You would want a roofer to get the flat roof and gutter done right, and then a painter to do the exterior painting. 

The options are hire painter for $5,000 to paint a whole house (ceilings, walls, trim, as well as small touchups for drywall nicks, caulk gaps in baseboards, etc). 

Originally posted by Harrison Painter:"Cold Calling" and "Door Knocking" are BOTH important tools in the arsenal.Cold calling covers more ground, but at the end of the day nothing beats touching palms with someone!

Josh-Tough crowd here at BP :)Harrison Painter-Sorry for your bad experience, but we do moderate Zillow Advice - the things we don't tolerate are SPAM, personal insults, and hijacking of threads.

In no particular order:Joshua Dworkin, Will Bernard, Jon Holdman, Rich Weese, Mike Rossi, Harrison Painter, Jeff Tumbarello and J Scott.

Homeless construction painter plumber clothes, like usual.Bring a little flashlight and $4 receptacle tester and be ready to get into attics and crawls. 

Many builders went broke 2009/2012 and a lot of trades people have other jobs now - my old painter how used to have 6 crews is now a nurse.

I do not feel the urge to over see a cleanup crew, a painter or a plumber nor do I need to meet a tenant. 

They'll tell you what you've got - type of mold or mildew or whatever.If it's toxic mold, the best advice would be to get a professional remediation company to deal with it.  9 times out of 10, it's not toxic, but you still don't want those spores to spread when you remove the drywall (and yeah, with that big and dark of a patch, I'd remove it rather than try to kill it and paint over it).Wear a respirator.Get a roll of painter's plastic and tack it to the drywall in an area much larger than the area where the mold is.  

I can relate ... and as an added bonus, it is a motivator for going to college too, because you figure out very quickly that you sure as heck don't want to be a painter, or trash collector, or cleaner for a living :)