Pros (coupe):
Hatchback: with enough room for skis, luggage, 4 tires, golf clubs.
Balanced: Comes in handy when pushing it.
Maintenance: Can find the engine easily
Fun to drive
Can get 30 MPG on roadtrips (Steady 75 - 80mph).
Can upgrade to be faster than 911 (of the day).
Designed to resist pin-wheeling if the car does break loose.
Front of car likes to stay in front if the car does break loose.
Won't be called "Coxster"
Can buy with an <acronym title='Limited Slip Differential'>LSD</acronym>.
Cons:
Can make the 911 look bad with enough HP.
Won't be a nimble as boxster/cayman at < 35MPH.
higher weight
Can't make as much money on maintanence
Doesn't look like a Ferrari or Lambo or other super cars. Looks like American cars.
944 had target on it for over 10 years; copied and targeted by many companies.