Should I look for a general contractor to manage the whole process or manage it myself finding my own plumber, electrician, roofer, etc?

It's the lumber yard, dumpster company and roofer that I am concerned with.

You will need to call a commercial roofer and get him to estimate it for you. 

I was initially still in the mindset that Detroit might be a little too high risk, but it actually seems the economy there is on the mend, and I think this new revenue stream will certainly help boost it even further.

I advised her to get a home inspector after the roofer gives her his report.  

Now I have to hire a roofer to give me an analysis of its current state as the seller has no clue!

Contact a few roofers in your area and get estimates. 

Mainly, how do I find good tenant prospects that are genuinely on the mends from their financial situation versus someone that will continue making poor financial decisions down the road. 

It Is like anything else, whether it be attorneys, doctors, roofers, etc. there is good and bad.I strongly encourage landlords and investors when looking for a good property management company to go to the National Association of Residential Property Managers website: www.NARPM.org Good property management pays for itself, while poor property management can cost an landlord thousands of dollars.I sincerely hope you are able to recover the funds.Kevin

Electricians, Roofers, HVAC most importantly.