How Do You Know (2010)
Director James Brooks brought us films like Terms of Endearment, Taxi, As Good As It Gets, and Broadcast News. However, 2010’s How Do You Know did not do his career any favors, as it lost $51 million despite its cast featuring Reese Witherspoon, Jack Nicholson, Paul Rudd, and Owen Wilson.
How Do You Know (2010)
Tomorrowland (2015)
Even iconic actors like George Clooney find themselves in a box office flop, like he did with 2015’s Tomorrowland. The Brad Bird film was said to have had very bad marketing and so it ended up losing $79 and $150 million.
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Tomorrowland (2015)