Also, while some of the tenants are ideal a few are chronically late and one extra benefit of the rental increase is to install a regimented system of accountability for paying rent.

I can freely admit that I am a chronic sufferer of paralysis by analysis and can get bogged down into over thinking, ESPECIALLY when it comes to major investments I'm going through for the first time (my first duplex took months).  

Also keep in mind that if the basement is below grade it won't meet minimum standards of fitness for human habitation:"No room or area in a dwelling may be used for habitation if more than 1⁄2 of its floor-to-ceiling height is below the average grade of the adjoining ground and is subject to chronic dampness."

I have 1 property with tenants that are chronically late and keep getting later dragging into the next month.  

He was chronically late with rent but always paid eventually. 

IE labor force... things might adjust a little.we are at 5% unemployment basically and those that don't work don't want to .. and or like Detroit you have a 40% of the male population that is chronic unemployed.so who is going to do all these new jobs ???

I don't know much at this point other than what NY Times wrote about in this article THE PRESIDENT’S TAXES - LONG-CONCEALED RECORDS SHOW TRUMP’S CHRONIC LOSSES AND YEARS OF TAX AVOIDANCE and the (HWMC) House Ways and Means Committee report. 

I was just imagining a worst case scenario - a chronically unemployed, violent felon (let's say) and how or if that knowledge would change the value of the property for me.Thanks for the feedback, Nathan!

Tenant turns out to be a chronic liar/rule breaker. 

By far my favorite strategy - and no tenants or property managers.I have one borrower right now, chronically paying late, so the rate jumps from 10% to 16.99%.