The $0-Down Hotel Deal That Still Cost $1.5 Million | Christian Osgood E85 episode artwork

EPISODE · Jun 16, 2026 · 53 MIN

The $0-Down Hotel Deal That Still Cost $1.5 Million | Christian Osgood E85

from The Hotel Investor Playbook

It took zero dollars of his own money to buy a $4.5 million waterfront resort. It took three years and over a million and a half dollars out of pocket just to keep it.In this episode, you'll discover the deal, debt, equity sequence he says has never failed to raise capital on a good deal, and exactly when a joint venture beats a syndication.A multifamily investor who scaled to over 600 rental units, and once raised $10 million without a following or a dollar from family, walks through the one hospitality deal that broke all his usual rules. Christian Osgood unpacks exactly where his due diligence missed the mark, and the strategy he used to turn a struggling resort into a self-sustaining cash machine.In this episode, you'll discover:Spot the hidden payroll problem that makes a mom-and-pop hotel's books lie to youAvoid the seller-financing structure that can wipe out a full year of cash flow in one paymentTurn dead event space into guaranteed income through master leasing, fixed checks every month, with zero staffing or cleanupCombine a $1,000 a month ad budget with free community events to drive a 43% profit jump in twelve monthsApply the deal, debt, equity framework before you ever start looking for investorsDecide when a joint venture beats a syndication so you can skip the legal headachesIf you're underwriting a boutique hotel or resort deal, this conversation could save you from learning these lessons the expensive way.If you found value in this episode, take 30 seconds to leave us a review here. It helps more people find the podcast and keeps us bringing on great guests.Connect with Christian OsgoodWebsite: https://multifamilystrategy.com/YouTube: https://www.youtube.com/@MultifamilystrategyLinkedIn: https://www.linkedin.com/in/christian-osgood-10a95b71Connect with Michael on Instagram or LinkedIn.Email Us at [email protected] the Hotel Investor Playbook InstagramInvest with Malama CapitalSubmit a deal

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It took zero dollars of his own money to buy a $4.5 million waterfront resort. It took three years and over a million and a half dollars out of pocket just to keep it. In this episode, you'll discover the deal, debt, equity sequence he says has never failed to raise capital on a good deal, and exactly when a joint venture beats a syndication. A multifamily investor who scaled to over 600 rental units, and once raised $10 million without a following or a dollar from family, walks through the o...

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The $0-Down Hotel Deal That Still Cost $1.5 Million | Christian Osgood E85

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