I'm considering adding a boat rental option through a 3rd party site that will provide rental insurance. 

A part is the whole, false equivalency, who me?

Once you find a good dedicated cleaner I think the hard part is over!

We have a closing company that does 1031 in house, so we didn't need to involve any third party entity.

Also, your parents loan most likely was sold off to a servicer, in which case the third party would be responsible for issuing documentation of satisfaction.

@Ralph Ace  When I was practicing in Mass and Maine, the guidance was that the report was the property of the person who paid for it - normally the buyer.Other parties could ask for it, but it would be standard practice to ask them to pay for it.That said, the seller would be required to disclose any defects that were uncovered in the inspection.

A party who enters into a rental agreement on behalf of the landlord and fails to comply with this section is an agent of the landlord for purposes of: (a) Service of process and receiving notices and demands; and (b) Performing the obligations of the landlord under law and under the rental agreement. 4.  

Meaning that they will agree to do the early work with the understanding that if you go forward with the project, they will get paid if for the spec and forward work if and when there is capital (debt or equity) to pay for the spec and forward work.Even if you can’t get either of the parties to spec the work the time and cost to do the early work is short and comparatively modest.

There is often a tendency to argue with the other party and provide far too much information on past issues to the court. 

Currently a 3rd party reads electric meters, prepares a statement for each tenants, mails statements to onsite manager, OM gives tenants statements, tenants pay OM by money order and old owner picks up funds on the 8th of each month.