In season 4, episode 1, Crawly and Dustin discuss the small moves the Cubs have made recently, including the trade of catcher Matt Thaiss to the White Sox, the trade of first baseman Matt Mervis to the Marlins for utilityman Vidal Brujan and the signing of lefty reliever Caleb Thielbar. The guys also discuss the latest updates in Japanese pitching phenom Roki Sasaki's free agency. Crawly then talks with artist Daniel Jacob Horine, the creator of the hottest piece of memorabilia in the collecting community, Pop Fly art. They discuss how he creates these items and which Cubs may be featured next. Later, Crawly and Dustin discuss the latest MLB news, including ace Corbin Burnes signing with the Diamondbacks, first baseman Pete Alonso's free agency and the confirmed attendees for Cubs Convention.

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