If those 4 channels all hit a lull at once, my next stop would be FB Marketplace.

If you're willing to wait you could talk to a tax/asset management strategist on how to officially setup the entities to avoid the capital gains. 2.

I should add that this information doesn't come from some official website or some report published by a big company.  

Hopefully I am dodging a bullet on this one.Our neighborhood owners group is also petitioning the DOB and Elected Officials to take possession of and tear down the building.Thanks and I will continue to update.

I fully intend and want to do this but it seems like the traditional channels of finding a REIA or something similar don't return any results.

You were super clear on your preferred channel of communication which I appreciated and interestingly similar to the way I run my own business and for the same reasons. 

I also hired a consultant who worked for Clear Channel advertising at one time.

It's an area in which STR's have been around much longer than the existence of the major booking channels. 

But the official position of the IRS is different. 

You're not allowed to change the type of income by slapping a different label on it or channeling it through some entity.