Now that Diddy has made Da Band, he's ready to lead them to their next challenge. The next step: to become legit performers and entertain a crowd of 30,000 people in Chicago. Diddy calls in the reinforcements to help Da Band prepare for this show and Doug E. Fresh arrives to turn Da Band's concerts into hot live shows. ""This is going to be like basic training,"" Doug warns the group. Nevertheless, everyone's confident that Da Band will come together and the show will be amazing until Dylan starts missing photo shoots and other promotional events. The missing Dylan situation gets even worse when Dylan learns he could spend seven years in jail for probation violations. Diddy describes himself as ""a fool in hope"" to continue thinking Dylan will get his act together.

Things go from bad to worse when Dylan misses an interview on ESPN's Cold Pizza to meet with his lawyer. While Babs flips out about Dylan missing the show and Young City complains about the lack of actual cold pizza on the Cold