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 - Intro 1:00 - John Heisler’s Life Before And After Real Estate 2:00 - His Start In Real Estate 5:41 - How He Decides Which Properties To Wholesale And Which To Keep 7:51 - What John’s Portfolio Looks Like & How He Finds Deals 9:09 - What It Takes To Buy A Commercial Deal 13:40 - The Platform They Use To Look At Deals 15:45 - How His Business Is Structured 19:21 - His Role In His Partnerships 20:49 - Why He Decided To Go Into Real Estate 22:08 - What He’s Looking Forward To This Year 24:00 - The CRE Playbook 27:16 - What He’s Learning From CG 29:27 - Closing Thoughts 30:38 - Outro LINKS: Instagram: John Heisler https://www.instagram.com/John.W.Heisler/ Website: John Heisler https://www.cre-playbook.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/
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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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