The DealMachine Real Estate Investing Podcast

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. With the release of his first book, From Commission to Capital, he breaks down the exact sales principles that carried over into wholesaling—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.

Get Ryan Haywood's Book: https://a.co/d/0gZn8hqB

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/

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/

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/

If your calls aren’t turning into deals, it’s not your list—it’s what happens after the seller pushes back. In this episode, Nicholas Nick breaks down what actually happens inside high-volume call centers that have made over 40 million dials, and why most investors fall apart the moment a seller objects. You’ll hear how to handle resistance in real time, what to say (and what not to say), and how to turn more conversations into signed deals, plus the systems behind consistent results—how to work leads the right way, track the numbers that matter, and structure your outreach so you’re not just making calls… you’re closing deals.

KEY TALKING POINTS:

0:00 - Intro

0:23 - The Fundamentals

1:19 - Single vs Multi-Line Dialers

4:06 - Tracking Your Metrics & Using SMS

6:00 - When A Seller Calls Back

9:31 - The Importance Of Rebuttals

11:51 - A Good Intro Text To Sellers

14:02 - Outro

LINKS:

Instagram: Nicholas Nick

https://www.instagram.com/nicholasnicksays/

Website: Lead Mining Pros

https://www.leadminingpros.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/

David and Ryan sit down with Or Agassi to break down the renovation decisions that can make or break your deals. They cover how over-renovating eats into your margins, why understanding your buyer matters more than picking high-end finishes, and how to build a repeatable process that keeps your costs under control. Through real-world examples, they show how small decisions during a rehab can be the difference between a profitable deal and one that falls apart.

KEY TALKING POINTS:

0:00 - Intro

0:23 - An Overview Of Or Agassi’s Business

2:11 - How He Got Started

4:57 - The Tangible Aspect Of Real Estate

6:05 - Finding His First Deal & Good Processes

9:00 - Estimating Rehab Costs

13:25 - Finding Good Contractors

21:15 - Why He Switched To Wholesaling

23:16 - Having Templates For Your Flips

27:06 - What Kai.pro Does

30:21 - Other Renovation Tips

35:39 - Why He Started Kai

37:59 - Closing Thoughts

38:33 - Outro

LINKS:

LinkedIn: Or Agassi

https://www.linkedin.com/in/or-agassi-06670035/

Website: Kai.pro

https://kai.pro/

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/

Commercial real estate feels like the next level—but most investors don’t know how to get there. Paul Thompson from Real Estate 101 breaks down what actually changes when you move beyond single family, why bigger deals can be easier to manage, and how to structure them without relying on banks or needing millions upfront. He also reveals the hidden opportunity with “mom and pop” properties and how to scale faster by focusing on deal structure instead of capital.

KEY TALKING POINTS:

0:00 - Intro

0:22 - The Monopoly Lesson

1:49 - The 3 Ways To Make Money

3:58 - Paul’s First Deal & The Struggle

5:35 - The Breakthrough & The Hidden Opportunity

9:27 - Bankless Deal Architecture

11:44 - Biggest Concerns

14:03 - The Game Is Still Yours To Win

14:47 - Outro

LINKS:

Instagram: Paul Thompson

https://www.instagram.com/pauldavidthompson/

Website: Commercial Real Estate 101

https://www.skool.com/commercial-real-estate-101/

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/

A major shift is happening in real estate right now, and most investors still haven’t caught on. In this episode, Thach Nguyen explains how accessory dwelling units (ADUs) are changing the way investors create value and generate cash flow from a single property. By adding additional units to existing homes, investors can turn one deal into multiple rental properties while forcing appreciation and building long-term wealth. Thach breaks down how this strategy works, where the opportunity is emerging across the country, and how investors can find properties with the lot size and layout needed to make it work. He also shares how market cycles, zoning changes, and housing shortages are creating the conditions for this strategy to take off.

Thach's ADU Training: https://learn.springboardtowealth.com/adu

KEY TALKING POINTS:

0:00 - Intro

0:14 - The Current State Of ADUs

2:50 - Why Thach Nguyen Is Passionate About It

4:34 - The Land Value & Arizona

7:28 - Why This Is Powerful & How Thach Does It

11:42 - How To Get Financing

13:51 - Keeping ADUs As Rentals

16:48 - How To Find An ADU Deal

19:20 - Focusing On B And C Neighborhoods

20:42 - How To Determine Price

26:19 - The Opportunity Of A Lifetime

30:42 - Prices In Ryan’s Market

32:51 - The Market Clock

40:02 - Thach’s ADU Class

40:50 - Should People Use Social Media?

41:55 - Closing Thoughts

42:58 - Outro

LINKS:

Instagram: Thach Nguyen

https://www.instagram.com/ThachNguyen/

Website: Springboard To Wealth

https://learn.springboardtowealth.com/adu

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/

Handling objections on the phone can make or break a deal. In this episode, sales expert Jen Way walks through the four objections real estate investors hear most often—like “I need to talk to my spouse,” “I need to think about it,” and price pushback—and explains how to get ahead of them before they ever come up. Jen shares how top salespeople stay proactive on calls, ask better questions, and guide conversations so sellers gain clarity on their real reason for selling, making it much easier to reach an agreement.

KEY TALKING POINTS:

0:00 - Intro

0:24 - Objection 1

6:32 - Objection 2

8:49 - Objection 3

11:50 - Objection 4

13:15 - The Why & The RRR Tactic

17:06 - Jen’s Thoughts On Using Scripts

18:48 - How She Got Into Sales Training

21:15 - The Perfect Candidate For Her Training

22:43 - The Benefit Of Pulling Back

25:03 - Extra Tips From Jen

28:18 - AI Agents

30:38 - Closing Thoughts

31:19 - Outro

LINKS:

Instagram: Jen Way

https://www.instagram.com/salesthejenway/

Facebook: Sales The Jen Way

https://www.facebook.com/groups/salesthejenway/

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/

When Brent Bowers noticed land deals starting to slow down, he made a simple pivot: instead of just selling the land, he started placing brand-new manufactured homes on it. The result was a much larger buyer pool and profits around $50K per deal. In this episode, Brent breaks down how the strategy works, how he finds the right parcels, and the numbers he looks for before buying.

KEY TALKING POINTS:

0:00 - Intro

0:36 - Why Brent Bowers Changed His Strategy

2:31 - Discovering The Strategy

4:39 - Which Markets Are Working

6:45 - Manufactured Homes With Drywall

7:53 - How He Does It

11:30 - An Example Of A Market

12:56 - How To Get Discounts

14:30 - Outro

LINKS:

Instagram: Brent Bowers

https://www.instagram.com/brentlbowers/

Website: The Land Sharks

https://www.thelandsharks.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/

If you’ve been jumping between marketing strategies or feel like your current channel has stopped producing deals, this episode will help you reset your expectations. David breaks down what he calls the marketing clock — the cycle where strategies like direct mail, SMS, PPC, and other channels rise in popularity, become saturated, and eventually give way to new opportunities. He also explains why most investors quit too early and how much marketing spend it realistically takes before a deal starts to come through.

KEY TALKING POINTS:

0:00 - Intro

0:24 - Marketing Mistakes

1:34 - The Marketing Clock

4:41 - Stick To One Method

6:17 - How Much Marketing Does It Take?

10:32 - Closing Thoughts

10:51 - 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/