Just to mention a few:- Wynn Casino (First Casino in the GCC states) in Ras al Khaimah- Al Maktoum International Airport (set to become the worlds busiest airport)- Palm Jebel Ali (the second palm bigger and more luxurious)- Expo City (Regions largest exhibition center)Its a lot of information but I believe it gives a simple explanation to the complex market here.Let me know if you would like to know more about the market and if you would need guidance into exploring the possibilities here!

Steadily is my go to, but I see you mentioned them already. 

If you get a section 8 tenant the authority will need a closet and outlets as well as the egress you mentioned.

The traditional carriers you mentioned are not good options in this space.  

One of the most important skills you didn't mention is networking, which you are obviously doing well at too.I'd recommend connecting 1:1 (zoom, coffee. lunch, etc.) with a couple from the BP Chicago community or better yet check out some of the local meetups: https://www.biggerpockets.com/forums/521-real-estate-events-...Make friends with the meetup hosts...they will often know whos who and can help you make the right connections.Regarding your license, I think it's a great idea if you have the time and are going at it with the right intentions. 

The person who gave me a demonstration mentioned that by using it, listings were much better ranked on Airbnb (he emphasized that the listing updates every night, which is good for the algorithm).

Quote from @Mitch Holmes: I would flip as well, as Chris mentioned.

^^ not a way to get around the net income for your rental, but as mentioned DTI restrictions are different from lender to lender so you might find more leeway looking into that. 

BTW, in your example since you didn't mention having signs up about the sealcoat (the one very pertinent detail), then of course your office would likely be liable to pay for their shoes.

Quote from @Lee Mobley: In Georgia, there has been a default judgement entered against both Outstanding Real Estate Solutions, Inc. and Chimene Van Gundy for $200,104.53 plus costs as well and a default judgement entered against Michael Trofimoff and Viridis Holdings, LLC total sum $197,334.45 plus costs for similar issues mentioned in other comments here.