From what I can see on google maps, the street itself actually doesn’t look too terrible and the city has been cutting the grass at the property (which they have been charging for). 

Some advice would be greatly appreciated, thank you. rent is being charged about 900-950/month per unit and there's 2 for the area averaging.Cap-ex 10% 180$Vacancy 5% 90$Property management 100$ Maintenance 5% 1$ per sqft/month 122$Utilities-- 200-250 month Taxes - 2,100/yr - 175$/ month Insurance 1100$/yr - 91$/month 2 laundry machines in basement 30 yr mortgage 794$/month 180,000 purchase price. 3.3% interst rate.

Yes, you can charge additional rent. 

I'll be in charge of all of the cash management and other administrative matters related to our partnership; this will obviously require less ongoing time than his commitment.We're trying to think through how to fairly structure a partnership that reflects that he'll be committing more time to maintain our partnership than I will. 

I am thinking of getting a few estimates though as this current lender is charging a 3500 origination fee and haven’t seen the rate yet.

There are a few companies that can endorse the homeowners policy to reflect the rental and add the charge for it but that is rare.  

First skip is to find the principle and then second skip is to find that principal's contact info and we don't charge any extra.

I think if you have a solid list with legitimate owners then it may be in your favor to leave a voicemail.

Here a quick tip for when you are interviewing companies ask them this question "what are you steps to address a broken hot water tank"If they answer, send a plumber out and address the problem, you know they'll charge you an arm and legIf they say, they'll walk the tenant through trouble shooting steps like resetting the pilot light, you know they'll save you money 

Legitimate things can appear sketchy or you could be accidentally making errors.