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

    596: Finding & Managing Cold Callers for Wholesale Deals

    Finding and managing real estate cold callers takes more than hiring someone with a good phone voice, as outsourcing business owner Adham Aboelenein explains. He shares where he finds experienced callers and how reviewing their recordings helps turn seller conversations into better qualified leads for your wholesaling business. Before handing off your next list, learn what to look for in a caller and how to keep them on track.   KEY TALKING POINTS: 0:01 - Intro & Host Check-In 1:24 - Slowest Year & Fewer Deals 3:02 - Choosing Lifestyle Over Scaling 4:11 - Meet Adam Aboelenein & His Company 6:21 - Lessons Managing Cold Callers 8:03 - Cold Caller KPIs 8:58 - Finding & Vetting Callers 11:12 - When Callers Go Wrong 12:24 - Breaking Down a Cold Call Script 16:37 - Advice for the Younger Generation 18:29 - Where to Find Adam 19:30 - Outro   LINKS: Instagram: Adham Aboelenein https://www.instagram.com/adhamaboelenein/   Website: Galaxy Call Centers https://www.galaxycallcenters.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/

    596: Finding & Managing Cold Callers for Wholesale Deals

  2. 4d ago ·  Bonus

    595: STOP Asking Sellers About Motivation and Price (Ask This)

    Most wholesalers are taught to qualify sellers by asking about motivation, property condition, timeline, and price, but Jon Barbera says those questions rarely uncover what actually drives a deal. He explains how to move past surface-level answers, identify what the seller fears will happen next, and shape an offer around the outcome they truly need. The result is a more human sales conversation that helps investors solve real problems instead of negotiating against a number.   KEY TALKING POINTS: 0:00 - The Four Questions That Don't Matter 1:53 - An Offer Is a Solution, Not a Number 4:56 - The $145k Seller Story 7:56 - Why the 70% Formula Fails 14:04 - Stop Chasing Volume 15:29 - Outro   LINKS: Instagram: Jon Barbera https://www.instagram.com/jonbarbera/   Website: Pryme Wealth Academy https://pwmcall.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/

    595: STOP Asking Sellers About Motivation and Price (Ask This)

  3. 6d ago

    594: Can Cold Email Find Your Next Off-Market Deal?

    Cold email marketing generated 46 land leads and two pending contracts for a Virginia investor using a campaign run by Wisconsin real estate investor John Maxi. He explains how he chooses seller lists and starts conversations with a simple message asking whether an owner would consider selling their property. Before putting more money into your next off-market marketing campaign, hear what worked and why John says these results exceeded his usual expectations.   KEY TALKING POINTS: 0:01 - Intro & Overview of John Maxi's Business 1:25 - Wholesale Deals & Assignment Fees 5:18 - Acquisition vs Dispo Preferences 9:52 - First Flip Story 11:35 - Marketing Approach 14:56 - List Size & Targeting 15:56 - Email Volume & Reply Rates 17:35 - Email Messaging 18:41 - Vacant Land Results 19:32 - Email Gotchas & Deliverability 22:00 - Campaign Costs 23:18 - DealMachine Data Integration 25:02 - Speed-to-Close Postcard Edge 26:02 - Where to Find John 28:12 - New API & Feature Requests 30:06 - Closing Thoughts 30:28 - Outro   LINKS: Instagram: John Maxi https://www.instagram.com/johnkmaxi/   Website: Maxi Homebuyers https://www.maxihomebuyers.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/

    594: Can Cold Email Find Your Next Off-Market Deal?

  4. Sep 25

    593: Managing 250 Rentals In Just 2 Years

    Three brothers landed their first client with a postcard and grew to manage 250 vacation rentals in just two years. Zachary and Alex Meringoff break down how they target owners and what makes their direct mail work. They also share how delivering better service turned those early clients into a steady source of referrals. You’ll hear how they’re building a team to keep up with that growth while keeping homeowners happy.   KEY TALKING POINTS: 0:00 - Intro & Overview of Ocean City Vacation Homes 1:07 - Closing The First Deals 3:00 - Postcard Content & Targeting 4:42 - Why Vacation Rentals 7:16 - Building The Team 11:00 - Communication Is Everything 12:38 - Why Property Management Is Bad 14:42 - Finding DealMachine & Tech Stack 17:07 - Outsourcing Cleaning & Quality Control 19:42 - Goals & Expansion Plans 21:06 - Limiting Beliefs & Competitors 25:49 - Advice For Beginners 32:26 - Outro   LINKS: Instagram: Ocean City Vacation Homes https://www.instagram.com/ocvacationhomes/   Website: Ocean City Vacation Homes https://www.oceancityvacationhomes.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/

    593: Managing 250 Rentals In Just 2 Years

  5. Sep 23 ·  Bonus

    592: How to Raise Private Money For Real Estate In 5 Steps

    You may already know someone who could fund your next deal. Jay Conner breaks down his five-step approach to raising private money through relationships you already have. He explains how to introduce the opportunity and build interest without making an awkward ask. It starts with lining up the money before you need it.   KEY TALKING POINTS: 0:00 - Raise Money Without Asking 0:51 - Who Is a Private Lender 1:44 - You Make the Rules 2:56 - Not a JV, Hard Money, or Bank 4:30 - Mindset and Protecting Lenders 5:32 - When to Use Private Money 7:19 - Deal or Money First 12:05 - Final Mindset and Protections 13:38 - Closing Documents 14:05 - Outro   LINKS: Instagram: Jay Conner https://www.instagram.com/privatemoneyauthority/   Website: Jay Conner https://www.jayconner.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/

    592: How to Raise Private Money For Real Estate In 5 Steps

  6. Sep 21

    591: 6 Deals Per Month Without an Acquisitions Team

    Tyler Dumont does six deals per month while handling acquisitions himself. He joins David to share how he finds motivated sellers and keeps his marketing consistent. Learn why he still knocks on doors and relies on just one or two core buyers. Plus, hear how slow follow-up can cost you a deal.   KEY TALKING POINTS: 0:01 - Meet Tyler Dumont & His Business 0:51 - First Deal & Hedge Fund Sales 1:43 - Why Fix and Flips Now 3:54 - Finding Deals & Driving for Dollars 8:01 - Marketing Channels & Spend 9:41 - Marketing Cycles & Texting Debate 13:59 - Vetting Serious Sellers 16:40 - Lesson From a Bad Deal 19:21 - Limiting Beliefs & Staying Consistent 20:43 - Current Projects & Bigger Deals 22:29 - Access to Capital Advantage 24:09 - Advice for Beginners 26:01 - Where to Find Tyler & His Backstory 27:36 - Hard-to-Get Data & Wrap-Up 29:07 - Outro   LINKS: Instagram: Tyler Dumont https://www.instagram.com/tylerndumont/   Website: The Simplex Group https://thesimplexgroup.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/

    591: 6 Deals Per Month Without an Acquisitions Team

  7. Sep 18

    590: The Hard Lessons Behind 17 Years in Real Estate

    Frank Iglesias shares the hard lessons he’s learned from 17 years in real estate and hundreds of deals. He explains how renovation delays and overlooked details can turn a promising deal into a loss. We also discuss understanding what sellers actually want, finding deals through relationships, and why he now prefers simpler projects. Whether you’re chasing your first deal or growing your business, Frank’s experience can help you avoid some expensive mistakes.   KEY TALKING POINTS: 0:00 - Intro & Frank Iglesias’ 17 Years in Real Estate 2:12 - The $30,000 Fence Story 6:00 - Why Fences Matter to Wholesalers 7:38 - Getting Started with Foreclosures 8:58 - Why Flipping Is Hard Now 10:35 - Targeting Reasonable Sellers 16:06 - First Wholesale Deals 20:39 - Evolving Marketing Strategies 23:52 - Building a Lean Team with AI 26:30 - Lessons from Billionaires: Business Is People 29:59 - Betrayal & Hell on Earth Story 31:16 - Comps vs. Market Trends 34:43 - Favorite Exit Strategies & Wholetailing 37:46 - Where to Connect & Substack 39:03 - Advice: Play the Long Game 41:03 - Outro   LINKS: Instagram: Frank Iglesias https://www.instagram.com/frank.iglesias/   Website: REI Coaching With Frank https://www.reicoachingwithfrank.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/

    590: The Hard Lessons Behind 17 Years in Real Estate

  8. Sep 16 ·  Bonus

    589: 5 Steps to Wholesaling Houses Virtually

    Chris Logan went from dropping every deal he put under contract to closing 40 in a single year, and it happened when he stopped chasing sellers and found his buyer first. In this masterclass, he covers how to pick a territory you have never visited, and the four things you have to get from a seller before you actually have a lead. If you are marketing hard and still watching contracts fall apart, the problem is probably not your leads, it is who you lined up to buy them.   KEY TALKING POINTS: 0:00 - Choosing Your Territory 1:27 - Building Your Power Team 3:08 - Why Cold Calling Wins 5:12 - Find Your Buyer First 6:28 - Three Types of Buyers 8:10 - Targeting Motivated Sellers 10:55 - Four Things to Get on Calls 12:01 - Selling the Deal 13:35 - Qualifying Your Buyers 14:59 - 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/

    589: 5 Steps to Wholesaling Houses Virtually
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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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