I have 25 special assessments on my property tax bill, which I think is insanely high.  

I know I'll pay my bills - just like you honest contractors know you won't run off with my money.

Hello, I have a primary residence and about $10k in bad debt (not including car note, student loans and a small medical bill).

I really can say that everything needs to be perfectly handled without any room for error.However, you do not need to go and study all aspects of Dodd/Frank, Safe Act, Senate Bill 43, the Property Code, the Finance Code, insurance law and all case law regarding wraps. 

They might not be paid simply because the Italian government hasn’t billed them.  

Quote from @Bill B.: The problem is the government would have to get out of the way.

Whether it is a single family home or a 4 plex, it is still one sewer line, one roof, one gardener bill, one tree trimming, etc. that cost the same no matter what.Best of luck!

Keep in mind if you are house-hacking, you will only be able to write off a percentage of the bills.

On average 20-40% of the property’s components can be depreciated over a shorter useful life which can result in a much lower tax bill and increased cash flow.

Whose name the bill is in doesn't affect the landlord.