Season 2

1. Pete Davidson

2022-07-14 · 48m

Pete Davidson opens up about his relationship with the media and learning to handle public scrutiny.

2. Jay-Z

2022-07-14 · 49m

Jay-Z talks about the strategies he used to make his journey from street hustler to a global brand

3. Chris Rock

2022-07-21 · 59m

Chris Rock reflects on stand-up, his movie career and the long history that he shares with Kevin.

4. Mark Wahlberg

2022-07-21 · 46m

Mark Wahlberg shares wine, his own tequila brand and tales from his storied career.

5. Tracee Ellis Ross

2022-07-28 · 48m

Tracee Ellis Ross shares her evolution as an acclaimed comedic actress and lessons she's learned.

6. Mike Tyson

2022-07-28 · 46m

Mike Tyson explains how he overcame his troubled past and his continual quest to learn and grow.

7. Saweetie

2022-08-04 · 49m

Saweetie chats about mental health, fame and expanding her hip-hop success into a media company.

8. Tyler Perry

2022-08-04 · 51m

Tyler Perry reveals the hard work and luck that led him to create an entertainment empire.

9. Kristen Stewart

2022-08-11 · 43m

Kristen Stewart on the worldwide recognition from "Twilight" and her family keeping her grounded.

10. Simu Liu

2022-08-11 · 45m

Simu Liu on rising from struggling actor to global star in the world of Marvel superheroes.

11. Seth MacFarlane

2022-08-11 · 45m

Seth MacFarlane explains his many roles in the entertainment business and his creative process.