoodhttps://www.instagram.com/heritage_home_investments Website: Heritage Home Investmentshttps://www.heritagehomeinvestments.com/
Feb 7, 2025 • 34min
292: Costa’s First Flip Made $120K—Here’s Why He Switched
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 - Introduction0:10 - What Costa Karellas Learned From Being A Marine Corps Captain5:16 - His Goal When He Started His Business7:47 - The Power Of Leveraging Partnerships11:20 - Getting The Reps12:19 - How Long Costa Has Been In His Market13:32 - Learning Skills Before You Hire Someone Else17:34 - Moving Slow To Move Fast20:34 - David Speaks On Investing Alongside Running DealMachine22:44 - Costa’s Business Partners And Personality Profiles He Looks For26:31 - His Worst Day As A Real Estate Investor31:33 - Why He Decided To Switch To Wholesaling34:03 - Outro LINKS:Instagram: Costa Karellashttps://www.instagram.com/costa_karellas/ Website: Costa Karellashttps://www.kl-propertygroup.com/ Instagram: David Leckohttps://www.instagram.com/dlecko Website: DealMachinehttps://www.dealmachine.com/pod Instagram: Ryan Haywoodhttps://www.instagram.com/heritage_home_investments Website: Heritage Home Investmentshttps://www.heritagehomeinvestments.com/
Feb 5, 2025 • 34min
291: The Strategy Behind 50+ Real Estate Deals A Year
How do you consistently close 50+ real estate deals a year without burning out? Chad Klamen shares his journey from mentorship and early struggles to building a business that operates at high volume. He reveals the hiring strategies that made the biggest difference, his approach to balancing wholesaling, flipping, and rentals, and why his focus now is on scaling smarter, not just bigger. KEY TALKING POINTS:0:00 - Introduction0:31 - An Overview of Chad Klamen’s Business3:44 - Learning Through Mentorship From The Richest People In St. Louis12:15 - Finally Getting Hired By His Dad16:00 - Is Wholesaling Affected By Interest Rates?18:58 - What’s Driving Chad To Grow His Business23:22 - What He’s Learned From Being In CG27:04 - Hiring Executive Assistants And Good Hiring Practices33:59 - Outro LINKS:Instagram: Chad Klamenhttps://www.instagram.com/insta___chad/ Website: Chad Klamenhttps://www.klamengroup.com/ Instagram: David Leckohttps://www.instagram.com/dlecko Website: DealMachinehttps://www.dealmachine.com/pod Instagram: Ryan Haywoodhttps://www.instagram.com/heritage_home_investments Website: Heritage Home Investmentshttps://www.heritagehomeinvestments.com/
Feb 4, 2025 • 15min
290: 7 Steps To Build A Million-Dollar Real Estate Business
What would you do if you lost everything? David Choi has closed over 1,000 real estate deals, but in this 15-minute highlight, he lays out the 7 steps he’d take if he had to start over from scratch. With limited resources and no network, this is the exact blueprint he’d follow to rebuild a million-dollar business—and you can follow it too. KEY TALKING POINTS:0:00 - What David Choi Would Do If He Went Bankrupt Today1:05 - Step 1: Create An Entity, Then Get Your CRM And Dialer In Place6:39 - Step 2: Getting Your Marketing Set Up8:07 - Step 3: See Where You Need To Improve Based On KPIs11:06 - Step 4: Going Deep On Your Data12:04 - Step 5: Building Out Your Direct Mail Approach13:24 - Step 6: Lead Management13:48 - Step 7: Leadership14:57 - Outro LINKS:Instagram: David Choihttps://www.instagram.com/davidchoi.biz/ Website: David Choihttps://www.dealsanddollarsacademy.com/ Instagram: David Leckohttps://www.instagram.com/dlecko Website: DealMachinehttps://www.dealmachine.com/pod Instagram: Ryan Haywoodhttps://www.instagram.com/heritage_home_investments Website: Heritage Home Investmentshttps://www.heritagehomeinvestments.com/
Feb 3, 2025 • 25min
289: How Codie Chesner Flips 50 Houses A Year
Codie Chesner flips 50 houses a year—and he’s not slowing down. He breaks down how he finds deals, raises private money through social media, and keeps contractors in check. Plus, he shares the biggest lessons from scaling his business and why he’s shifting gears in 2025. KEY TALKING POINTS:0:00 - An Overview Of Codie Chesner’s Business0:57 - What Drew Codie To Fix & Flips2:22 - The Average Time & Profit For Their Flips5:50 - When Codie Did His First Deal7:52 - His Second Deal10:03 - How He Raises Money From Social Media12:14 - Working With Lenders15:13 - His Biggest Challenge Of Getting To 50 Flips Per Year17:08 - Preventing Contractors From Taking Money19:09 - Where He Wants To Take His Business In 202521:33 - Gain Knowledge And Skills First, Then Hire24:24 - Outro LINKS:Instagram: Codie Chesnerhttps://www.instagram.com/codie.chesner/ Website: Codie Chesnerhttps://www.chesnerinv.com/ Instagram: David Leckohttps://www.instagram.com/dlecko Website: DealMachinehttps://www.dealmachine.com/pod Instagram: Ryan Haywoodhttps://www.instagram.com/heritage_home_investments Website: Heritage Home Investmentshttps://www.heritagehomeinvestments.com/
