Love that color BTW !! To answer your question I probably would and I am almost sure I would sorely miss the gate shifter. I have even considered a 599 now that the kids are grown up and almost off the payroll
I would not - I prefer the looks of the 550, no back seat and I have to have 3 pedals. Also, the significance of the 550 being the last all manually shifted car that Ferrari ever built is significant to me.