The DealMachine Real Estate Investing Podcast

David Lecko, Ryan Haywood
  • 5.0 (390)
  • Investing
  • Updated Weekly

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

  1. 2d ago

    587: Wholesaling Houses In Their Early 20s (Here's What's Working)

    Wholesaling real estate in Chicago takes more moving pieces than most markets, and AJ Fattori and Charlie Pyles have built a business on it in their early 20s. They break down the escrow holdback that keeps a deal alive when a seller can't move out, and why they keep three to five buyers on speed dial instead of a list of a thousand. They also get honest about blowing through the money early on and worrying about rent while deals were closing.   KEY TALKING POINTS: 0:00 - Intro 1:30 - How AJ & Charlie Started 4:53 - Their First Flip 5:56 - Funding the Deal 8:52 - Escrow Holdback Explained 14:11 - Finding the Deal & Motivation 18:21 - Building Trust With Sellers 21:24 - Building a Buyers List 25:07 - Speed & Title Work 27:16 - Scariest Moments & Money Lessons 32:42 - Advice for New Wholesalers 37:13 - Wrap-Up & Where to Find Them 37:55 - Outro   LINKS: Instagram: AJ Fattori https://www.instagram.com/ajfattori/   Instagram: Charlie Pyles https://www.instagram.com/charliee.pyles/   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/

    587: Wholesaling Houses In Their Early 20s (Here's What's Working)

  2. 4d ago ·  Bonus

    586: How To Become the Bank On Cheap Houses

    Philip Louden calls it becoming the bank: you buy a cheap livable house in a small market, then resell it on seller financing to a family that wants to own instead of rent. He explains why this arbitrage works, how he finds and structures these deals, and where the financing comes from when you do not have cash. If you have been chasing assignment fees and want something that pays you every month, this is the model to study.   KEY TALKING POINTS: 0:00 - What Are Starter Wraps 1:46 - How Starter Wraps Work 3:37 - The Power of Financial Arbitrage 5:46 - A Deal In Marion, Indiana 8:26 - Financing These Deals 11:33 - The BRRRR Jacket Strategy 13:28 - Best Markets & Serving Buyers 14:33 - Final Goal & Wrap-Up 15:13 - Outro   LINKS: Instagram: Philip Louden https://www.instagram.com/phil_louden   Website: Seller Finance Freedom Academy https://www.skool.com/sellerfinancefree/about   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/

    586: How To Become the Bank On Cheap Houses

  3. 6d ago

    585: 8+ Real Estate Deals A Month, Flipping Mobile Homes?

    Mobile homes are still an untapped niche in real estate investing, and Aaron Bihl does 8 to 10 deals a month with them as his focus. He explains why the stigma around them gets him better deals than a stick built house, and why he's moving toward buying lots and putting new homes on them. He also walks through the soil test that cost him 1,600 dollars and killed a two lot deal he was ready to close.   KEY TALKING POINTS: 0:00 - Intro 0:48 - Ryan's Rent Collection Update 2:25 - The Business Aaron Bihl Built 3:48 - How Aaron Got Started 6:10 - First Deals & Working Under a Broker 9:15 - Finding Those First Deals 10:46 - DealMachine Data & Land Filters 13:58 - Why He Focused on Mobile Homes 18:03 - Worst Condition He'll Buy 20:44 - Single-Wides & Deal Discipline 22:31 - The Georgia Deal Lesson 25:19 - Marketing & Selling the Lots 27:22 - Business Partnership Split 29:00 - Excited About Land-Home Scaling 33:43 - Advice for the Cubicle Dreamer 39:00 - Where to Find Aaron 39:18 - Outro   LINKS: Instagram: Aaron Bihl https://www.instagram.com/aaron.bihl   Website: Flip Trailers https://www.fliptrailers.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/

    585: 8+ Real Estate Deals A Month, Flipping Mobile Homes?

  4. Sep 4

    584: 30-50 Deals Per Month (Selling Other Wholesalers' Deals)

    Wholesale deal flow gets easier when other wholesalers bring you the deals, and that's how Phil Cacciatore does 30 to 50 a month in Tampa Bay. He walks through how his sales team finds cash buyers by reverse searching who already bought nearby. He also covers how 21 Property Group went from six sales reps to 45 in about a year and a half.   KEY TALKING POINTS: 0:00 - Intro & Hosts 1:15 - Ryan's Slow Market Year 2:04 - Phil Cacciatore's Business Overview 3:27 - The Investor Marketplace Model 4:26 - Joining & Scaling the Company 6:44 - Building the Dispo Process 9:16 - Finding Buyers with DealMachine 11:57 - Hardest Part of Scaling 14:00 - Marketing & Lead Sources 16:21 - Structuring 10K Partnerships 17:31 - Helping New Wholesalers Analyze Deals 18:53 - Motivating the Sales Team 21:05 - Inventory Ups and Downs 22:03 - Advice for Solo Wholesalers 23:05 - Favorite Podcasts & Learning 23:54 - The Implementation Process 27:48 - Where to Find Phil 28:04 - Outro   LINKS: Instagram: Phil Cacciatore https://www.instagram.com/phil_cacciatore/   Website: 21 Property Group https://www.21propertygroup.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/

    584: 30-50 Deals Per Month (Selling Other Wholesalers' Deals)

  5. Sep 2 ·  Bonus

    583: The 3 Sales Mistakes Costing You Wholesale Deals

    Cody Morris, CEO of LeadZolo, has built and scaled around 300 remote sales teams, and he says most wholesale deals die in the first two minutes of the call. He walks through the opening line that keeps a seller on the phone and the frame that keeps you leading the call instead of defending it. If your leads look good on paper but your close rate does not, start here.   KEY TALKING POINTS: 0:00 - Intro & Cody Morris's Background 1:17 - Cost of Leads: Time vs Money 2:55 - Ad Strategy & Distress Signals 5:46 - Speed to Lead & Opening Script 7:42 - Set an Authoritative Frame 10:52 - Use the Lead Information 13:55 - Wrap-up & LeadZolo Offerings 14:23 - Outro   LINKS: Instagram: LeadZolo https://www.instagram.com/leadzolo/   Website: LeadZolo https://www.leadzolo.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/

    583: The 3 Sales Mistakes Costing You Wholesale Deals

  6. Aug 31

    582: $1M in Assignment Fees Year One, Now She Double Closes

    Carly Stagge left corporate finance at JP Morgan and did $1 million in assignment fees her first full year in Denver. She explains why her company double closes every deal now, and how transactional funding moved their average fee from $17,500 to $25,500 in a single month. She also covers what a double close does that an assignment cannot, including the ability to renegotiate price with the seller, and why assignment fee laws in states like Pennsylvania and Ohio are pushing wholesalers toward it.   KEY TALKING POINTS: 0:00 - Intro 3:11 - Carly's Million-Dollar First Year 5:23 - Why Wholesaling Became Addictive 6:59 - Finding Deals in Colorado 8:45 - Marketing & Direct-to-Seller Methods 9:53 - Double Closing as Free Marketing 11:50 - Bigger Spreads Through Double Closing 15:34 - Building Your Own Capital 17:01 - Keys to First-Year Success 19:19 - Overcoming Fear of Spending Money 20:35 - Networking & Learning From Mentors 23:34 - Starting the Transactional Funding Fund 26:16 - Career Path: Finance to New Western 28:03 - Goals for the Funding Company 30:47 - Most Rewarding Deal Story 32:49 - Where to Find Carly & Outro   LINKS: Instagram: Flip Fund Capital https://www.instagram.com/flipfund_capital/   Website: Flip Fund Capital https://www.flipfundcapital.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/

    582: $1M in Assignment Fees Year One, Now She Double Closes

  7. Aug 28

    581: Wholesaling Land Deals Nationwide (With Just 7 People)

    Nathaniel Brimlow runs a nationwide land wholesaling business from Hawaii with a fully remote team of seven people. He walks through the buy box he uses to cut the entire country down to a workable list: two acres and up, $50,000 and up in value, owners over 65, and ten years of ownership or an inherited property. He also breaks down sell through rate, the metric he uses to throw out markets before he spends a dollar marketing to them, plus how his team disposes of land through realtors, neighbors, and local investor lists.   KEY TALKING POINTS: 0:00 - Intro & Welcome 0:45 - An Overview Of Nathaniel Brimlow's Business 6:05 - Why Land Over Houses 6:51 - Underwriting & Deal Criteria 8:37 - Buying Remotely From Hawaii 9:24 - Pulling & Scrubbing Data 10:18 - Finding Buyers For Land 11:46 - Creative Title & Deal Stories 15:25 - Choosing Markets & Sell-Through 19:39 - Ideal Seller Profile 21:00 - VA Staffing & Where To Find Him 23:04 - Outro   LINKS: Instagram: Nathaniel Brimlow https://www.instagram.com/nathaiel/   Website: Vita Talent Staffing https://www.vitatalentstaffing.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/

    581: Wholesaling Land Deals Nationwide (With Just 7 People)

  8. Aug 26 ·  Bonus

    580: 10 Problems Wholesalers Face Now (And How To Fix Them)

    Transaction volume across the country is down roughly 35% from a few years ago, and wholesalers and fix and flip investors are feeling it in every part of the business. Brian Snider walks through the top ten issues hitting real estate investors right now, from tighter underwriting and softening buyer demand to inconsistent marketing and thin exit strategies. He also covers where AI belongs in your workflow, why offers made is the one KPI worth tracking above closings or profit, and the budget rule he applies to every marketing channel he tests.   KEY TALKING POINTS: 0:00 - Top 10 Issues Intro 2:40 - Tighter Underwriting 3:39 - Managing Your Data 5:16 - Using AI the Right Way 6:31 - Softening Buyer Demand 7:39 - Consistent Marketing 9:18 - Sales Conversion Skills 11:22 - Multiple Exit Strategies 12:19 - KPIs and Tracking Offers 13:52 - Finding Support & Community 15:03 - Outro   LINKS: Instagram: Brian Snider https://www.instagram.com/theindysnider/   Website: Collective Genius https://thecollectivegenius.com/team-members/brian-snider/   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/

    580: 10 Problems Wholesalers Face Now (And How To Fix Them)
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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

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