@Justin PhillipIt sounds like you are considering a “land contract” or “contract for deed” —have a Real Estate attorney review it for you as your experience level in this kind of transaction seems minimal.

Ideally, I would like to have a contractor with me as I scout for prospective deals, but I know this is unrealistic and unprofessional (don't want to waste the contractor's time).

It's easy to find good contractors, but they will charge you an arm and a leg.

I bought a 3-unit residential property and met with a local contractor (insured, bonded, good references) to discuss doing the renovation of all 3 units for me.

I do have experience with rehab and do have reliable contractors that I work with, but finding deals and learning about different pockets in Toronto is new to me.

I am looking for several contractor recommendations for these specific trades in the Raleigh/Durham areas: Plumbing, Electrical, Roofing and Drywall.

It will provide you with a good foundation of the process.When you are ready find a good General Contractor (or 3) to walk a property and give you a bid.  

They may also know contractors they have worked with in the past who could give you a quote.

It also requires building solid relationships with buyers, title companies, contractors (to get rehab bids), and local realtors to name a few.

You do not want a PM what you need is a GC (contractor) to bid, estimate, supervise your reno not your property.