With the numbers you provided above, you will have to ensure you have healthy reserves.

We keep half the house for our use year round but rent the other half out all year long.  2024 tax year will be the first year we depreciate the asset.  

@Simon PoweMultifamily will generally have higher turnover than single family and it can also be a bit higher maintenance since the tenants seem to take less care of the units.

Yes, you can go visit Class C & D tenants at their homes to convince them to sign up for auto-pay, but:1) Once you leave they will revert2) Their biggest problem is NSFs! 

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. 

I doubt it will get worse. 

I would also add that you join your local REIA chapter (Real Estate Investor Association) as it will allow you to network with other STR owners and get more location-specific information. 

These are "passive"I also own real estate as well but always put it under a PM so I will say that is quasi passive.

He himself will almost certainly not qualify.

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.