The DealMachine Real Estate Investing Podcast Podcast By David Lecko Ryan Haywood cover art

The DealMachine Real Estate Investing Podcast

The DealMachine Real Estate Investing Podcast

By: 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. Subscribe and leave us a review! Start a free trial of DealMachine: https://www.dealmachine.com/pod Economics Leadership Management & Leadership Personal Finance
Episodes
  • 516: Escape Your 9-5 With Real Estate
    Mar 30 2026

    Ryan Haywood shares how he went from selling shoes and working in a call center to building a real estate business that gave him control over his income and time. He breaks down the sales principles that carried over into wholesaling, including how to talk to sellers, negotiate without being pushy, and actually close deals. You’ll also hear why most people struggle to escape the 9-5 and what it really takes to get your first deals done.

    KEY TALKING POINTS:

    0:00 - Intro

    0:33 - Why Ryan Decided To Write A Book

    4:06 - Sales Skills

    8:23 - Why He Dominated Sales

    13:08 - How His Skills Transferred To Real Estate

    16:53 - The Call Center & Selling Fiber Internet

    20:44 - Listening & Presenting

    25:49 - Extra Sales Tips

    28:19 - Closing Thoughts

    30:58 - Outro

    LINKS:

    Instagram: David Lecko

    https://www.instagram.com/dlecko

    Website: DealMachine

    https://www.dealmachine.com/pod

    Instagram: Ryan Haywood

    https://www.instagram.com/heritage_home_investments

    Website: Heritage Home Investments

    https://www.heritagehomeinvestments.com/

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    31 mins
  • 515: Stop Overthinking Your First Rental Property
    Mar 27 2026

    Antonio Cucciniello, founder of Investarters, has helped over 1 million people get started in real estate—but it took him four years to finally buy his first deal. In this episode, he breaks down what actually holds beginners back, how to overcome analysis paralysis, and the simple framework he uses to go from zero to your first rental. He also shares how he found his first deal, what data matters when picking a market, and the mistakes that slow most investors down.

    KEY TALKING POINTS:

    0:00 - Intro

    0:30 - Antonio Cucciniello’s Tech Job

    2:46 - Analysis Paralysis

    4:04 - Flipping Vs Buy And Hold

    5:21 - His First Deal

    10:52 - Why He Finally Decided To Take Action

    12:15 - Selecting Markets

    14:13 - His Social Media Presence

    17:03 - Deciding His Marketing Channels

    21:46 - What His Team Looks Like

    24:02 - What’s Working Now

    25:19 - Working With Hesitant Sellers

    27:05 - What Other Investors Are Sleeping On

    29:51 - The Most Valuable Thing He’s Learned

    32:12 - Outro

    LINKS:

    Instagram: Antonio Cucciniello

    https://www.instagram.com/investarters/

    Website: Rentals To Riches

    https://www.skool.com/rentalstoriches/

    Instagram: David Lecko

    https://www.instagram.com/dlecko

    Website: DealMachine

    https://www.dealmachine.com/pod

    Instagram: Ryan Haywood

    https://www.instagram.com/heritage_home_investments

    Website: Heritage Home Investments

    https://www.heritagehomeinvestments.com/

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    32 mins
  • 514: The 3 Pillars To Start Closing Wholesale Deals
    Mar 25 2026

    If you’ve been putting in the work but not seeing deals, Chris Logan lays out the three pillars that actually drive results in wholesaling. Instead of guessing what makes a deal, you’ll learn why starting with buyers changes everything, how to generate consistent seller leads through real conversations, and what it takes to turn those conversations into contracts. From the 100 conversation rule to mastering follow-up and understanding seller motivation, this episode simplifies what most people overcomplicate and shows you how to create predictable deal flow.

    KEY TALKING POINTS:

    0:00 - Intro

    0:28 - Pillar 1: Find Your Buyers First

    3:19 - Pillar 2: How To Get Consistent Leads

    8:36 - Pillar 3: Turning Leads Into Deals

    14:16 - Outro

    LINKS:

    Instagram: Chris Logan

    https://www.instagram.com/chrisloganrei/

    Website: Virtual Wholesaling Made Simple

    https://www.virtualwholesalingmadesimple.com/

    Instagram: David Lecko

    https://www.instagram.com/dlecko

    Website: DealMachine

    https://www.dealmachine.com/pod

    Instagram: Ryan Haywood

    https://www.instagram.com/heritage_home_investments

    Website: Heritage Home Investments

    https://www.heritagehomeinvestments.com/

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    14 mins
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This podcast is awesome. listen to it on a hike. got in the car. went to go check out the house and put in an offer on it. The call to action is real

game changer

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