How Do You Know (2010)
How Do You Know was a total box office flop and didn’t do director James Brooks’ career any favors. He had previously directed Terms of Endearment, As Good As It Gets, Taxi, and Broadcast News, but this film, despite its star-studded cast (featuring Reese Witherspoon, Jack Nicholson, Owen Wilson, and Paul Rudd) ended up losing about $51 million.
Tomorrowland (2015)
Box office flop Tomorrowland proves that any actor can experience a total bomb, even George Clooney. The Brad Bird directed film ended up costing between $79 and $150 million. Many credit this to poor marketing for the movie.