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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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485: 350 Deals A Year in a Small Market (INSANE)
Episode 485
Friday, 16 January, 2026
Dakota Bailey has quietly built a seven-year real estate operation that put 350 deals under contract in a single year — all in a small Midwest market. In this episode, Dakota breaks down how he went from car sales to running a high-volume wholesaling business, why simplifying his operation was critical to scaling, and how hiring the right acquisitions manager led to 37 deals in one month. He also talks candidly about inventory risk, leadership mistakes, hard conversations, and the mindset required to stay calm while managing dozens of active deals at once. KEY TALKING POINTS:0:00 - Intro0:49 - An Overview Of Dakota Bailey’s Business3:06 - The Importance Of Focusing On One Strategy4:36 - The Story Of How He Got Into Business11:11 - Buying Out His Partners15:46 - Sales Tips18:33 - What His Team Looks Like Now20:17 - Personal Development23:25 - His Book & Early Struggles28:17 - The Biggest Thing He Learned Last Year31:07 - Losing Money On Deals & Stress Management36:05 - How They Find Their Deals39:51 - Data They’ve Been Looking For46:13 - The Dangers Of Investing48:54 - What He’s Excited For & His Other Businesses53:24 - Closing Thoughts And Dakota’s Social Media53:39 - Outro LINKS:Instagram: Dakota Baileyhttps://www.instagram.com/dakotabailey.in Links: Dakota Baileyhttps://linktr.ee/DakotaBailey 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/
