This is going to be an area where an equitable compromise will prevail, how much is in excess, what's the costs involved in holding the property, management, repairs, etc. if it's not really significant, and since courts rule generally in favor of lenders over borrowers, the borrower may not win small sums, but if amounts are excessive, beyond what is reasonable to compensate for the collateral interest, the borrower will be getting a check.

I have Allstate for a comparable ACV triplex in Philly at about $1800/yr but I hear they aren't very compromising for when it comes to a claim.

Is there anything you can do to increase that (without compromising safety)?

One compromise with your handyman is have him notify the tenant, in addition I would use a coded lock or a lockbox for the key for the handyman.

I did compromise one thing that I didn't think I would, which was allow smoking inside of my property.

When I first started the wife didn't quite see eye to eye, so we came to a sort of compromise.

We didn't compromise on our screening and we had our share of "posers" and bad fits that we rejected, leading (ironically) to short term vacancy issues.

But, I actually don't think age would be one of our first compromises.

That's actually a pretty good compromise, and clearing post is always a rush job anyway, so it does provide a certain motivation...

It's a compromise.