The first episode of "ChiTown 2K24" featured hosts Charlie Mac and Royalty introducing the podcast, its themes, and their aspirations for the show. They delved into positive African-American stories in Chicago, including community empowerment and local achievements. The sports segment covered recent NBA and NFL action, focusing on Chicago teams. Chicago politics were discussed with an emphasis on recent corruption cases. The entertainment segment highlighted shows with African-American leads, stressing the importance of representation. The episode concluded with "Da Letter," addressing a listener's concern about age-gap relationships. RSSVERIFY