Hey @Mike Nelson, never assume anything about STR rules and regs.Here is the STR rules for Oak Park - https://codelibrary.amlegal.com/codes/oakparkil/latest/oakpa...I would call the city and make sure it is legal for a specific property.Now regarding the famous person angle, sure it can add value to the property or as a STR, but for STR use, I would think you would need it to be in original condition with a lot of the furniture and knick-knacks that were owned by the famous person along with a bunch of photos etc featuring the famous person.If you buy a place that has been totally redone but was owned by someone famous but has no features or things that were theirs, then I don't see it being a draw. 

Building a team is something after you build the skills yourself, then teach them to other people to leverage more and more.

Then you have the ability to accept or reject their response.4.

Then look at different REI to scale to that number.  

We have thought about making the 3rd unit an Airbnb because then we don't need a full kitchen.

If so then a 1031 exchange would be in order. 

If you cash flow $1K per month for 36 months, and then sell with the ability to pull back your original investment, would you consider that a win?

If I'm mentally and emotionally all-in on the incoming administration and think the economy is going to be amazing, best economy with the biggest hands ever, etc etc, then I can do better than gov't bonds, given the emotions I am experiencing.

Then you get 100% minus cleaning fees and maintenance. 

I let the booking expire and figured it was a troll.I then get another request from the same person about a month later for the same dates.