It was in perfect shape for an investor.Also I would not expect that the other tenants will cover the entire mortgage at least when initially purchased,  Their rent may supplement your rent such that you are paying below market rent. 

I am currently working in the Transportation Industry and I'm excited to get started in all aspects of REI to supplement my current income.  

Also, I've decided to get my real estate license for a couple reasons 1) to get access to the MLS 2) be able to look at properties and make offers myself and 3) supplemental my income.

Much like anything in real estate the numbers depend on how you purchase it (i.e. with using it for yourself as primary driver, or making money as a primary driver).If you’re looking to supplement the cost of ownership, but are buying for yourself maybe in all reality covering the mortgage is good enough for you.

@Marian Smith yes, my roofer used a rigid foam product that was pre-fabbed to produce the desired slope; you can search generically for "tapered roofing insulation" and should find suppliers in your area.  

or it should be only generic mailer that "we buy  your house/ apartment for cash please contact etc" ?  

I am also OK with leaving some money in each of the properties as my income will supplement that. 

Plugging in a pretty generic cash out 4plex investment scenario, I'd say about 2/3 are not.

I would strong recommend against using a generic lease in Massachusetts. 

HUD uses data from rent surveys for 2 bedroom units, supplemented by general rent trends in smaller areas that may not generate enough data in rent surveys on an annual basis, to calculate the amount of rent paid.