The forty-second episode of Will's Fifth Quarter Special features the host Will Farlow, featuring guest co-host Brian Farlow and special guest appearance Alex Dolinar. This special episode takes place on the show’s two-year anniversary when Will's Fifth Quarter Special began back on December 21st, 2017, along with the show wishing everyone Happy Holidays. The first segment features Will and Brian covering the Chicago White Sox and how returning former White Sox pitcher Gio Gonzalez and infielder Chesler Cuthbert improve the White Sox as well as the pitching needs they have moving forward. The second segment features a guest appearance interview with Alex Dolinar where he helps Will give insight on the Chicago Bulls so far this season, how Lauri Markkanen fits with the Bulls, and what they need to improve on to be more successful this season. The final segment closing the show is Will's Sports Movie Moment where Will and Brian each share their sports movie moment favorites 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.