He isn't a motivated seller.If it will rent for $1900  a month, that means to make money you have to have a payment that includes, principal, interest, prop taxes, insurance, at less than $1400 a month. $190,000 at 3% interest is P&I $801 + prop tax plus insurance a month.

Can you suggest an insurance company and contacts for our rental houses?

There are many other sites you can list on if you are going for Insurance Bookings but in my markets or at least for the inventory I have, it hasn't proven to bring many leads. 

Not if insurance paid for it.

I also recommend you do your own dental work.Which of these makes sense?

Start small and aim for properties that cash flow well, even after accounting for taxes, insurance, and repairs.Most importantly, keep taking action!

What is on the insurance application that you signed? 

I prefer to stay further from the coast and hopefully further from major storm/flooding events (potentially lower insurance costs).  

More insurance will cancel short term rentals.

He had insurance on the S-Corp for one million and none for himself.