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The DealMachine Real Estate Investing Podcast
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The DealMachine Real Estate Investing Podcast

Author: David Lecko, Ryan Haywood

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Welcome to the DealMachine Podcast, where we help you get more out of your wholesaling business by showing you what’s working around the country.

We talk to real estate investors who are actively closing deals right now. You’ll hear how they generate leads, what their marketing costs look like, how they comp properties, and what their assignment fees actually are. Cold calling. Direct mail. SMS marketing. Dispositions. Hiring. Scaling.

We focus on what’s producing revenue in today’s market — and what isn’t.

If you’re already wholesaling, this will help you tighten your process, improve your margins, and make smarter decisions.

If you’re newer, this gives you visibility into what the business looks like once it’s working. You’ll understand the numbers, the systems, and the mistakes to avoid before you scale.

The goal is simple: more predictable deals and a stronger operation.

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Start a free trial of DealMachine: https://www.dealmachine.com/pod
630 Episodes
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Driving for dollars and consistent direct mail helped Greg Larson build a wholesaling business while keeping his job in tech sales. Now closing one or two deals a month, he explains why he repeatedly mails distressed properties and how AI helps keep his pipeline moving. Hear how he combines those efforts with a long-term investment in SEO as he prepares to take his real estate business full time. Join Us for Demo Week: https://www.dealmachine.com/black-friday-demos/dmpodcast KEY TALKING POINTS:0:00 - Intro & Guest Welcome1:39 - The First Deal Story3:20 - Sticking Through Early Months4:56 - Background Before Real Estate10:07 - Using AI in the Business11:40 - Deal Volume & Quitting the Job15:20 - What's on the Postcard16:36 - How DealMachine Can Help17:24 - Biggest Lessons Learned18:26 - Where to Find Greg & Outro LINKS:Instagram: Greg Larsonhttps://www.instagram.com/tenacious_g89 Website: Southern Sky Homebuyershttps://www.southernskyhomebuyers.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/
Which homeowners should you mail first when you’re looking for your next deal? David and Ryan show you how to use ChatGPT with DealMachine’s property data to compare seller lists and narrow them down to three worth pursuing in your market. You’ll see how setting your price range around what your buyers actually pay can focus your outreach on properties they’re more likely to buy.Join Us for Demo Week: https://www.dealmachine.com/black-friday-demos/dmpodcast KEY TALKING POINTS:0:00 - Intro1:28 - Fewer Leads Per Deal Now6:05 - Scrubbing Your List Criteria11:03 - Dialing In Median Home Price13:53 - Building a Good List Without Local Knowledge14:27 - 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/
When a property owner dies, an obituary can help you figure out who inherited the house and who to call about selling it. Uncle Karl walks through a deal where a $100 title search showed that a $97,000 Medicaid bill had never become a lien on the house. He shares how a pink purse listed on Facebook helped him reach the missing heir, buy the property, and ultimately make $139,000 on the deal. KEY TALKING POINTS:0:00 - Deals Others Walk Away From1:17 - The Persistent Foreclosure Deal4:14 - The $139K Heirship Deal10:04 - The $228K Corporation Deal14:45 - Outro LINKS:Instagram: Uncle Karlhttps://www.instagram.com/unclekarlre/ Website: Legacy Link Propertieshttps://www.legacylinkproperties.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/
Finding off-market investment properties can start with an agent who actively searches for the kinds of homes you want to buy. Mobile, Alabama agent Haley Glass shares how she uses direct mail to reach owners and connects potential opportunities with her investor clients. She also explains how she helps out-of-state buyers evaluate properties and prepare for repair costs, giving investors a clearer picture of what an agent can bring beyond MLS listings. Connect with Haley Glass:(251) [email protected] KEY TALKING POINTS:0:00 - Intro1:39 - Finding Off-Market Deals as an Agent3:26 - Mailer Strategy & Tax Photo Mistake6:39 - Handling Callbacks: List or Pocket9:30 - Building an Investor Clientele10:48 - First-Timer Advice & Hidden Costs11:50 - Working With Out-of-State Clients13:07 - Mailer ROI & Expectations16:01 - Networking & Door Knocking19:16 - Where to Find Haley & Final Advice20:43 - Outro LINKS:Facebook: Haley Glasshttps://www.facebook.com/profile.php?id=61574181298989 Website: Beck Properties - Haley Glasshttps://beck-properties.com/agents/Haley-Glass/8870682 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/
Retiring at 40 with real estate became possible for Rich Rice after he built a rental portfolio that covered his income goals. In this episode, he shares how he finds deals in smaller markets, builds relationships with private lenders, and keeps direct mail working through consistent follow-up. He also explains why complicated title problems attract his attention and how he’s using AI to research potential deals. KEY TALKING POINTS:0:00 - Intro0:53 - California vs Out-of-State Investing3:07 - Early Flipping Lessons4:54 - Finding Deals With DealMachine9:56 - Tell Everyone What You Do13:37 - Raising Private Money17:36 - Current Portfolio & Pivoting to Flips19:44 - AI Agents for Deal Finding26:38 - Postcard Campaigns That Never Stop30:07 - Empathy for Distressed Sellers31:10 - DealMachine Feature Request33:50 - Where to Find Rich34:18 - Outro LINKS:Instagram: Rich Ricehttps://www.instagram.com/firerichrice/ Links: Rich Ricewww.linktr.ee/firerichrice 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/
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