Answer:

DARETO

Answer	Crossword Clue
DARETO	.. dream: optimist's philosophy
DARETO	"Do I .. eat a peach?": Eliot
DARETO	"... Be Stupid" ("Weird Al" Yankovic album)

DARETO	... be different (individualist's credo)
DARETO	... dream (have aspirations)
DARETO	"... be true": George Herbert
DARETO	"Do I .. eat a peach?"
DARETO	Be presumptuous
DARETO	Risk
DARETO	Venture
DARETO	"... be true . . . ": Herbert

DARETO	"Do I ... eat a peach?"
DARETO	... be different
DARETO	"... Be Stupid" (1985 Weird Al Yankovic album)
DARETO	Think that just maybe one can
DARETO	Think that maybe one can
DARETO	Weird Al "... Be Stupid"
DARETO	Have the nerve