We have a business-minded governor, and corporations are moving here on a pretty regular basis.

Or say 12/1 which is after I have finished moving/cleaning/advertising and got a tenant signed? 

After some landscaping, carpet and paint, handyman work, professional cleaning, and photographs, it cost me 3.7k.

I have off shore investors … the only issue I had was my bank wanted to check the patriot act box.when I was getting multi million dollar wires into my accounts.. they wanted to make sure it was clean money.to that end my investors came to the us and we had a meeting with my bankers.. going direct to your attorneys trust account could work.. but the funds I brought in went into my account. 

The house is in great shape and was maintained well by the tenants, but I'm sure we will need a day or two of miscellaneous cleaning/repairs.

My wife intends to take a regular W2 job.

Figure out side hustles you can do, mowing lawns, start a window cleaning company, etc., anything to stack some cash, because with a house hack on a multi family unit, you're going to need at least 5% down.

I have several attorneys I work with regularly here in the Chicago area who would give you a quick email answer for free.

It would be different than your regular homeowner's policy, for the property that is your residence.

How do I find out an ARV or market value, because the regular channels for comps are not going to accommodate this type of structure.