Reese Witherspoon
Who else should be at the top of the pyramid than the notoriously petite Reese Witherspoon? She was a member of her high school's cheer squad before she starred in Legally Blonde or Walk the Line. She posted this throwback photo herself, hyping up the Generals.
Ann Margret
The Swedish starlet is a true triple threat — she sings, dances, and at one point she cheered for New Trier High School in Winnetka, Illinois. She was front and center for the crowd before she ever broke into Hollywood. She later acted in films like Bye Bye Birdie, Carnal Knowledge, Grumpy Old Men, and The Cheap Detective.