The twenty-ninth episode of Will's Fifth Quarter Special features the host Will Farlow, featuring a guest appearance from Emmy award-winning NBC Sports Chicago reporter, host, and Cubs Talk Podcast host Luke Stuckmeyer. The first segment features an interview between Will and NBC Sports Chicago’s Luke Stuckmeyer on the Cubs learning from their Wild Card loss last season, the Kyle Hendricks extension, Ian Happ starting 2019 in the minors, Luke’s predictions for the 2019 Cubs , and the NL Central along with a mention of White Sox outfielder Eloy Jimenez in his first crosstown classic in 2019. The final segment closing the show is Will's Sports Movie Moment where Will shares his sports movie moment favorite in a segment where the host and guest co-hosts share a favorite moment in a sports movie favorite comparing it to a moment in modern day sports.
