Director Ron Howard sets up an all-star cast which doesn’t quite match the film’s script in The Dilemma. This is not a bad thing; in fact it may actually help the film out at certain points, providing more entertainment simply because we love to watch stars. It is a simple, almost sitcom scenario which dominates the plot of The Dilemma, but the cast manages to make it seem like more of a movie.
Vince Vaughn heads up the cast as Ronny, one half of a partnership in developing new technology for car companies. His partner and best friend Nick (Kevin James) is the brains of the company, and the pressure is on when they land the opportunity to create electric muscle cars for a top car company. With all of the stress of this deal looming, Ronny is uncertain whether he should inform his best friend of the bad news he has just discovered.
While on a reconnaissance mission to find the perfect proposal spot for his girlfriend (Jennifer Connelly), Ronny accidentally sees Nick’s wife (Winona Ryder) in a compromising position with another man (Channing Tatum). Forced to decide how and when he will break this news to his partner, Ronny is put in an impossible situation where he must decide what is best for his company as well as his friend. The more he tries to fix things, the worse they seem to get. Sometimes this is funny, while other times in the film it is just painful and sad.