My Most Expensive Real Estate Mistakes (So You Don’t Repeat Them)
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In this episode, Corey opens up about the deals that didn’t go well — the ones that cost real money, real time, and taught real lessons.
Because the truth is simple: experience comes from getting punched in the face financially… not from the wins.
This week, Corey breaks down several costly mistakes from 2024–2025, including a Jacksonport project that spiraled far beyond the original budget and a series of flips that exposed gaps in process, oversight, due diligence, and team bandwidth.
If you're scaling, flipping, or thinking about jumping into a new asset type, these lessons will save you money, frustration, and months of wasted time.
In this episode, we cover:
- The Jacksonport deal: why new asset classes require deeper due diligence
- How skipping well/septic inspections cost $45K–$60K
- Why “moving fast” without structure is actually chaos
- How tight numbers push investors into bad decisions
- The hidden bottlenecks inside growing teams
- Why contractors must be checked in person — or by someone who can be
- How to hire, delegate, and avoid burning your people out
- The real cost of doing too much yourself
These weren’t rookie mistakes — they were scaling mistakes. And if you're growing your Wisconsin real estate business, you’re going to face the same traps. This episode is here to help you avoid them.
If you want 2026 to be your least stressful and most profitable years yet, start with the lessons that cost Corey tens of thousands — so they don’t cost you anything.
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