Well, if they can do it with 25 MD-90's they can do it with a few more. It is all about ROI.
Probably not, but if the FAA would sign off on a joint category with the 717 then it would make sense.
Also there is a minimal change that they would need to make to the 767/757 displays to make them compatible with the 767-400. CAL flies it in the same category. They have a few extra displays with their classic jets to make it work.
It basically equates to a speed tape on the left side of the PFD.