Office space is gutsy at this time with many companies working remotely, maybe part of your investment was to bet that people will be coming back to work in person.  

Having trusted boots on the ground makes all the difference when you can’t be there in person.

This isn't something I've been able to keep up with personally, so I hire property managers who rely on legal counsel to keep up with it.

You can probably meet him in person if you attend the next HH.

If the trust is disregarded and you and your wife file a joint tax return the property is reported on your personal joint return. 

Data point: we have a long-term rental in a popular STR neighborhood listed through Zillow right now.Every person who writes asking to do some sort of arbitrage is blocked by the Zillow platform.I don't even have to say "no thank you anymore."  

Second- these developments where the same person develops, builds, and then requires you to use them for management- they always suck.

Since the original loan was apparently for a primary residence an LLC could never qualify because it isn't a person who would owner occupy the property. 2.

A one-person show isn’t gonna cut it.

It's a personal preference.