Dressel's list is close to what I'd probably go with too... I'd have the Stormtrooper take the #1 slot. It's simply "perfect" to me, or as close as Hasbro's ever likely to acheive, and it's a shame this figure isn't widely available to fans at a good price at all times.
I'd say the E2 and E3 SA Clones would make the list... They're great. VTSC Scout... And I'd leave the WOokiee simply because you're getting not only great figure quality, but you're getting a LOT of figure with it.
While I'd love to slip the Evolutions figures in there too, I'm reluctant to have them take over any other figure's slot. The E2 and E3 Clones are basics so they're theoretically less expensive... The VOTC Stormtrooper gets #1 to me because it's OT... The Wookiee was just simply great. That's a figure I'd buy again and again in as many fur colors as Hasbro wanted to put out there. I'd dig a black one with grey stripes right now, and a cream colored one.
I'd dig some new gear for them though... Namely the ammo harness and a new/good bowcaster and Wookiee "Long Gun".