For the record, we have given her 6 month leases for the last year and a half.Now my question is, I don't do month to month (too much paper work and uncertainty) but considering COVID times we're living in should I accept the month to month or find another tenant (which isn't guaranteed)?

Hopefully that PM is very good at answering your questions before any paperwork is signed and is also vetting you.

Is it just me or is conventional now costing about the same as DSCR and of course everyone prefers less paperwork if it’s the same cost… Are others seeing this? 

Then once both parties sign, engage a title company to handle the remaining paperwork, movement of money, and transfer of ownership.

Essentially, if you get an FHA loan 3.5% down, and qualify for 5% Down Payment Assistance (DPA) that 5% DPA will cover the 3.5% down payment and 1.5% of the closing costs.

, 2) get added to the basis and essentially only have 26 years of depreciation (27.5 - 1.5 years), 3) go onto its own, separate 27.5 year timeline, or 4) something different and if so what?

I can essentially serve as a property manager: tending to the house (cleaning, maintenance, etc), working and coordinating with any affiliated contractors, and I can even perform rent-roll, T-12, or DCF financial analysis for you on the property, or look for other properties as well.

I would look at submarkets outside of downtown as well, given the lack of people working in offices downtown for the forseeable future, restaurants and bars essentially closed, the appeal of downtown is not there right now.

Hi @Chris Reyes, I haven't run into this, yet if you have the appropriate paperwork on file for the trust and have a direct line for the administrator then it should function pretty smoothly. 

You could get lucky with their advice, but you're essentially left to your own devices for making it work.