Chicago Cubs: Five worst free agent signings in history

Apr 22, 2014; Chicago, IL, USA; A general view of the main marquee at the stadium entrance before the game between the Chicago Cubs and Arizona Diamondbacks at Wrigley Field. Mandatory Credit: Jerry Lai-USA TODAY Sports

Every offseason, fans and teams alike start dreaming of signing the biggest names hitting the open market.  We Chicago Cubs fans probably wish more than most other fans. Most years we end up being disappointed. But there has been a few times when have landed one of those prized free agents. It’s not until after the following season when we are truly disappointed.

When these signings don’t go as the front office had planned, it has a ripple effect through the organization.  Managers may lose their jobs, general managers will be fired, owners lose money and also lose trust in spending money to help the team, the player loses confidence and the fans get restless.

This slideshow is a list of some of those signings that didn’t quite work out. While some will agree with the names listed, some will say that some players that didn’t make the list should have over others.  This is where you come in. In the comments section, don’t hesitate to speak your mind and list your players.  Keep this debate alive and make your case for who didn’t live up to their contract for the Chicago Cubs.

Let the show begin.