First Real Estate Flip Gone Wrong: Lessons From a $100,000 Rehab Overrun episode artwork

EPISODE · Feb 3, 2026 · 49 MIN

First Real Estate Flip Gone Wrong: Lessons From a $100,000 Rehab Overrun

from The Wisconsin Investor · host Corey Reyment

Send us Fan MailThis episode isn’t about a massive win. It’s about surviving a deal that went sideways and not quitting.Matt Richardson and Ashley joined Corey to share the reality of their first flip, a deal that looked solid on paper but quickly turned into a crash course in rehab overruns, contractor missteps, shifting lender rules, and refinance delays that pushed them months past their hard money maturity.Their $47,000 rehab turned into $100,000+, driven by:Poorly defined scopes of workSurprise subfloor, plumbing, and electrical issuesA contractor who quoted labor loosely and billed tightlyOnce the rehab was done, the market didn’t cooperate. Offers came in $40–60K below asking, and selling would have locked in a loss. Instead of panicking, they pivoted.Through networking and honest lender communication, they landed on a creative rent-to-own exit:$400,000 sale priceNo realtor commissions5-year term at roughly 2 percent interestBuyers refinance them out laterWhat could have been a deal-ending loss turned into a long-term win and a masterclass in resilience.The biggest takeaway? 👉 One bad deal doesn’t define you. Quitting does.If you want to connect with Matt or Ashley directly, you can reach them here:Ashley: [email protected]: [email protected]

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First Real Estate Flip Gone Wrong: Lessons From a $100,000 Rehab Overrun

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This episode was published on February 3, 2026.

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Send us Fan MailThis episode isn’t about a massive win. It’s about surviving a deal that went sideways and not quitting.Matt Richardson and Ashley joined Corey to share the reality of their first flip, a deal that looked solid on paper but quickly...

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