Bedrooms, fresh paint, do all the comps have light fixtures, ceiling fans, hardwoods, etc?

$250.00 New Shower Curtain and Bar $125.00 New towel holders (3 piece set) $175.00 New floor mats $75.00 Other Areas: Paint ceilings and walls flat, trim semi-gloss $450.00 per room Since fixing up the cabinet vs replacing is not much of a cost difference I'm leaning towards just getting new ones.

To counteract the cold air venting through the basement, you'll want to insulate under the floor above (ceiling of the basement).

The floors were extremely unleveled and the new flooring was already coming apart, in one unit a previous landlord spray textured over every surface of the property including the thermostat/door knobs/trim, in both units the kitchen and bathrooms were falling apart and barely above usable condition, the staircase in one unit was obviously illegal it was so steep, and the walls/ceilings in both units were a mixture of poorly cobbled together panels, cracked lathe & plaster, suspended ceilings that should have been replaced a decade ago, and entire surfaces made from something I couldn't determine.  

"Rent ceilings" are much lower with 1 bed units and they often also mean you only have one source of income which I try to avoid as well. 

I've been building for 30 + years and most all sub's bid by the S.F. or yard or some formula that works for them, so even if he does see the unit a vaulted ceiling to a painter is not a big deal, so a small floor plan and a fair description of the unit from your PM is all and sub should really need. 

Is there a certain floor and ceiling on the type of place I should take him for lunch/dinner or am I way overthinking this?

You can also take a look at the floor/ceiling joist yourself to see whether the joist is lapped or spliced at the top-plate of the wall in question, this would indicate that the wall is load bearing.

Kraft paper at the ceiling / attic (which is also in this picture) is fine if you designed the attic accordingly for it, which is typical. 

It is recommended that a licensed electrician further investigate.There is a need to install one or more insulated bushings over the end of conduit OR within knockout to protect wires from sharp edges in panel.The inspector has discovered a number of three-prong, 110-volt electrical outlets in home with reversed polarity.There is no discharge pipe on the safety valve for water heating system.There is a noticeable bow/sag to interior ceiling within home AND to roof ridge.