The best thing to do is work out all the details in writing before you get started so there are no hurt feelings or misunderstandings. 

You likely want to take advantage of being able to write off items as if the property is a rental property.

There is a small company, Wayne Insurance Group, out of  Wooster, OH that only writes in Ohio.

I wish I could just write him a check, change the names on the deed and call it good.

The first lawyer I hired writes children's books on the side.

Within this offer I would write a contingency stating that you will need access to the property to complete an inspection. 

If they are VERY professional, they will have their processes in writing as verification that it is enforced equally and fairly by their entire staff.6.

When you're ready for the down payment on the new home, you simply write yourself a check and use the cash as the down payment.

As far as expenses, I just use a simple Excel spreadsheet and an old school notebook to write down info about each house (if it's on well or septic, city water, which electric company, school districts, etc.).

We are able to write sinkhole coverage with a few carriers including American Strategic (Progressive Home), Velocity, and others.