I agree about the overlap between "greatest hits" and "Legends", I'd prefer if they just went one way or the other. If they're going to have the Legends line, I'd almost sooner it included the army builders (many of which we get now) alongside the main characters ("ultimate" versions, and not just from the Clone Wars/prequels). I think that has been the biggest lacking area of the Legends line, aside from X-Wing Luke and Darth Vader, the OT "big guns" have been few and far between. You could make a pretty nice lineup from all six movies with the figures released in the vintage, Evolutions, and even basic figure line over the past few years - just rotate those throughout the year, then the big names are always on the pegs for new collectors. Just off the top of my head, some nice figures to include might be:
VOTC: Han Solo, Tatooine Luke, X-Wing Luke, ANH Leia, Snowtrooper, Biker Scout, Stormtrooper, Chewbacca
Evolutions: Anakin Skywalker (AOTC and ROTS), Darth Vader, Count Dooku, Darth Maul, Jango Fett, Boba Fett, Qui-Gon Jinn, Padme (Arena), Clone Pilot, Upcoming TIE Pilot, etc.
Basic Line: Obi-Wans (all from this year, plus ROTS Pilot), General Grievous, SBD, Endor Throne 3PO, R2-D2 (repaint of R4-G9), Hoth Rebel Soldier, etc.
I'm sure there are plenty I'm forgetting, and maybe I'm listing way too many as well - but if they insist on having a Legends line full of re-releases, I think this might be a nice way to be new collector/kid friendly, and still get a nice, broad line covering the entire Saga as well. If this was the case, then I think they could just get rid of "greatest hits" altogether. One way or the other, the retail landscape could stand to be simplified a bit I think. Two lines is enough already. They can say "seperate SKUs" all they want, but we all know at retail "Star Wars is Star Wars", so one line (usually CW or Legends) is almost always dominating the pegs.