Based off of the podcasts I am listening to and other property management professionals that I network with, that has been the experience of portfolios across the states. 

A lawyer might be able to answer this better, but most rentals fall under fair housing laws (there are exceptions) and that protects against discrimination based on familial status which means children or someone who is pregnant.

But, my answers are based on my actual experience being a real estate investor for the last 12+ years.I am 41 years old and currently own 160 units.

I don't know CLE per se (I'm based in STL), but I know the financial side of gut rehabs in urban centers of big cities.

Backstory: As some of you know based on previous post of mine I've found my first "possible" real estate deal. 

I'm based on the west side of the Twin Cities and am investing on MN's North Shore (Duluth, Two Harbors, Grand Marais) The house were under contract for is a long-term duplex. 

The answer is based on your goals.Short-term goals are tough. 

I'm a CT based investor, flipper and property management company owner.  

We learned a lot about project based Section8 buildings, but are now actively pursing more projects like this.

As already mentioned, he wouldn't be able to use rent from roommates to help qualify but based on the numbers you shared there should be a VA option available considering how much flexibility there is.