The DealMachine Real Estate Investing Podcast

Ryan’s not one to waste an opportunity—even on vacation. While staying in Austin, he spends time driving for dollars, scouting distressed properties, and adding leads to his pipeline. He shares his process for identifying key distress signals, from overgrown yards to aging roofs, and explains why visually spotting leads can be more powerful than pulling lists. Along the way, he discusses his approach to entering new markets, the benefits of staying in Airbnbs to scope out neighborhoods, and how he’s landed deals outside of his home market before.

KEY TALKING POINTS:

0:00 - Introduction

0:58 - Why Ryan Prefers To Look For Run-down Properties

1:38 - Some Examples Of Signs Of Distress

3:44 - What Is A 3-tab Roof?

4:50 - Why Ryan Is Looking For Leads In Another Market?

7:53 - More Examples Of Distressed Properties

15:56 - Closing Thoughts

16:04 - 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/

BRRRR investing can be a game-changer—unless you get it wrong. In this episode, David shares the biggest mistakes he made with the BRRRR method and what he’d do differently. From contractor pitfalls to financing nightmares, learn from his hard-earned lessons so you don’t make the same costly errors.

KEY TALKING POINTS:

0:00 - Guest Breaks Down His Current Situation

0:36 - The Pitfalls David Experienced In His Real Estate Journey

4:53 - David’s Current Portfolio And Rental Cash Flow

8:12 - The New Strategy He Tried This Year

10:14 - Why David Doesn’t Do Section 8 Rentals

12:08 - How He Handles His Rentals Being Out Of State

14:06 - How David Funds His Rentals

18:10 - How Do You Find A Good Contractor?

20:31 - David’s Process For Finding Deals

23:54 - 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/

Flipping houses the traditional way can be a grind—but what if there’s a smarter, lower-risk approach that saves time and effort? In this 15-minute highlight from our latest DealMachine Masterclass, Casey Gregersen breaks down his strategy for flipping houses with less hassle, more efficiency, and a fresh perspective on making deals work in today’s market.

KEY TALKING POINTS:

0:00 - A New Strategy For Flipping Houses

1:12 - Why Do You Need A Better Way To Flip Houses?

2:06 - What Is The Revive Method?

3:18 - Why This Strategy Works

5:00 - The 5 Steps Of This Method

6:15 - The Difference Between The Revive Method And Novations

6:58 - The Deal Criteria To Look For

9:12 - How To Run The Numbers

14:03 - How To Position This To The Seller

15:12 - Outro

LINKS:

Instagram: Casey Gregersen

https://www.instagram.com/caseygregersen

Website: Casey Gregersen

https://caseygregersen.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 breaks down the four biggest reasons you're struggling to land your first deal—and how to overcome them. He answers real questions from Khang Le's students, sharing hard-earned insights on rental strategies, deal analysis, and the mindset shifts that make all the difference. If you've been stuck on the sidelines, this one's for you.

KEY TALKING POINTS:

0:00 - Introduction

0:19 - How Do You Grow After Having One Rental?

2:18 - What Do You Look For In A Potential BRRRR Deal?

4:48 - What’s The Difference Between A Wholesale Deal And A Rental Deal?

6:10 - Is David Looking For Deals And How Do You Handle The Workload?

8:51 - 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/

David didn’t set out to build a real estate software company—he just needed a tool to help him find more deals. That tool turned into DealMachine. In this episode, he sits down with Dustin Heiner to share his journey from real estate investor to tech founder, the lessons he learned along the way, and the surprising ways his mindset had to shift to make it all work.

KEY TALKING POINTS:

0:00 - Being Around People Who Are Ahead Of You

3:31 - When David Started Investing In Real Estate

7:13 - How Does DealMachine Help Investors?

10:17 - DealMachine Hacks

12:45 - Dustin On Getting Deals From His Network

15:08 - Red Flags To Watch Out For

16:28 - A Hack With Appraisals For The BRRRR Strategy

20:02 - Outro

LINKS:

Instagram: Dustin Heiner

https://www.instagram.com/thedustinheiner/

Website: Dustin Heiner

https://masterpassiveincome.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/

Most investors leave thousands on the table every year—because they don’t know these tax loopholes. In this episode, David sits down with real estate tax strategist Ana Klein to break down 8 tax strategies the wealthy use to keep more cash in their pockets. From cost segregation to the Augusta Rule, learn how to legally lower your tax bill and maximize your real estate profits. If you're in real estate, you can't afford to miss this one.

KEY TALKING POINTS:

0:00 - An Overview of Ana Klein’s Business

1:40 - Some Standard Tax Savings You Can Get From Owning Real Estate

4:14 - What Is Cost Segregation?

6:47 - Other Tax Strategies With Real Estate

9:16 - Self-Directed IRAs

12:16 - Can You Write Off Part Of Your Rental Properties?

15:28 - Writing Off Interest On Your Real Estate Debt

17:36 - Understanding Capital Gains Tax On Real Estate

19:49 - Paying Reduced Property Taxes With Homestead Tax Exemption

22:51 - How Real Estate Taxes Can Fluctuate & Flipping Land

27:02 - Paying Taxes With House Flipping

28:14 - Why Ana Got Into Real Estate Tax Strategy

32:24 - How To Get In Touch With Ana

33:01 - Outro

LINKS:

Instagram: Ana Klein

https://www.instagram.com/taxbossana/

Website: Ana Klein

https://linktr.ee/taxbossana

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 it comes to selling your wholesale deals, do you want more money or less work? James Quigg from New Western breaks down the three main dispo methods—handling it yourself for max profit, using online marketplaces for quick exposure, or fully automating the process to scale fast. Each has its pros and cons, and picking the right one can make all the difference. Tune in to learn which dispo strategy fits your business best!

KEY TALKING POINTS:

0:00 - Dispo Method 1: Doing It All Yourself

3:20 - Pros and Cons of Method 1

4:49 - Dispo Method 2: A Hybrid Method Using Online Sources

6:24 - Pros and Cons of Method 2

8:00 - Disco Method 3: Fully Automated Dispo

11:21 - Pros and Cons of Method 3

12:47 - Pro Tips For Dispositions

15:03 - Outro

LINKS:

Instagram: New Western

https://www.instagram.com/NewWestern/

Website: New Western

https://www.newwestern.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/

In this episode, David sits down with Vikram Deol and Cody May from Sheridan Street to uncover the harsh realities that cause most agents to fail and quit. From ineffective sales processes to poor messaging and a lack of strategic follow-up, they reveal the mistakes holding agents back and share actionable strategies to overcome them. If you’re tired of spinning your wheels and ready to level up, this episode is for you.

KEY TALKING POINTS:

0:00 - Introduction

0:22 - Breaking Down Cody And Vikram’s Business

5:50 - The 5 Step Framework To Help An Agent Warm Up A Lead

13:14 - What They Found Surveying Calls At Their Call Center

16:12 - Recapping The 5 Steps & Giving An Example

18:33 - A Great Question To Ask Sellers

20:47 - Examples Of Using The 5 Steps In Conversation

29:30 - Role Playing The 5 Steps

36:11 - What Most Agents Do

42:20 - Cody And Vikram’s Training Program

43:05 - Their Advice For Agents Who Are Struggling

46:45 - Outro

LINKS:

Instagram: Sheridan Street

https://www.instagram.com/sheridanst.io/

Website: Sheridan Street

https://sheridanst.io

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 ever dreamed of quitting your job and living off rental income, this episode is for you. David sits down with Dustin Heiner, an investor who replaced his 9-to-5 income with rental properties and became “successfully unemployed.” From out-of-state investing to the debate between cheap and expensive rentals, Dustin shares his strategies for building wealth and escaping the rat race. Discover why he still chooses single-family homes after 30+ properties and learn his secrets to financial freedom.

KEY TALKING POINTS:

0:00 - Introduction

0:27 - An Overview of Dustin Heiner’s Business

1:14 - Why He Decided To Pursue Real Estate

8:28 - The Rentals He Had Before He Quit His Job

10:28 - How He Funded His Rentals

12:37 - The Maintenance For His Properties & Lower Price Point Properties

14:58 - The Buy Box He Recommends In Today’s Market

17:09 - Not Selling Rental Properties

19:40 - The Hotels And Apartment Complexes Dustin Owns

21:49 - Why He Still Prefers Single-Family Houses

23:28 - How He Found His Property Manager

25:08 - What He Did After Finding Out His Property Manager Was Stealing From Him

27:50 - Advice For People Struggling To Get Their First Deal

29:58 - Outro

LINKS:

Instagram: Dustin Heiner

https://www.instagram.com/thedustinheiner/

Website: Dustin Heiner

https://masterpassiveincome.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/

After getting laid off, Micah Johnson turned a setback into a $12,000 payday on his first wholesale deal. In this episode, he shares how he made it happen fast with Ryan’s guidance and the mindset shift that set him up for success. Whether you’re facing challenges or just starting out, Micah’s journey proves that the right support and strategy can change everything.

KEY TALKING POINTS:

0:00 - Introduction

0:41 - Celebrating Micah Johnson’s First Deal

1:02 - Why He Decided To Start Wholesaling After Working In Real Estate

2:54 - How He Found His First Deal

5:14 - Working With A Realtor On Pocket Listings

7:47 - How He Found A Buyer

9:57 - Where He Plans On Getting More Deals

10:33 - His Income Goals With Wholesaling

12:22 - How He Felt After Losing His Job & Feeling Discouraged

16:24 - How Many Appointments He Went On Before One Deal

21:07 - His Performance Coaching Business

24:44 - How To Keep Fighting When You’re Ready To Quit

28:46 - Advice For People Struggling To Get Their First Deal

29:21 - Where To Find Micah Johnson

31:41 - Outro

LINKS:

Facebook: Micah Johnson

https://www.facebook.com/micah.johnson.790

Website: Micah Johnson

https://www.thecollectiveflow.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

Ryan's Coaching Program:

https://www.skool.com/deal-mentor-academy-4559/about