That is my focus when I set up loans for clients- and I will go whoever is going to slow to meet the deadline- appraisers, lawyers, etc. 

If he's willing, contract for deed (installment sale) might be another seller-financing route.

Your painters will save tons of time from having to cut in walls and tape off trim.

We will probably pivot one or both to be long term rentals.

However, when the new owner sells, they will owe capital gains tax based on their share of the basis.Given the complexity and IRS scrutiny of 1031 exchanges and drop-and-swap strategies, consult a CPA or attorney specializing in partnership taxation to ensure compliance and maximize tax savings.This post does not create a CPA-Client relationship.

If you have a $400k duplex and you live in half and rent halfOr if you have a $200k rental property Your deductible rental expenses will be the same. 

But that frustration will kill you.

Let her sell it as she won’t have a taxable gain which you will have if she gives it to you and you sell.

At a high-level, I'm looking for a single page that will show the entire health of the property, from income/expenses, to debt coverage, capex, ROI, etc. 

Usually prospective tenants that agents bring to showings will be more qualified to rent in my experience.