The vast majority of posters are good people just looking to talk about real estate often in the only place they really can.Chances are that posters who don't try to buy or sell anything from/to you are probably honest straight shooters.

I highly recommend you start listening to the Straight Up Chicago Investor Podcast to become familiar with real estate investing in the Chicagoland market.

You can setup your LLC as a pass-through entity which doesn't require a separate tax return so the income and expenses from the LLC go straight on your personal return.

What luxury spending could they cut to ensure rent on time.

There are those that just can't quite make it on there own, not quite stable enough to cut it in this society so they end up in doorways.

That idea was put into question when a slum developer clear cut and developed a high density neighborhood all the way along one of our property lines. 

Obviously, that isn't a straight line correlation since comping is subjective and home values are always fluctuating.

You can cut costs and have multiple entities with QB desktop, but the downside is that many CPA firms (ours included) prefer clients with QB Online or another cloud based software.

He allowed her to move into his house thinking their relationship would lead somewhere, however she was just a straight up leech stringing him along and didn't want to pursue anything with him.

I have used property managers in other areas, but they handled everything as well as their 10% monthly cut.