I was able to bring the payments current and prevent the foreclosure process (something a realtor would NEVER do).

The seller said this is to prevent annoyances to the renters.

Insurance Co wanted to pay only 32k, I hired an adjuster and we settled for 154k.Another example: 2 years ago we had a storm, and roof drain got clogged with leaves and the building got flooded, insurance Co denied my claim.

A bankruptcy 10 years ago won't prevent you from getting a mortgage.  

Suggest immediate structural fix.ØSeal up 12 inch flue hole in garage roof to prevent rain and moisture from coming into garage space.  

Hi Kyle,If lack of cash is preventing you from buying your second rental, I'm sure you can find other means to increase your cash reserves.  

It helps them too because it prevents them from falling out of contract for a 3rd time.If they won't go for that, maybe make an offer with 10% of the price in escrow to go towards repairs.  

I would start working with the bank right away to prevent that.

We were very lucky and purchased our condo in 2012 and have seen prices really take off since, which has prevented us from buying another property there so far.  

You may want to add something to your rental agreement to prevent future problems.