In normal times this would be a mild inconvenience but with the market the way it is, everyone mentioned above is so completely overwhelmed with the amount of work coming in, I'm a bit worried how long all of this will take.

We then have to cut a manual check to cover.Are you saying that for normal operations, they have a system in place to monitor & pay the taxes?

Normally there is no need for multiple accounts other than an operating account and a trust account for deposits to remain segregated.

@Ross Hendry - House hacking is a complete no brainer to start out, I am a big fan, even though I never took that step (was already too far down the suburbia lifestyle). 

If they happen to retire in the area, I see them either keep the investment as an asset, or sell it and buy a "keeper" home that fits their lifestyle better. 

What you claim to be unreasonable is actually the normal process that all Section 8 landlords participate in. 

I'm tempted to list a few of them, however I didn't want to cause undue worry because most situations are pretty normal and the city is usually pretty workable. 

The most important DO: Just provide a good customer experience with all the things one would normall expect for a vacation rental.

We recently moved to San Antonio, TX and still work our normal jobs.

We normally like to have 5-year leases on our commercial buildings so I would check if they have a lease and how many years are on the lease.