A lot of great info and ideas directly related to your OP question there, regarding the project manager question, I'll focus on some important issues involved because it is in Shorewood and these are truly important issues.
I lived right over the Shorewood/City of Milwaukee border on the east side of MKE for years and know a fair amount of people who have and now live in their own homes there, a few people who've owned rentals or lived in half of a duplex and ONE person who rehabbed and flipped there and made some profit, not sure how much.
Shorewood, more than ANY other suburb in the entire metro area, is from what I've heard over 10+ years of doing this and other RE investing related stuff, TIGHT about what goes on with any property in the village and NOT a place where you want to be employing any contractor who's going to be cutting any corners or anything like that. In fact, ANY contractor doing a job in Shorewood MUST be licensed by Shorewood, besides being state licensed.
Now, every day on cragislist, etc here you have hundreds of people, crews, etc running around who aren't even state licensed and getting work daily and from what I've heard many times, if you want to do a rehab there and roll one or more of those crews in, chances are very good the inspectors will come down on you like a ton of bricks!
I'd say a MAJOR issue for you, or even your #1 issue prior to any work being done is to introduce yourself to the inspectors (its a relatively small village, can't be many of them) and I mean IN PERSON. I've heard multiple stories from very credible people of someone, like even a long time homeowner, getting a new roof and not getting a permit, not hiring a locally licensed contractor (its a pretty nominal fee and just requires WI license I believe) or doing something else wrong and they'll be all over them QUICK! I mention the "in person" part as well and I'm NOT saying to hide or obfuscate the fact that you're from AZ at all, but I'd see that part as raising a HUGE red flag for the handful of inspectors they likely have.
Now, I NEVER advocate anyone rehab in WI and not pull ALL needed permits in any city here, besides problems with the municipality, you're leaving yourself open to massive liability for many years after you think that house is sold and long gone of anything goes wrong, like an electrical fire in a house where unpermitted wiring was done. (and in WI, basically any electrical or plumbing work needs a permit, which can ONLY be pulled by state licensed master plumber/electrician)
This may sound crazy or draconian, but I can understand where they are coming from. Shorewood is small, ranges from middle class to high end huge mansions close to Lake Michigan and I'll bet 90+% of the housing stock is pre-1970, a lot of it going back to the 1920's or earlier. So, they've got a fancy area that's been pretty well kept, why risk it? I've also heard that as long as they're happy with what you're doing, they're just fine to work with as well, but don't be surprised if they ask for more work to be done on who knows what and or maybe require higher end supplies to be used, who knows!
So, please don't take this like I just told you that you're doomed to several months of hell here, not at all. I think it all comes down to getting off on the right foot with them and letting them know that you're NOT one of the corner cutters, or people who rehabs an entire home with zero permits and from everything I've heard they'll be fine to work with, but if its the opposite, then get ready for all sorts of issues or having the whole thing "red tagged" which means ALL work stops NOW, or the cops show up!
The good part is, that Shorewood is a "hot" area and if you turn out a high quality rehab, you'll likely have buyers ready to look on day one that it is on the market!