Well, if you only want to keep 1 red, and HAVE to choose between the red caviar timeless tote vs. red expandable flap, then I'd keep the tote and the brown expandable. That is, if you really want another brown in addition to the dark silver reissue.
I just love love love the 07 red in caviar. It it is just gorgeous and looks great with your elegant style! And the timeless tote is different since you have a lot of flaps in the reissues.
And another thing to consider, the expandable is larger than the tote, so it's a lot of red. Are you ok with that?
Hope my analysis helps a little. LOL. But you can't go wrong with any of these. They're all beautiful!