Based on what you told us, I dont' think Reunion would be a great fit.

This will provide a better reflection of the property’s true market value based on its current use.DM me if you need more insight

Does that sound reasonable based on your experience?

Can I dictate the remitter listed on the check (LLC vs controller vs IRA) based on the needs of the transaction - my local bank would at least give me that much latitude - or is that determined by these banks?

For short-term rentals (STR), the IRS requires you to prorate NORMAL depreciation based on the time the property is available for rent, not when you purchased it.

Maybe every city is like that, but for me more than almost any other city I have been too I think you really have to know the area and have to know the tenant base. 

It's an extremely clear lease clause, tenant gets discount based on painting of rooms landlord chooses.

With the idea of "we can turn money today into more money tomorrow by investing it," I place most of this within a taxable brokerage account where it grows based on the market broadly speaking.

I have a separate account for my real estate properties and keep a base amount there.

It personally took me decades to build up the financial base to get going, but once I did I was able to start making some serious progress on wealth building.