The ideal candidate would 1) be a continual source of deals, 2) able to connect me with investor specific contractors, inspectors, property managers, landlord insurance companies, etc in the local area and 3) make these referrals based on personal use of these individuals services.I already own some investment property, however that property was purchased using the traditional approach.

@Ryan McGrath I think your first concern is to make sure it's a legal rooming house or to understand the steps that it will take to make it one - which I'll bet would include things like extra egresses and a sprinkler system.One incident / phone call / police visit where word gets back to the building inspector and you might find a big red "VIOLATION" sticker on your front door.Next, I'd want to do some forensic accounting. 

This year a new inspector comes and “thinks” that there might not be enough beams in the basement.  

When you call for inspections the inspectors check on your developers license if you don't have one they report you to the CCB you get a form letter pay your 1k fine get your license and don't do it again.ON the selling real estate you don't own in this state the civil penalties are quite harsh..

I don't know if he does multi family but @Matt Schelberg who is a member here is a property inspector.

Also, I would like to hear (or read rather) recommendations on quality contractors and home inspectors.

This is no longer up to the current plumbing code in our area, but the valves of course are grandfathered in.Plumbing code enforcement in Allegheny County is handled by county inspectors, as opposed to the municipal regular building code enforcement.

As part of the offer contract, make sure to include a significant due-diligence period to go over all the financials, and a good property inspection from a licensed inspector. 

Or the Director is going to have random inspections, we don't know how that will work yet either.If at inspection, the inspector finds any problems (were not sure what their inspection checklist looks like as of yet) but they are doing it for free), and a reinspection is required the reinspection will cost $150.  

Perhaps a nice 1950's built bungalow.Always hire a 3rd party property inspector to give you an unbiased feel for the home.