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CHICAGO – It’s been just a week since a memorable season of baseball on the North Side came to and end, but the talk of the future has already begun.

How can Theo Epstein and the Cubs’ front office add a few more pieces to make the team a World Series winner in 2016? Will Theo himself stick around for the long term? Can the Cubs add another dynamic starting pitcher to the rotation-and are the willing to pay to do it?

Bruce Miles of the Daily Herald will be following these storylines over the next few months from free agency to the winter meetings. The Cubs’ beat reporter for the paper came on Sports Feed Wednesday to discuss the season past and what’s ahead for the team this winter.

To watch his segments with Josh Frydman and Jarrett Payton on the show, click on the videos above and below.