I like the idea of SummerSlam Heritage.
Triple H (1998) with Intercontinental title and/or yellow ladder and/or H3 t-shirt.
Brock Lesnar (2002) with Undisputed Championship.
JBL (2008) with hat and jacket.
Doink The Clown (1993) with coat and two buckets.
And for the two that aren't flashbacks...
CM Punk (2012) with plastic "In Punk We Trust" t-shirt.
Daniel Bryan (2012) with entrance jacket.
Obviously it won't be The Nation, but I wouldn't mind a set that was:
The Rock (same trunks as the IC title set) with giant portrait
Faarooq with hat and coat
The Godfather with vest, shades, hat and cane
Crush with vest or Savio with hat, shades and chain
I'd prefer D'Lo to Crush/Savio, but D'Lo's out of bounds anyway.