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
Mar 10, 2025 • 9min
309: 4 Reasons You Haven't Gotten A Deal
David breaks down the four biggest reasons you're struggling to land your first deal—and how to overcome them. He answers real questions from Khang Le's students, sharing hard-earned insights on rental strategies, deal analysis, and the mindset shifts that make all the difference. If you've been stuck on the sidelines, this one's for you. KEY TALKING POINTS:0:00 - Introduction0:19 - How Do You Grow After Having One Rental?2:18 - What Do You Look For In A Potential BRRRR Deal?4:48 - What’s The Difference Between A Wholesale Deal And A Rental Deal?6:10 - Is David Looking For Deals And How Do You Handle The Workload?8:51 - 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/
Mar 7, 2025 • 20min
308: How David Went from Investor to Founder (And What He Learned)
David didn’t set out to build a real estate software company—he just needed a tool to help him find more deals. That tool turned into DealMachine. In this episode, he sits down with Dustin Heiner to share his journey from real estate investor to tech founder, the lessons he learned along the way, and the surprising ways his mindset had to shift to make it all work. KEY TALKING POINTS:0:00 - Being Around People Who Are Ahead Of You3:31 - When David Started Investing In Real Estate7:13 - How Does DealMachine Help Investors?10:17 - DealMachine Hacks12:45 - Dustin On Getting Deals From His Network15:08 - Red Flags To Watch Out For16:28 - A Hack With Appraisals For The BRRRR Strategy20:02 - Outro LINKS:Instagram: Dustin Heinerhttps://www.instagram.com/thedustinheiner/ Website: Dustin Heinerhttps://masterpassiveincome.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/
Mar 5, 2025 • 33min
307: 8 LEGAL Tax Loopholes The IRS Doesn't Want You To Know
Most investors leave thousands on the table every year—because they don’t know these tax loopholes. In this episode, David sits down with real estate tax strategist Ana Klein to break down 8 tax strategies the wealthy use to keep more cash in their pockets. From cost segregation to the Augusta Rule, learn how to legally lower your tax bill and maximize your real estate profits. If you're in real estate, you can't afford to miss this one. KEY TALKING POINTS:0:00 - An Overview of Ana Klein’s Business1:40 - Some Standard Tax Savings You Can Get From Owning Real Estate4:14 - What Is Cost Segregation?6:47 - Other Tax Strategies With Real Estate9:16 - Self-Directed IRAs12:16 - Can You Write Off Part Of Your Rental Properties?15:28 - Writing Off Interest On Your Real Estate Debt17:36 - Understanding Capital Gains Tax On Real Estate19:49 - Paying Reduced Property Taxes With Homestead Tax Exemption22:51 - How Real Estate Taxes Can Fluctuate & Flipping Land27:02 - Paying Taxes With House Flipping28:14 - Why Ana Got Into Real Estate Tax Strategy32:24 - How To Get In Touch With Ana33:01 - Outro LINKS:Instagram: Ana Kleinhttps://www.instagram.com/taxbossana/ Website: Ana Kleinhttps://linktr.ee/taxbossana 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/
Mar 4, 2025 • 15min
306: More Money or Less Work? How to Sell Your Deals
When it comes to selling your wholesale deals, do you want more money or less work? James Quigg from New Western breaks down the three main dispo methods—handling it yourself for max profit, using online marketplaces for quick exposure, or fully automating the process to scale fast. Each has its pros and cons, and picking the right one can make all the difference. Tune in to learn which dispo strategy fits your business best! KEY TALKING POINTS:0:00 - Dispo Method 1: Doing It All Yourself3:20 - Pros and Cons of Method 14:49 - Dispo Method 2: A Hybrid Method Using Online Sources6:24 - Pros and Cons of Method 28:00 - Disco Method 3: Fully Automated Dispo11:21 - Pros and Cons of Method 312:47 - Pro Tips For Dispositions15:03 - Outro LINKS:Instagram: New Westernhttps://www.instagram.com/NewWestern/ Website: New Westernhttps://www.newwestern.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/
Mar 3, 2025 • 47min
305: The Brutal Truth About Why Real Estate Agents Fail
In this episode, David sits down with Vikram Deol and Cody May from Sheridan Street to uncover the harsh realities that cause most agents to fail and quit. From ineffective sales processes to poor messaging and a lack of strategic follow-up, they reveal the mistakes holding agents back and share actionable strategies to overcome them. If you’re tired of spinning your wheels and ready to level up, this episode is for you. KEY TALKING POINTS:0:00 - Introduction0:22 - Breaking Down Cody And Vikram’s Business5:50 - The 5 Step Framework To Help An Agent Warm Up A Lead13:14 - What They Found Surveying Calls At Their Call Center16:12 - Recapping The 5 Steps & Giving An Example18:33 - A Great Question To Ask Sellers20:47 - Examples Of Using The 5 Steps In Conversation29:30 - Role Playing The 5 Steps36:11 - What Most Agents Do42:20 - Cody And Vikram’s Training Program43:05 - Their Advice For Agents Who Are Struggling46:45 - Outro LINKS:Instagram: Sheridan Streethttps://www.instagram.com/sheridanst.io/ Website: Sheridan Streethttps://sheridanst.io 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 28, 2025 • 30min
304: How to Quit Your Job with Rental Property Investing
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 - Introduction0:27 - An Overview of Dustin Heiner’s Business1:14 - Why He Decided To Pursue Real Estate8:28 - The Rentals He Had Before He Quit His Job10:28 - How He Funded His Rentals12:37 - The Maintenance For His Properties & Lower Price Point Properties14:58 - The Buy Box He Recommends In Today’s Market17:09 - Not Selling Rental Properties19:40 - The Hotels And Apartment Complexes Dustin Owns21:49 - Why He Still Prefers Single-Family Houses23:28 - How He Found His Property Manager25:08 - What He Did After Finding Out His Property Manager Was Stealing From Him27:50 - Advice For People Struggling To Get Their First Deal29:58 - Outro LINKS:Instagram: Dustin Heinerhttps://www.instagram.com/thedustinheiner/ Website: Dustin Heinerhttps://masterpassiveincome.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 26, 2025 • 32min
303: $12K On His First Deal After Getting Laid Off
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 - Introduction0:41 - Celebrating Micah Johnson’s First Deal1:02 - Why He Decided To Start Wholesaling After Working In Real Estate2:54 - How He Found His First Deal5:14 - Working With A Realtor On Pocket Listings7:47 - How He Found A Buyer9:57 - Where He Plans On Getting More Deals10:33 - His Income Goals With Wholesaling12:22 - How He Felt After Losing His Job & Feeling Discouraged16:24 - How Many Appointments He Went On Before One Deal21:07 - His Performance Coaching Business24:44 - How To Keep Fighting When You’re Ready To Quit28:46 - Advice For People Struggling To Get Their First Deal29:21 - Where To Find Micah Johnson31:41 - Outro LINKS:Facebook: Micah Johnsonhttps://www.facebook.com/micah.johnson.790 Website: Micah Johnsonhttps://www.thecollectiveflow.com/ Instagram: David Leckohttps://www.instagram.com/dlecko Website: DealMachinehttps://www.dealmachine.com/pod Instagram: Ryan Haywoodhttps://www.instagram.com/heritage_home_investments Ryan's Coaching Program:https://www.skool.com/deal-mentor-academy-4559/about
Feb 25, 2025 • 16min
302: 3 Lessons Learned The Hard Way In Real Estate
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 Lessons3:09 - Knowing Your Market Vs Knowing The Deal7:16 - Understanding The Micro Ecosystem8:49 - The Data That Matters10:43 - Projecting Rents12:54 - Deep Evaluation Of A Property14:48 - Key Takeaways15:16 - Outro LINKS:Instagram: Liz Fairclothhttps://www.instagram.com/therealestateinvesther/ Website: Liz Fairclothhttps://www.therealestateinvesther.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 24, 2025 • 19min
301: Why Cheap And Ugly Houses Are Gold Mines For Flippers
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 - Introduction0:41 - An Overview of Stephanie Lombardo’s Business1:15 - Why She Decided To Start Flipping Houses2:03 - Hard Lessons She’s Learned In Business4:23 - Working With The “Ugly, Cheap” Flips8:58 - The Impact That House Flippers Have11:00 - How Her And Her Husband Divide The Work12:23 - Stephanie’s Coaching Business14:22 - How She Decides What To Keep As A Rental17:00 - Her Advice For Aspiring Flippers With Analysis Paralysis18:29 - Outro LINKS:Instagram: Stephanie Lombardohttps://www.instagram.com/flippinempire/ Website: Stephanie Lombardohttps://flippinempire.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 21, 2025 • 46min
300: They Bought Land For $237K — Now It's Worth $32 Million
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 - Introduction0:33 - The Difference A Mastermind Can Make5:05 - An Overview of Seth And Tori Bolt’s Business6:43 - Learning And Overcoming Every Pitfall Of Their Business8:38 - How They Grew To 23 Villas10:49 - Tough Lessons They Learned Along The Way16:13 - What They Did Next After Taking A Big Loss In South Carolina25:18 - What They Did With $1 Million In Reservations28:29 - How They Knew They Had To Fire Their Contractor30:14 - How Does Creativity Play Into Designing Short-Term Rentals?33:46 - Advice For People Who Have Struggled With Airbnb37:51 - Closing Advice From Seth And Tori42:57 - Closing Thoughts and Takeaways45:47 - Outro LINKS:Instagram: Bolt Farm Treehousehttps://www.instagram.com/boltfarmtreehouse/ Website: Bolt Farm Treehousehttps://www.boltfarmtreehouse.com/strworkshop 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/
