Career: Actor-Activists
Famous Family: Director Stephen Gyllenhaal (father); writer-producer Naomi Foner (mother)

With all due respect to their individual talents, it's tough to decide which of the younger Gyllenhaal generation we like better—Jake with understated acting style or feisty Maggie, who broke through in a big way as the star of 2002's S&M-themed Secretary. And since they're both the children of writer/director Stephen Gyllenhaal and writer/producer Naomi Foner, we'll let them share a spot on this list. As siblings, they must be used to it.