How Do You Know – $118 million
How Do You Know starred lovable stars like Jack Nicholson, Owen Wilson, Paul Rudd, and Reese Witherspoon. Sony spent roughly $100 million to secure both Reese and Jack in leading roles, a decision that probably haunts them to this day. According to critics, their acting was spot-on, but the cast seemed strangely disconnected from each other.
Other critics said that How Do You Know felt more like a TV romcom or a “greeting card” than an actual movie. Ouch. However, we totally get it. It’s a pretty generic lovey-dovey story where the girl gets the guy in the end. Roll credits.