That way, because each member can only pickpocket a vendor once, that vendor can get pickpocketed up to six different times. If a respec in this game is like a respec in the 1st game, you lose all your skills - so its actually a good idea to put all civil points for every character in thievery while in Ft Joy, plus pick the 'all skilled up' talent for an additional point in it. Reason is because apparently (I'm close, but not there yet) that once you traverse the marshes outside of Fort Joy and prepare to leave the island you can respec your team and make them into a completely different class if you want.
It doesn't matter too much in Fort Joy, just make sure you have a balanced team of whichever 4 you decide on.
