When we purchased an occupied 8-plex awhile back, the first thing we did was introduce ourselves, our management style, and our rental agreement to the tenants.

Not just square footage and bd/ba comparisons, pay attention to year built, architectural styles, layout (if possible) and construction elements.Keep striving and stay positive!

If the OP purchases the property, he would do well to establish his own management style, introduce a new rental/lease agreement and work with the tenant's case manager to either bring this tenant into compliance or move him out.

He got his own cable and internet on a separate bill, apparently the monkeys at Comcast all tell a different story and it turns out he can get a separate everything on a separate bill.The mailboxes are the community style stacked mailboxes and they are all occupied.

My goal to become an active RE Investor is both a Monetary and Life Style Goal.  

From the wallet it needs a better less costly solution, if possible.The previous owners created an outdoor sunroom so they had someone pour a concrete slab and put an enclosed garden style building over it. 

I wonder if our styles would clash or if they would mellow each other out and make for a good fit as partners?  

Be a good listener and you will learn lots of style and ways to position yourself.

Some of the expenses could (and probably should) change as you apply your operating style to the property, so be sure you account for this in your analysis.You can also plug the address into rentometer.com to understand how the advertised rents compare to the average rentals in the area.With these pieces of information, you can get a quick gague on how realiatic or fictional the numbers in the craigslist ad are :)Best of luck!

That being said, legally the only way to do take this on is to rehab it either back into a monster single family vacation rental style home, OR to gut the units of their kitchens and re construct them into bedrooms to make it a group home style facility.