9. 'School of Rock'
Jack Black was at the peak of his fame when he landed the role of Dewey Finn, a 30-something loser with huge rock & roll dreams. He winds up teaching a group of fifth graders and, after realizing they have actual musical talent, he enrolls them in a battle of the bands. Hilarity ensues and lessons are learned all around. It was also an early role for Miranda Cosgrove, who went on to massive tween fame on iCarly.