What are the scariest moments in Cubs history? Where does Rajai Davis’ home run, Steve Bartman’s foul ball and Kris Bryant’s hit-by-pitch rank? Plus, with the end of the Cubs championship window now in sight, is that haunting what the Cubs do this winter?

David Kaplan, Luke Stuckmeyer and Tony Andracki debate these topics and more, including how to give the Cubs lineup stability, Jason Heyward’s contract, Kyle Schwarber’s trade value and the need for a leadoff hitter.

:45 – Scariest Cubs moments

4:45 – Brewers talkin’ smack

5:45 – Closing of Cubs’ championship window haunting this offseason?

10:05 – How do the Cubs achieve lineup stability?

13:26 – Leadoff woes

15:06 – Should Albert Almora Jr. be the everyday centerfielder?

17:26 – Do the Cubs have too much position player depth?

20:06 – Kyle Schwarber’s trade value

21:56 – Jason Heyward’s salary

24:56 – Favorite Halloween candy

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.