Underwriting Land Deals - When the computer is wrong

I searched for “underwriting” in the main page here. I didn’t get a hit.
Lots of discussion on this in other sections. I started showing my mistakes (we’re batting 90% success in flips) on my YouTube. https://youtube.com/@realrealestateforus?si=kwNbCduDoXPKJtUq
Most land flippers and small operators don’t lose money on the buy—they lose it on what they missed.
I’ve been putting together a few short videos breaking down where poor underwriting quietly kills deals. Not theory—actual mistakes we’ve made.
The push toward AI, data, and automation is real. We use it every day. But here’s the part people don’t want to hear:
Real estate is still local.
It’s still physical.
And the biggest risks don’t show up on a screen.
Slope that kills usability.
Water flow that turns a lot into a swamp.
Access that looks fine on a map—but isn’t legal.
Utilities that are “nearby” but cost $50K to bring in.
Algorithms don’t walk the property.
They don’t talk to the county.
They don’t see the deal fall apart at closing.
If you’re scaling with data but not tightening your underwriting discipline, you’re building speed on top of blind spots.
That catches up.
If you’re in land or small real estate, these videos will save you from a few expensive lessons.

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