@Rick Bevilacqua - you conduct a judgment search to attempt to discover those sorts of things. 

And there would be no unanticipated holding costs... the insured could just let the insurer cure the defect once discovered, if ever.I'm amazed the title company actually did more title exam work and discovered their recent error in the small gap between the two closings.

All 3 units going on market as LTRs this week and then I discovered 2 NEW leaks.

Thankfully I'm in Ohio which has actually added a chapter and language to the revised code in an attempt to prevent cities from implementing policies that institute rent control or rent stabilization in any form.

I would also speak to your lender, financial institution and the Realtor/Broker professionals about this situation so, you can make sure you are on the right track, and everything works out in your best interest.

I think institutional money and large PEs maybe one of the biggest culprits that's driving the home prices and rents all across the States higher than ever before. 

Real Life: My client discovered that the PM company was $350 under market rent and allowed for an extra 2 weeks of turn time.

Yeah, each time we discover either a roof issue or a foundation issue.

I’ve had difficulty finding licensed contractors and discovered that not all listed on Angi's are licensed.

As you mentioned in your post about using education materials to stay away from prohibited transactions, that's a great plan and most institutions offer a variety of educational materials.