Upgrade:
Difficult to tell. The E190 goes fairly junior relative to other carriers. I'm guessing 2-4 years. Most jr. airbus captain seems to be around the 7 year mark.
The fly in the ointment regarding the quick E190 upgrade is this: Will you even remain a "jetblue" pilot in a year or three as bluejet sells that thing off to Mesa/Republic/TransStates and you go with it? Since we don't have a CBA, our "fragmentation language" is complete dogsh*t and it's not beyond the realm of possibility that you'll end up on the street while airbus FOs junior to you keep their jobs at bluejet.
Isn't being a non-union carrier grand?