The Cubs are looking to improve this winter as their rebuild continues, but how likely is it they will land a big free agent? ESPN's Jesse Rogers joins Tim Stebbins and Gordon Wittenmyer to discuss and debate how the Cubs will approach this offseason and if they will be significant players in landing a big fish. The crew also discusses potential landing spots for Willson Contreras, predict the biggest free agent the Cubs will land and a lot more! See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.