Issa Rae Reminisces Over 5 Seasons of Insecure | Badass Questionnaire | InStyle

As the series comes to an end, Issa Rae reminisces over five seasons of Insecure—from the character she enjoyed creating the most to the moments she stood her ground to make the show what it is. She reflects upon her viral Emmys interview, her dream guest stars (Drake, wya?), and why viewers’ commentary has been the best part of the show. Plus, she ranks the messiest men of Insecure and reveals the next city she wants to feature on Sweet Life. #IssaRae #Insecure #Badass #CelebrityInterview #InStyle 0:00 Introduction 0:17 Up Close & Personal: Go-To Cocktail, Being a Capricorn, and Mare of Easttown 1:58 Insecure: Dream Guest Stars, Favorite Season, and Messiest Men Rankings 6:50 True or False: Kendrick Lamar, Merkato, and First Mirror Monologue 7:26 Issa Rae’s Career: Misadventures of Awkward Black Girl, Standing Her Ground, and Sweet Life Season 2 10:55 Fashion & Beauty: Favorite Red Carpet Look, Chuck Taylors, and Revisiting Looks from Insecure 13:17 This or That: Lawre