The DealMachine Real Estate Investing Podcast

Tired of getting squeezed out by the competition? Jon Barbera breaks down how to eliminate your competition in wholesale real estate by going deep instead of wide. Learn why most investors waste time chasing too many leads—and how you can win bigger deals with less effort by targeting the right ones. If you want to dominate your market and make your competitors irrelevant, this is the episode you need. KEY TALKING POINTS:0:00 - Why Jon Barbera “Sucked” For His First Eight Years In Business1:25 - His Method Of Using Niche Lists2:56 - Breaking Down The Lists He Targets6:35 - Stacking Motivations With Your List8:22 - It’s The Quality Of The List, Not The Quantity Of Properties11:06 - Why Big Wholesale Companies Can’t Compete With Him14:58 - Outro LINKS:Instagram: Jonatan Barberahttps://www.instagram.com/jonbarbera Website: Jonatan Barberahttps://prymeacademy.mykajabi.com/jonbarbera 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/

David shares the real estate investing strategies that took him from saving pennies on a $50K salary to building a $4M rental portfolio generating $12K/month in passive income. He breaks down why real estate beats stocks, how to find great deals in any market, and the mindset shift that changed everything. If you’re ready to escape the rat race, this is where you start. KEY TALKING POINTS:0:00 - What Inspired David To Get Into Real Estate2:28 - Is Now A Good Time To Buy Real Estate?8:54 - What Prevents People From Getting Started In Real Estate?9:46 - How Wholesaling Works11:26 - Breaking Down The BRRRR Strategy13:28 - The Birth Of DealMachine And What It Can Do For Investors15:54 - The Difference Between Being An Agent And Investing17:02 - 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/

Ryan’s not one to waste an opportunity—even on vacation. While staying in Austin, he spends time driving for dollars, scouting distressed properties, and adding leads to his pipeline. He shares his process for identifying key distress signals, from overgrown yards to aging roofs, and explains why visually spotting leads can be more powerful than pulling lists. Along the way, he discusses his approach to entering new markets, the benefits of staying in Airbnbs to scope out neighborhoods, and how he’s landed deals outside of his home market before.KEY TALKING POINTS:0:00 - Introduction0:58 - Why Ryan Prefers To Look For Run-down Properties1:38 - Some Examples Of Signs Of Distress3:44 - What Is A 3-tab Roof?4:50 - Why Ryan Is Looking For Leads In Another Market?7:53 - More Examples Of Distressed Properties15:56 - Closing Thoughts16:04 - 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/

BRRRR investing can be a game-changer—unless you get it wrong. In this episode, David shares the biggest mistakes he made with the BRRRR method and what he’d do differently. From contractor pitfalls to financing nightmares, learn from his hard-earned lessons so you don’t make the same costly errors. KEY TALKING POINTS:0:00 - Guest Breaks Down His Current Situation0:36 - The Pitfalls David Experienced In His Real Estate Journey4:53 - David’s Current Portfolio And Rental Cash Flow8:12 - The New Strategy He Tried This Year10:14 - Why David Doesn’t Do Section 8 Rentals12:08 - How He Handles His Rentals Being Out Of State14:06 - How David Funds His Rentals18:10 - How Do You Find A Good Contractor?20:31 - David’s Process For Finding Deals23:54 - 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/

Flipping houses the traditional way can be a grind—but what if there’s a smarter, lower-risk approach that saves time and effort? In this 15-minute highlight from our latest DealMachine Masterclass, Casey Gregersen breaks down his strategy for flipping houses with less hassle, more efficiency, and a fresh perspective on making deals work in today’s market. KEY TALKING POINTS:0:00 - A New Strategy For Flipping Houses1:12 - Why Do You Need A Better Way To Flip Houses?2:06 - What Is The Revive Method?3:18 - Why This Strategy Works5:00 - The 5 Steps Of This Method6:15 - The Difference Between The Revive Method And Novations6:58 - The Deal Criteria To Look For9:12 - How To Run The Numbers14:03 - How To Position This To The Seller15:12 - Outro LINKS:Instagram: Casey Gregersenhttps://www.instagram.com/caseygregersen Website: Casey Gregersenhttps://caseygregersen.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/

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/

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/

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/

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/

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/