363. Remember This Crap - Cubs worst free agent signings - Pointless Exercise Podcast

The offseason is a good time to remember when the Cubs used to actually spend money on free agents...and to realize just how bad they've been at it. The Remember This Crap gang assembles to wax nostalgic on the worst free agent signings in team history. You'll be shocked to know that they sat out the first several years of free agency and then when they did finally deign to try it they were bad. The list includes guys who ended up in prison, guys who disgraced their family name, guys who seemed like good dudes but couldn't play, guys who used to be good, guys who were never good, guys who killed the Cubs both as an opponent and a teammate and much, much more.