Playing sports isn't forever and I know a 9-5 isn't for me, I am very much desiring to get ahead and learn how to build wealth from all those smarter than me! 

I am torn between pricing rent lower with a minimum 3 night stay or just weeding out the less desirable/more work clients with higher pricing.  

Unless you have time, desire and knowledge, hiring a property manager sounds like the right option.

For instance, do 2/2 properties typically have longer average stays, or are they more desirable?

It's a spacious 4br 2.5 bath with finished basement in desirable school district in a B Class neighborhood.

Personally I think there are good loans out there but people look for the "perfect" loan that fits their buy box and meets a desired return - which the return is going to be based on risk.So for many you cannot have your cake and eat it too. thoughts?

@James Wise gonna have to disagree with the "lie cheat steal" concept regarding residents.Any resident has the potential to be less than desirable.

I've flown down and walked the units at Western Way and there is a lot to be desired.

@Kyle Carter just because a building has all section 8 tenants doesn’t necessarily mean that the cap rate will be higher on exit but it might attract a buyer(s) that are focused cashflow and not appreciation; therefore a lower price to juice the yield.One of my non negotiables if I were you would be to only buy in an area that is desirable.  

I don't have a good understanding of your desires or what you are seeking.