I would be most concerned about the big ticket repairs (roof, hvac, siding, ect).  

The Association also has a couple of aces in hand, several units that were purchased during foreclosures in the depths of the recession that are now rented out, and could be sold to pay for capital improvements like new roofing.  

During the purchasing negotiations, the previous owner was required to have a new roof installed.This was good or so I thought.What I didn’t foresee was that they used a less then admirable contractor.

A new roof, yes, that's another matter.

I noted the age of the roof and 5 years after COE, we replaced it. 

and will be looking for contractors to fix up our home.Can anyone recommend any good contractors for roofing, siding, hardwood floors and plumbing?

The only thing I'll contract out is roofing.  

This one will get a full cosmetic rehab including tearing down interior walls, adding an additional bedroom within the existing living space, re-piping with pex, new roof, HVAC, and exterior stucco.

The roof was so old that most asphalt shingles were down to just the base fiberglass base material.  

I had 2 - 30 yard dumpsters brought in to hall out the plaster and the old roof (which was like 8 layers of shingles).