Is your DSCR ratio greater than 1-meaning are you cash flowing (according to the lender's criteria of mortgage, property taxes and insurance (and HOA) if applicable).

My wife and I own a couple duplexes in Florida, however with insurance costs on the rise, we're looking at Wisconsin, which is where my wife is from originally, and we're looking at small multifamily in Sheyboygan. 

Yes you have insurance, but it may not cover everything.

Absolutely use their payment processor and insurance and don't allow cancellations.

You need to carry a special type of health insurance, not the traditional kind.

Title insurance, if paid by Buyer6. 

My agent said it wasn't worth challenging because Nationwide is leaving the state.Our insur. agency sent a new proposal from Bass insur.

Its also a good idea to build relationships with realtors, contractors, insurance agents, real estate attorneys, and property managers in your area so take advantage of events, conferences, and meetups.

E&O insurance most likely

As a medium-term rental, you'd be in better position to be connected with Insurance Company that way.