Do you think it is important in the Mid-West, Chicago to be specific, to ask for the fact roof to be coated in aluminum to protect from UV Rays?

This is probably the most important thing you just said here (all of it is important though)

Keep it simple and easily readable as you stated.I think more importantly, don't spend too much time on this.

A lot of people THINK they know how something is done but miss some important details and get themselves into trouble.

I feel like I'm able to articulate the importance of a 5-star review, specifically, without actually asking for it/implying they should leave one even if they don't feel it's deserved.There's always going to be the occasional person who doesn't get it and thinks 4 stars is perfectly fine, but hopefully this strategy heads a lot of that off at the pass.

The most important thing is working with people you begin trust, so do your due diligence on any of the areas you decide to go. 3.

@William Shea If you're interested in being a landlord, the single most important thing you can do is to study up on the WILDLY tenant-friendly laws in this state.  

An important part of the lease is who can occupy. i would limit overnight guests in lease.

The important advice I can give you now is figure out some creative financing.

Equally important is the actual agent you sign on with at that brokerage