There are several types of carpenters, framing, finish, cabinets, molding, trusses, furniture, etc.

My concerns: what if he does not move all his belongings and furnitures?

He wants to build a booth in the attached garage so that he can varnish/paint furniture and vent the fumes outside.  

His supervisors spoke highly of him; even helped him with furniture, kitchen items when he moved in. 

People are taking landlords to court here and getting judgements for cost of treatment, replacement cost of furniture, etc.

I have met with the upstairs tenants in their apartment and quite honestly they have so much furniture crammed in the apartment, there is no way the kids could be running around or rollerblading.  

Investors - Are you more, or less likely to buy the property if all you see are studs and subfloor vs existing dirty carpet, damaged drywall and old furniture etc.

I have enough furniture in storage to furnish this house, so we will rent individual rooms until spring, then we will get the entire house re-rented for May.You can always pick-up individuals during the school year ... those who land at university as a foreign student or late admission are around for another 2-3 weeks.  

Also anyone who can be paid per our for small jobs like ikea furniture installation, demolishing or debris removal.

We took the small profit to buy furniture.