So what are we working with here?
Clue 1 and 3 seems to be a Graham reference (capitalized in the file name of the first, Kat Graham in the second).
Clue 2 is Chris Evert. Female tennis player. Photo from 1972?
Clue 4 and 5 are... Five person bands? (No disrespect intended to the dog in Harry and the Hendersons.)
Scott pilgrim soundtrack, what did I win?