Wait, why am I trying to convince people that Jack should be the first pick? The ideal strategy is to have people not think that, and suggest an S curve picking system and let them have the first pick! Then they take Locke and I've got Jack and Sun as my 2nd and 3rd picks. That way no matter who they pick as 4th and 5th, there are bound to still be at least two people left in my Pool of Potentially Useful people (Michael, Jin, Sayid, Hurley, Kate). If I'm really lucky they go by drool and pick Sawyer as 4th or 5th...
(bats eyes innocently) Gosh, you are so right, Locke's the one to pick! Too bad I'm going second! You're so lucky!
ETA: adding a not so that it makes, y'know, sense.