I think the repairs needed (before having an inspection) are complete gut and remodel of bedroom, partial remodel of kitchen, fireplace inspection and repair and 2 years out on a new roof.

Again I would not go below 5% for Repairs

I've done literally everything that could be done on a home, from roofing to siding to drywall to foundation repairs.

Ask around and see if anyone has had issues getting repairs made by the association. 

Outdated but well maintained, minimal repairs done so far.

However, it suffers the highest turnover among all 3 types. 3 bedroom  is the worst Sq ft per dollar wise and takes more on repair and maintenance if anything happens.

I am pretty well connected with repair guys, etc so honestly I would only be bringing someone on to split the burden...financially and otherwise. 

Not that I pay myself as it is now but just getting the funds to make repairs would be an extra hassle.

However, generally the management fee only includes collecting rents and handling the contractors (lawn care, repairs, snow removal, utilities, etc.) they will generally pass-through these expenses to the property owner.

Fix/repair any issues timely and provide the required information to any potential tenants.