Asking in the correct forum will get a better response.Read the RULES!

TBH I don't know whether that means I have the right to expire this lease or they're completely responsible for all expenses.I like my tenants, they're always paying on time & communicative.

It wouldn’t take much time with “steady” home prices for the graph to self correct. 4) I assume at least some of this is choice.

If he kept the house, then your statement would be correct, because there is no immediate taxation of insurance payout.

@James Hamling is correct about those cap expenses coming. 

Can you imagine actually communicating with your borrower?

You also want someone or a group that are not only knowledgeable but are timely & have good communication skills.

STRs also avoid automatic classification as passive if rented for seven days or fewer per tenant.To maximize tax benefits, maintain detailed logs of all hours worked on activities like tenant communication, cleaning, maintenance, and marketing.

Yes it's a huge problem.You should fix this correctly now.Open the walls and put in proper sound reducing insulation.

Even the best property management companies (PMC) struggle with:- Finding reliable handyman and contractors (ServiceTechs)- Same with affordable ones- Tracking preventive maintenance- Tracking previous work for potential reoccurrence warranty coverage- Understanding tenant reported problems, so the correct ServiceTech can be dispatched- Determining if tenant is at fault for an issue & should be charged - and will proof stand up in court?