The DealMachine Real Estate Investing Podcast

Are you spending valuable time and resources on marketing that yields no results due to inaccurate or outdated data? In this episode, we learn from Chad Young, who openly shares his early struggles that involved sending out an estimated 20,000 to 30,000 yellow letters based on poor data, which significantly delayed his first successful transaction. Chad will explain how he persevered through these initial setbacks and eventually discovered effective marketing methods that led his company to achieve 200 deals per year. Discover actionable insights from Chad's journey to help you avoid similar pitfalls and streamline your path to consistent deal flow in real estate.

Here are three impressive things about Chad Young that were not explicitly mentioned in the episode:

• Chad demonstrated significant perseverance despite early setbacks and a substantial financial investment of around $30,000 before securing his first deal. This highlights his determination to succeed even when faced with initial failure due to bad data.
• Chad's company experienced a period of rapid growth after shifting marketing strategies, notably with radio advertising, where they were spending approximately $5,000 per month and consistently securing three contracts with an average profit of $40,000 each. This indicates a highly effective marketing phase.
• Chad has made a significant commitment to leadership development, investing heavily in coaching for himself and his team with the specific goal of scaling his business further. This demonstrates a strategic approach to long-term growth beyond just deal acquisition.

KEY TALKING POINTS:

0:00 - Why It Took Chad Young So Long To Get His First Deal

3:26 - The Story Behind His First Deal

6:33 - His Journey From 1 to 500 Deals

10:43 - Why The Industry Favors Cold Calling

11:25 - The Mindset That Led To His Success

13:52 - How His Team Has Evolved

15:23 - What Chad Is Looking Forward To In 2025

16:44 - Having Hard Conversations

20:34 - The Double Lot Data From DealMachine & More Data He Wants

23:22 - What He’s Hoping To Learn From CG This Year

24:33 - What Chad Would Be Doing If He Wasn’t In Real Estate

25:23 - Are Interest Rates Too High To Invest?

26:50 - One Of His Lowest Lows In Business

29:42 - His Highest Highs

31:55 - Closing Thoughts

32:55 - Outro

LINKS:

Instagram: Chad Young

https://www.instagram.com/chadyoungid/

Website: The Easy Home Buyer

https://theeasyhomebuyer.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 struggle because they’re flying blind — but it doesn’t have to be that way. In this episode, you’ll learn the 5 core metrics that top-performing real estate investors track every week to identify bottlenecks, boost conversions, and grow consistently. Plus, you’ll hear the personal story behind the 4P mindset that helped turn a financial low point into a thriving business.

Email To Get The LOACC Spreadsheet: [email protected]

KEY TALKING POINTS:

0:00 - The 4P Model That Joe Homebuyer Uses

3:29 - Learning From The Highs And Lows In Your Life

6:53 - LOACC: Your Business Vitals

11:12 - Tracking Your Business Vitals With The Joe Homebuyer Spreadsheet

15:29 - Outro

LINKS:

Instagram: Joe Homebuyer

https://www.instagram.com/joehomebuyerfranchising/

Website: Joe Homebuyer

https://www.joehomebuyer.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/

Welcome to the show for real estate investors looking to go beyond the limitations of the Multiple Listing Service. Are you tired of competing for slim margins on MLS properties and wondering how to tap into more lucrative opportunities? In this episode, we sit down with Brian Higgins, who initially started his real estate journey by buying rentals on the MLS without even knowing about wholesaling. Brian's story takes us through his evolution into a seasoned investor who built a portfolio of 360 rental properties and also successfully wholesaled approximately 500 properties over a few years. Tune in to learn how Brian transitioned beyond relying solely on the MLS to uncover alternative deal sources and develop the analysis skills needed to achieve significant scale in your real estate business.

Here are three impressive things about Brian Higgins that were not explicitly mentioned in the podcast intro we created:

• Brian and his partner rapidly scaled their business, purchasing approximately 800 to 900 deals in a four-year range. This demonstrates a significant pace of acquisition and activity.
• Brian's understanding of deal analysis evolved to prioritize long-term cash flow over just initial equity gains, recognizing that even deals with high equity might not be sound investments if they don't cash flow adequately. This shows a deeper understanding of sustainable real estate investing.
• Brian and his partner developed a model called "burn keys" where they would wholesale properties, renovate them, and even offer property management, providing a full-service solution for investors. This highlights their innovative approach and ability to cater to a specific investor need.

KEY TALKING POINTS:

0:00 - An Overview Of Brian Higgins’ Business

2:59 - How Brian Got His Start In Real Estate

7:57 - The Investors That Buy Deals From Him

8:41 - Offsetting The Income From Real Estate & Cost Segregation

12:18 - What He Was Trying To Accomplish When He Started His Business

14:48 - Owning 360 Rentals & A Property Management Company

18:33 - How His Thought Process Changed After Having A Few Properties Paid Off

22:07 - The Mindset That Led To His Success

24:01 - Working With Contractors & Appraisers

26:45 - How Brian Approaches Renovation Costs

31:53 - What He’d Be Doing If He Wasn’t Doing Real Estate

32:45 - His Lowest Point In Business

34:39 - His Highest Highs In Business

36:05 - What He Would Say To Someone Who Says It’s Too Late To Invest

39:41 - What He’s Looking Forward To Most In 2025

43:42 - Closing Thoughts

44:09 - Outro

LINKS:

Facebook: Brian Higgins

https://www.facebook.com/brian.higgins.904/

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/

Are you concerned about the increasing costs of marketing diminishing your returns in wholesaling? In this episode, we learn from Chris Burrow, who transitioned beyond initial wholesaling to navigate these challenges. Chris currently focuses on fix and flip projects and manages 60 rental properties as part of his business, aiming for approximately 100 deals annually across these various strategies. Discover how exploring options like fix and flip and long-term rentals can provide more sustainable pathways in a changing market.

Here are three more impressive things about Chris Burrow:

• Chris experienced rapid success after starting in real estate investing in 2018, going from making only $20,000 as a real estate agent in 2017 to quickly closing deals and catching up on debt.
• He places a strong emphasis on building genuine connections with sellers by listening to their stories and offering solutions based on empathy, contrasting this with the sales-focused approach he felt was inauthentic as an agent.
• Chris has developed structured systems for his fix and flip business, including a standardized renovation blueprint and a property grading system for efficient underwriting.

KEY TALKING POINTS:

0:00 - An Overview of Chris Burrow’s Business

1:03 - How He Got His Start In Real Estate

1:59 - Why Flipping Felt More Authentic For Chris

9:15 - Working With His Wife

10:10 - When He Decided He Wanted To Flip Instead Of Wholesale

14:25 - How They Estimate Rehab Costs

16:44 - Deciding What To Anchor

18:20 - How They Approach Sales Training

23:11 - Finding Reliable Contractors

28:35 - Are Interest Rates Too High To Invest?

31:27 - What Chris Would Be Doing If He Wasn’t A Real Estate Investor

32:27 - The Mindset That Led To His Success

34:59 - His Highest High In Business

38:03 - What He’s Looking Forward To Most In 2025

40:16 - The Hard To Get Data That Chris Is Looking For

44:55 - Outro

LINKS:

Instagram: Chris Burrow

https://www.instagram.com/thechrisburrow/

Website: Chris Burrow

https://www.maximumcashhomebuyers.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/

Real estate investors always want an edge—and in this video, we break down exactly what kind of data separates the pros from the pack. From AI-powered lists of likely sellers, to hidden double-lot flip opportunities, to the agents and property managers quietly controlling deal flow—we cover seven powerful data points that are hard to get... unless you know where to look. Learn how to use DealMachine’s filters (and a few backdoor tricks) to access all this and more.

KEY TALKING POINTS:

0:00 - 9 Types Of Hard To Get Data That DealMachine Has

1:30 - #1: Emails Of Vacant Scatter Lots

4:16 - #2: Agents Who Sold More Than One New Construction In The Last Year

5:47 - #3: Property Managers

8:32 - #4: Homes On Double Lots

12:58 - #5: Input 40 Previous Deals To Reverse Engineer

17:50 - #6: Emergency List Of Run Down Properties

18:57 - #7: Top Performing Agents Ordered By Listings With LinkedIn Profiles

22:36 - Closing Thoughts

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/

Are you finding that solely focusing on wholesale assignments limits your ability to capture long-term wealth and leaves you reliant on constantly finding new buyers? In this episode, we speak with Casey Gregersen, who started with his first off-market deal in 2010 and has built a vertically integrated real estate business. Casey will share how he evolved beyond just wholesaling, incorporating in-house construction and property management for his rental portfolio, aiming to complete 100 deals this year across various strategies. Learn how you can expand beyond the constraints of strictly wholesaling by understanding the benefits of buy-and-hold, fix and flip, and even raising capital to build a more resilient and profitable business.

Here are three more impressive things about Casey Gregersen:

• Casey's real estate journey began with house hacking his first off-market deal in 2010, immediately generating cash flow by renting out rooms.
• Despite starting in real estate early, Casey continued to work a full-time W2 job at Shell for several years, strategically using his income and time off to learn and invest further.
• Casey made a significant life decision to leave his full-time job at Shell after realizing he was missing important family moments, demonstrating his commitment to aligning his work and personal priorities after building a stable real estate business.

KEY TALKING POINTS:

0:00 - An Overview Of Casey Gregersen’s Business

1:39 - When Casey Did His First Off-Market Deal

3:49 - His Next Deals After That

7:04 - The Mindset That Allowed Him To Rent Out His First Property

9:20 - What Casey Would Say To People Who Think Interest Rates Are Too High

13:12 - Is It Too Late To Invest In Real Estate?

14:55 - Casey’s Lowest Lows In Business

17:25 - His High Points In Business

21:06 - What He’d Be Doing If He Never Got Into Real Estate

22:20 - What He’s Looking Forward To Most In 2025

23:25 - The Data That Casey Needs The Most

28:18 - The Last Topic He Spoke About At Collective Genius That Made Him Proud

29:26 - The Mindset That Led To Casey’s Success

31:36 - Tax Cheat Codes & The Entrepreneur Mindset

39:02 - 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/

Most real estate calls aren’t random—they follow patterns. In this episode, Erick Gydesen breaks down the 9 most common types of seller calls, from the angry "Remove me!" to the motivated "I liked your offer." You’ll learn exactly how to handle each one, keep the conversation alive, and turn more calls into closings.

KEY TALKING POINTS:

0:00 - The Nine Different Types Of Seller Calls

0:33 - 1: The Removal Call

3:15 - 2: The Confusion Call

4:16 - 3: I’m Saving It For Later

4:45 - 4: On Market Home That Isn’t Selling

8:35 - 5: Your Offer Is Too Low

10:10 - 6: The Influencer Call

11:19 - 7: I’m Selling, But Not For A Few Months

12:30 - 8: I’m Trying To Learn More About Your Process

14:35 - 9: I Like Your Offer

15:14 - Outro

LINKS:

Instagram: Erick Gydesen

https://www.instagram.com/ErickGydesen/

Website: DM Force

https://dmforce.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/

Are you frustrated by the limited opportunities in traditional real estate and the struggle to find unique, high-potential deals? In this episode, we speak with Bentley Pugh from Seattle, who transitioned from being a real estate agent to specializing in underutilized infill lots and development opportunities. He'll share his journey and insights into how he identifies these unique situations in a competitive market like Seattle, and how his business achieved rapid growth to $12 million after just four to five years. Learn how Bentley's unconventional approach to real estate can provide a fresh perspective on finding less competitive and potentially lucrative deals

Here are three more impressive things about Bentley Pugh:

• Bentley Pugh got into the real estate business simply by being a real estate agent. This suggests a grounded and organic entry into the field that later led to his specialization.
• His business focuses on underutilized infill lots. This specialization indicates a strategic approach to finding opportunities within a developed area like Seattle, potentially leveraging existing infrastructure.
• Bentley has a unique approach to finding talent, as evidenced by him observing someone doing good work (like diligently signing ballots) and then hiring that person months later. This demonstrates a keen eye for potential and a longer-term recruitment strategy.

KEY TALKING POINTS:

0:00 - An Overview of Bentley Pugh’s Business

2:50 - How His Life Would Be Different If He Wasn’t Investing

3:25 - What Helped Him Become Successful In Business

8:34 - Experiencing Tough Times In Business

13:16 - The Highest Highs In His Business

14:12 - How Do You Find Infill Lots?

16:16 - What Bentley Would Say To Someone Who Says Interest Rates Are Too High

18:04 - His Mindset On Teaching His Kids About Money

19:54 - What He’s Looking Forward To In 2025

20:45 - Helping Your Employees Grow

23:48 - Where He Finds Most Of His Team Members

26:27 - Bentley’s Takeaway From Their Day At CG

27:24 - What He Would Say To Someone Who Says It’s Too Late To Start

27:48 - Closing Thoughts

28:07 - Outro

LINKS:

Instagram: Beachworks LLC

https://www.instagram.com/beachworksllc/

Website: Beachworks LLC

https://beachworks.org/

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/

Are you overwhelmed by the challenges of scaling your wholesaling operation and building a reliable team? In this episode, we dive into the journey of Corey Reyment, who started in 2016 and has since completed 800 to 1,000 wholesale deals. Corey will share his insights on overcoming hiring pitfalls and developing effective marketing strategies, revealing how he built a business that now closes a significant volume of deals and averages around $23,000 per wholesale transaction. Learn actionable steps to streamline your growth and avoid costly mistakes from someone who has achieved substantial success in the wholesaling industry.

Here are three more impressive things about Corey Reyment that weren't mentioned in the intro:

• Corey quickly transitioned into wholesaling, completing his first wholesale deal just four days after purchasing his first rental property in 2016. This demonstrates his rapid entry and early success in the wholesaling business.
• His motivation for starting his business was driven by a desire to escape an unfulfilling job and gain more time with his family. This personal drive and clear "intensity" fueled his entrepreneurial journey.
• Corey's company has a significant marketing budget, spending approximately $50,000 to $60,000 per month, which equates to about 15% of their total revenue. This substantial investment highlights their commitment to consistent lead generation.

KEY TALKING POINTS:

0:00 - An Overview of Corey Reyment’s Business

1:19 - Why He Likes Wholesaling Better Than Flipping & His First Deal

3:13 - What He Makes Now On An Average Wholesale Deal

5:37 - Corey’s Approach To Marketing

8:46 - What He Was Trying To Accomplish When He Started His Business

10:38 - The Mindset That Allowed Him To Grow His Business & His Hiring Process

15:41 - The Lowest Lows And The Highest Highs He’s Had In His Business

19:26 - The Transformation Of DealMachine

20:56 - Is It Too Late To Invest In Real Estate?

23:49 - The Data That Corey Would Love But Can’t Find

26:11 - What Corey’s Looking Forward To Most In 2025

29:21 - How He Found His First Wholesale Deal So Quickly

30:16 - How Corey Would Tell Dave Ramsay That Debt Is Good

35:36 - Outro

LINKS:

Instagram: Corey Reyment

https://www.instagram.com/foxcities_homebuyers/

Website: Corey Reyment

https://www.foxcitieshomebuyers.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/

Are you struggling to find profitable wholesale deals in an increasingly competitive market? In this episode, we speak with CJ Moss, who, operating in the tight Rhode Island and Massachusetts markets, is currently closing six deals per week. He'll reveal how his company carved out a niche, focusing on properties four units and under, allowing them to achieve an average profit of $60,000 per deal. Learn how CJ and his team bypass intense competition and consistently generate impressive results, offering a roadmap to transform your wholesaling business.

Here are three of the most impressive things from the conversation with CJ Moss:

• CJ's wholesaling business in a competitive New England market is achieving significant scale, closing around six deals per week and aiming for 300 deals this year. This high volume demonstrates their strong operational capabilities and market penetration.
• They are generating an exceptional average profit of $60,000 per wholesale deal. This impressive margin highlights their ability to find highly profitable opportunities in their chosen niche of properties with four units or less.
• CJ and his wife have successfully built a "pretty big team" focused entirely on wholesaling "straight assignments" after starting in 2019. They have also identified clear roles, with CJ as the visionary and his wife as a "sales killer," contributing to their rapid growth and success.

KEY TALKING POINTS:

0:00 - An Overview of CJ Moss’s Business

1:09 - What He Was Trying To Accomplish When He Started His Business

1:55 - When He First Started Doing Multi-Family

4:21 - His Goal With Building More Passive Income

5:55 - Why He Chose To Focus On 4 Units And Less & How He Finds Deals

8:01 - How His Marketing Approach Evolved

9:04 - How He Found Out About Wholesaling

11:44 - What To Say When Someone Says “Can I Pick Your Brain?”

16:51 - How David Figured Out His Hiring Process

21:42 - David’s View On Improving Performance Of His Employees

25:20 - What DealMachine Does To Stay In Front Of The Competition

28:10 - What CJ’s Looking Forward To In 2025

31:54 - The Predictive Index & Other Performance Personality Tests

35:11 - David’s Thoughts On Bringing In A Different CEO

36:34 - Experiencing Burnout When Running A Business

40:20 - Closing Thoughts

41:09 - Rapid Fire Questions For CJ

44:01 - Outro

LINKS:

Instagram: CJ Moss

https://www.instagram.com/MossHomeSolutions/

Website: CJ Moss

https://www.mosshomesolutions.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/