Olivia Wilde
While attending Phillips Academy in Massachusetts, Olivia Wilde was on the step team, which is pretty much another form of cheerleading. She commented on this photo in an interview, stating that she had a great time and was happy to be part of a great squad. Phillips Academy has a reputation for having some pretty notable graduates—one of which was also a cheerleader and became the president of the US.
After graduating and studying at the Gaiety School of Acting, she decided that cheerleading wasn’t her thing. Just one year into college, she made her debut appearance on the short-lived TV series Skin. It wasn’t until 2007 when she landed the role of Remy Hadley when she really blew up.