@Matt Michaelson you wouldn't ask an employer to do this type of deduction, because they won't per se do it exactly the way it's being described here.

Also, even though I will be investing, I don't really have a "business" per se, so until I own some properties for cash flow, I plan on working with my attorney and CPA to discuss tax strategies and what type of business to set up.

I live in SW DC and would like to focus my investment in SW and SE for now. 

In my experience, pro-se tenants are more difficult to deal with than tenants with lawyers.

Broward, Miami Dade, Palm Beach, etc.
What are cities with policies that allow AirBnB?

I have experienced many circumstances where there is no “hardship” per se except for being underwater and wanting to sell.

I don't see reviews per se online for good nor bad either.  

Hotels seem to be a new thing for him and that to me like said above is just a different business its not land lording per se its being a Hotelier..

Ya, there is virtually zero small multifamily property in the far SE valley. 

If that money is left in the business at the end of each year is it subject to se tax.