In the season finale, Donnie talks with comedian George Wallace (not to be confused with former governor of Alabama, George Wallace). George dives right into his adventures in show business, including his groundbreaking 1980 appearance on the Tonight Show with Johnny Carson, who rarely featured Black guests at the time. George also reminisces on his close friendship with Jerry Seinfeld and how they ended up as roommates when they first started in the New York City comedy scene.

In this episode, Donnie talks with close friends, R&B songwriting duo Jimmy Jam and Terry Lewis. The three of them go way back, but not many people know that they were introduced to each other by none other than Donnie’s mother! They discuss Jimmy and Terry’s experiences in the music industry and their favorite memories of the late, great Prince. As a bonus, Jimmy reveals the importance of creating music and how it impacts his daily life.

In this week's episode, Donnie sat down with the one and only Maya Milan, a rising singer from the DMV area who finished as the runner-up in BET's The Next Big Thing. Maya's career kicked off with a fantastic start, beginning with childhood. She reveals who her biggest music inspirations are, including R&B icons Keyshia Cole, Mary J. Blige, and Whitney Houston. Maya reflects upon her youthful days of singing in her church and its influence on her career years later.