EPISODE · May 16, 2025 · 30 MIN
348: Ask Your Boss For Money To Buy Real Estate
from The DealMachine Real Estate Investing Podcast · host John Heisler, David Lecko
What if your boss could fund your next deal? That’s exactly what happened to John Heisler—his boss gave him over $100k for a down payment. In this episode, John shares how he built deep trust, raised capital from unlikely sources, and pivoted from rentals to commercial deals like warehouses, storage, and offices. You’ll learn how he decides what to keep versus wholesale, how to structure partnerships, and why commercial real estate might be the path you’re overlooking. KEY TALKING POINTS:0:00 - Intro1:00 - John Heisler’s Life Before And After Real Estate2:00 - His Start In Real Estate5:41 - How He Decides Which Properties To Wholesale And Which To Keep7:51 - What John’s Portfolio Looks Like & How He Finds Deals9:09 - What It Takes To Buy A Commercial Deal13:40 - The Platform They Use To Look At Deals15:45 - How His Business Is Structured19:21 - His Role In His Partnerships20:49 - Why He Decided To Go Into Real Estate22:08 - What He’s Looking Forward To This Year24:00 - The CRE Playbook27:16 - What He’s Learning From CG29:27 - Closing Thoughts30:38 - Outro LINKS:Instagram: John Heislerhttps://www.instagram.com/John.W.Heisler/ Website: John Heislerhttps://www.cre-playbook.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
John Heisler reveals how he went from a hospital job to commercial real estate—with help from his boss.
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348: Ask Your Boss For Money To Buy Real Estate
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