Sherwin calls our 5k Gruber winner, congrats! and he has a conversation with Carrie about dating and his crush on Ice Spice. He later receives and reads a letter from a fan in prison.

Sherwin talks about racism in America. He breaks down institutionalized systematic racism.

He also describes an attempt to kill 69 black children in little rock during the integration of schools and how CRT is critical in order for Americans to learn about black history.

Sherwin talks about his time and influence as a radio host. That he wants to use this platform to inform and that he has had to navigate this career for good even through the cringy moments.

Callers chime in a explain why they foolishly believe Donald Trump is a good president for Black Americans. Sherwin tries to steer them in the right direction... or at least a more knowledgeable direction.

Sherwin poses the question if the number of times a woman has been cat-called is similar to the number a black person has been discriminated against. Also, he asks what's the most discriminatory institution in African American history?

Sherwin talks about leaving a woman on a date. He also continues his conversation regarding discriminatory institutions, in particular car dealerships who is overtly racist to black consumers. He breaks down the discrimination by race and car makes and models.

Sherwin talks about the types of fish black people like to eat. He also gets an alarming call from Lisa and the crime her family faced.

Sherwin talks about the newly elected speaker of the house. He discusses the battle ahead between voting for Joe Biden and Donald Trump amidst the recent mass shooting and Israeli-Palestinian war.

Sherwin breaks down book-banning and the latest plight of Wisconsin parents who are trying to ban certain literature in schools.

Sherwin discusses school shootings and how people in the U.S. are pushed to protest. He also shares his experience with airport security.