

The DealMachine Real Estate Investing Podcast
David Lecko, Ryan Haywood
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
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
Episodes
Mentioned books

Nov 12, 2025 • 29min
451: He Flips 60 Homes Per Year—Here's How
Jason Velie from Cape Fear Cash Offer is flipping 60 homes a year—and he doesn’t even step foot inside them anymore. In this episode, he breaks down how he scaled from a few small deals to a fully systemized operation that runs like clockwork. You’ll learn how he built his team, funds his flips, and keeps 60 projects moving without losing control. If you’ve ever wondered what it takes to scale a flipping business this big, Jason lays it all out. KEY TALKING POINTS:0:00 - Intro0:24 - An Overview Of Jason Velie’s Business1:47 - His First Deal5:24 - Why He Got Cash Advances7:26 - How Long He Holds His Flips Now9:19 - How He Determines What To Wholetail Vs Rehab12:50 - Doing 60 Flips A Year15:18 - The First Position He Hired20:22 - Training Your Employees23:03 - What He Plans To Do Next25:34 - Lessons He’s Learned28:13 - Closing Thoughts28:53 - Outro LINKS:Instagram: Jason Veliehttps://www.instagram.com/jasonvelie/ Website: Cape Fear Cash Offerhttp://www.capefearcashoffer.com/ 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/

Nov 11, 2025 • 15min
450: How To Build A List That Actually Gets Deals
Matt Kamp breaks down the exact framework behind a top-performing list — one that helps you find real motivated sellers for both land and single-family deals. After running over a thousand off-market trainings, he’s sharing the filters, data points, and strategy that actually lead to closed deals. Watch as he builds a list live inside DealMachine and shows you how to do the same in your market. KEY TALKING POINTS:0:00 - Intro0:36 - The Fundamentals Of List Building2:31 - Starting With The Zip Code And Property Type4:19 - Adding Filters In The “More” Tab7:10 - Fine-tuning The Property Data12:08 - Digging Into Owner Data14:03 - Saving Yourself Time With Saved Filters14:55 - Outro LINKS:Email: Matt KampMatt@DealMachine.com 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/

Nov 10, 2025 • 37min
449: Investing In Parking Lots?! Here's Why
Most investors chase houses, but Kevin Bupp shares why he’s buying parking lots and mobile home parks instead. These low-maintenance assets can quietly build serious cash flow without the headaches of traditional real estate—and Kevin breaks down exactly how he finds them, funds them, and profits from them. KEY TALKING POINTS:0:00 - Intro0:22 - Kevin Bupp’s Journey In Real Estate4:23 - How He Found Out About Wholesaling8:35 - How He Navigated Working For Free For His Mentor14:24 - His Mobile Home Investing & How He Finds Deals20:31 - Owning & Investing In Parking Lots24:05 - The Levers You Can Pull When Owning A Parking Lot26:43 - What Motivates Someone To Sell A Parking Lot29:17 - Starting Sunrise Capital Investors33:41 - Closing Thoughts & Where To Find Kevin36:38 - Outro LINKS:Instagram: Kevin Bupphttps://www.instagram.com/buppkevin Links: Kevin Bupphttp://linktr.ee/kevinbupp 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/

Nov 7, 2025 • 17min
448: How To Actually Start In Real Estate (For Beginners)
Everyone talks about wanting to invest in real estate — but this conversation is about the moment you finally do. Moose Math sits down with David and Chris to unpack the real fears, excuses, and mindset shifts that stop most beginners before they ever buy their first property. You’ll hear how David built his rental portfolio from the ground up, what he’d do differently starting over today, and why taking the first imperfect step matters more than waiting for the perfect deal. KEY TALKING POINTS:0:00 - Intro0:38 - Getting Into Real Estate4:16 - David’s Journey In Investing5:52 - Advice That David Would Give To Beginners8:26 - DealMachine’s Demographic Data & Finding Land Deals11:06 - The Investing That David Is Doing13:50 - When Will Chris Start Investing?16:56 - Outro LINKS:Instagram: Moose Mathhttps://www.instagram.com/moosemath Links: Moose Mathhttp://linktr.ee/moosemath 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/

Nov 5, 2025 • 17min
447: Investors Asked Our CEO Everything—Here’s What Happened
At a recent event, David sat behind a table that read “I’m the CEO of DealMachine — ask me anything.” Investors took him up on it, pressing him with tough questions about off-market data, filters, and more. In this episode, you’ll hear his unfiltered answers and what truly sets DealMachine apart. KEY TALKING POINTS:0:00 - Intro0:10 - How David Filters His Lists1:34 - Comparing DealMachine To Zillow3:03 - Why Should You Switch From Propstream to DealMachine?7:27 - Best Practices With Sending Mail9:29 - DealMachine’s AI Features12:03 - Does DealMachine Have Extra Info That Zillow Doesn’t?12:54 - Should You Switch From Propstream to DealMachine?16:20 - Outro LINKS: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/

Nov 4, 2025 • 15min
446: How To Do Short Sale Deals (Overlooked Strategy)
Most investors walk away when a seller owes more than the house is worth. In this episode, Jiries Dawaher reveals how to turn those “dead” deals into real profits with short sales — an overlooked strategy that can help you close more off-market deals right now. He breaks down what short sales are, how to find these opportunities, and towards the end, covers the exact steps to run the play the right way. KEY TALKING POINTS:0:00 - Intro0:30 - The Power Of Short Sales & The Current Opportunity4:06 - The Difference Between Short Sale And Subject To7:51 - Stage 1: Find The Property10:46 - Stage 2: Qualify The Deal11:38 - Stage 3: Run Your Numbers13:32 - Stage 4: Submit And Negotiate With The Lender14:16 - Stage 5: Follow Up!14:29 - Stage 6: Close The Deal14:37 - Outro LINKS:Instagram: Jiries Dawaherhttps://www.instagram.com/jiriesd Website: Jiries Dawaherwww.skool.com/realestateinvesting101 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/

Nov 3, 2025 • 11min
445: Make $1M From One Real Estate Deal By Splitting The Lot
New 2025 zoning rules are quietly changing the game for real estate investors. In this episode, David breaks down how ADUs and lot-splitting can unlock million-dollar deals—often in cities you’d never expect. He walks through exactly how to find these properties inside DealMachine, the filters to use, and the hidden data most investors miss. KEY TALKING POINTS:0:00 - Intro0:41 - 10 Ways That ADU Investors Can Kill It With DealMachine0:56 - 1: Finding ADU-able Properties1:49 - 2: Building Class2:31 - 3: Building Condition3:03 - 4: Zoning3:23 - 5: Infill Lots3:46 - 6: Double Lots5:50 - 7: Likely Owner6:41 - 8: DNC Assessment7:52 - 9: Cold Emailing8:50 - 10: Direct Mail Cheat Sheet10:20 - Outro LINKS: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/

Oct 31, 2025 • 20min
444: Top 10 Leadership Mistakes That Hold Real Estate Investors Back
Every investor wants more deals, but most don’t realize that leadership—not lead generation—can be the main problem that’s holding them back. In this episode, David shares the 10 biggest leadership mistakes that quietly sabotage real estate investors as they build teams. From poor hiring to weak accountability, you’ll learn how to avoid the traps that keep your business stuck and start leading like a pro.KEY TALKING POINTS:0:00 - Intro0:35 - Mistake 1: Not Hiring With A Test Project3:51 - Mistake 2: Outsourcing Your Hiring6:32 - Mistake 3: Not Training Your Team With The Best Material7:23 - Mistake 4: Letting A Bad Culture Fit Stick Around8:55 - Mistake 5: Not Modeling Hard Conversations11:35 - Mistake 6: Not Giving Enough Praise12:44 - Mistake 7: Not Digging For Critical Feedback14:56 - Mistake 8: Doing Your Employee’s Job15:52 - Mistake 9: Not Inspecting What You Expect17:48 - Mistake 10: Not Hiring Player Coaches18:54 - Bonus Mistake20:05 - Outro LINKS: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/

Oct 29, 2025 • 26min
443: How He Leveraged ADUs to Build $700K Equity in ONE DEAL
Edmond Bondoc, a seasoned real estate investor with over 10 years' experience, shares his success story of leveraging Seattle's ADU laws to boost equity by $700,000 on a single property. He discusses the intricate financing strategies used, including a unique Homestyle renovation loan that funded two ADUs—one attached and one detached. Edmond also delves into condo-ization, explaining how it allows separate refinancing opportunities, and reveals his plans for long-term rental income while maximizing cash flow through strategic equity management.

Oct 28, 2025 • 16min
442: The Case AGAINST Building a Huge Rental Portfolio
Think you need a massive portfolio to reach financial freedom? Think again. In this episode, Chad Carson breaks down why “going big” isn’t always the smartest move — and how a few great rentals can build serious wealth and give you your time back. You’ll learn his “small and mighty” approach to real estate, how just three rentals could snowball into millions, and the mindset shift that helps investors achieve real freedom without burnout. KEY TALKING POINTS:0:00 - Intro0:30 - Do You Need To Build A Massive Portfolio?1:13 - A Case Study5:25 - An Example Of The Numbers Of Just 3 Rentals12:06 - The Takeaways15:33 - Outro LINKS:Instagram: Chad Carsonhttps://www.instagram.com/CoachChadCarson Website: Chad Carsonhttps://www.coachcarson.com/ 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/


