 |
The DealMachine Real Estate Investing PodcastAuthor: David Lecko, Ryan Haywood
Welcome to the DealMachine Podcast, where we help you get more out of your wholesaling business by showing you whats working around the country. We talk to real estate investors who are actively closing deals right now. Youll 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 whats producing revenue in todays market and what isnt. If youre already wholesaling, this will help you tighten your process, improve your margins, and make smarter decisions. If youre newer, this gives you visibility into what the business looks like once its working. Youll 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 Language: en Genres: Business, Entrepreneurship, Investing Contact email: Get it Feed URL: Get it iTunes ID: Get it Trailer: |
Listen Now...
587: Wholesaling Houses In Their Early 20s (Here's What's Working)
Episode 587
Friday, 11 September, 2026
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 - Intro1:30 - How AJ & Charlie Started4:53 - Their First Flip5:56 - Funding the Deal8:52 - Escrow Holdback Explained14:11 - Finding the Deal & Motivation18:21 - Building Trust With Sellers21:24 - Building a Buyers List25:07 - Speed & Title Work27:16 - Scariest Moments & Money Lessons32:42 - Advice for New Wholesalers37:13 - Wrap-Up & Where to Find Them37:55 - Outro LINKS:Instagram: AJ Fattorihttps://www.instagram.com/ajfattori/ Instagram: Charlie Pyleshttps://www.instagram.com/charliee.pyles/ 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/
