EPISODE · Jul 23, 2025 · 29 MIN
387: He Thought Wholesaling Was A Bluff—Now He Does 20+ Deals A Month
from The DealMachine Real Estate Investing Podcast · host Dillon Cass, David Lecko, Ryan Haywood
Dillon Cass nearly gave up on real estate after a brutal first month—no contracts, no momentum, and zero results. But just weeks later, he locked up over $250k in deals and never looked back. In this episode, he breaks down how he scaled from a frustrated engineer to consistently closing 20+ deals a month, the exact lists and marketing strategies he’s using, and the sales process that changed everything. KEY TALKING POINTS:0:00 - Intro0:30 - An Overview of Dillon Cass’ Business2:06 - How He Got Started In Real Estate4:12 - What His Team Looks Like & Scaling Fast8:38 - Lessons Learned From His First Deals9:38 - How He Found His Buyers11:17 - His Marketing Strategies12:56 - Getting Good At Sales, Hiring Acquisitions Managers20:25 - The Lead Lists He’s Using Now22:31 - Where He Wants To Go Next24:22 - Hard To Get Data That He’s Looking For26:26 - Ryan’s Takeaways27:56 - Closing Thoughts28:58 - Outro LINKS:Instagram: Dillon Casshttps://www.instagram.com/dillon__cass/ Website: True Home Offerhttps://www.truehomeoffers.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/
What this episode covers
Dillon Cass went from thinking wholesaling was a bluff to locking up over 20 deals a month with a team and systems that print results.
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387: He Thought Wholesaling Was A Bluff—Now He Does 20+ Deals A Month
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