@Jonathan Bombaci I like the idea of trying to maximize the proceeds, but even if he moves out willingly I'm left trying to clean/repair/renovate then list and sell a property three states away from me. 

Have your lender call.Make your offers as clean as possible.

You could clean the houses between occupancies. 

It is a single family home in a quiet, residential neighborhood with no HOA and we have a property management company that takes care of it (cleaning, bookings etc.).

@David Shapira I came across these same challenges in Massachusetts… my solution… out of state BRRRR in a more investor friendly market.

The property managers call me and tell me they can find someone to clean the property for around $1800.

Preferably, find a CPA and Lawyer who are real estate investors themselves and work as a team to come up with the best solution for your business(s).

New kitchen and bath vanities are white. we have cleaned everything and have not seen signs of activity until last night near the front door. 

Make sure the contractors understand they are responsible to remove snow to access their work.More cutting, prepping, etc. work will typically be done indoors so make sure you hire a contractor who likes to be clean and won’t turn the entire interior into a personal workshop/storage shed.Figure extra $$$ for temp enclosures and heat if you wish to do exterior painting, masonry, etc.It’s darker later in the AM and earlier in the evening so make sure you have a lot of good, temporary lighting so you can maximize the amount of time your guys are working when they are actually onsite.Planon missing a few days here and there due to a “snow day” when guys can’t make it to work due to a snow storm.

In real life it was tore down and city cleaned everything up.