If the request hadn't been explicitly TNG, I'd have gone Kirk-verse, probably. I know the characters in TOS better. But I tend to think of Picard as the most optimistic of the ST Captains-- and yeah, our beloved smuggling crew would not take that seriously at first glance. =)

If I have time and inspiration, I'll certainly do more; I'd like to do the TNG flipside of this, I just don't have time (or canon material) to work with in the immediate future.