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The DealMachine Real Estate Investing PodcastAuthor: 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 someones 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.' Beginners 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 Language: en Genres: Business, Entrepreneurship, Investing Contact email: Get it Feed URL: Get it iTunes ID: Get it Trailer: |
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495: 45 Deals Last Year—And Why He’s Playing the Long Game
Episode 495
Monday, 9 February, 2026
Thomas DeMoss has been investing in Chattanooga for over 20 years and closed 45 deals last year. In this episode, he breaks down how he uses wholesaling as active income while building long-term wealth through buy-and-hold, new construction, and ADUs. We get into how zoning changes create opportunity, why certain lots matter more than others, and how experienced investors think beyond the assignment fee. KEY TALKING POINTS:0:00 - Intro0:36 - An Overview Of Thomas Demoss’s Business1:42 - His First Deal4:05 - His Second Deal & Their Marketing6:18 - Average Assignment Fees & Having His License9:04 - Why He Started Doing The ADU Strategy13:21 - DealMachine’s Corner Lots15:07 - The Impact Of ADUs & Flipping Numbers20:08 - Why Thomas Loves Buy And Hold Investing21:13 - How To Find ADU Deals And Builders24:18 - Using Lending For ADUs27:16 - What He Wants His Kids To Learn28:28 - Retaining Tenants31:44 - Hard To Get Data32:40 - Previewing Postcard.ai34:20 - Investing In Gold38:42 - Outro LINKS:Instagram: Thomas DeMosshttps://www.instagram.com/thomasmdemoss/ Website: Chattanooga Property Solutionshttps://www.chattanoogapropertysolutions.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/












