Episode 90: Issa Rae, Awkward & Insecure

Episode 90: Issa Rae, Awkward & Insecure

This week we break down Issa Rae's two productions, The Misadventures of Awkward Black Girl and Insecure.

Questions Discussed

  • When you think of Issa Rae, what immediately comes to your mind?

  • Reflect on her character “Issa” in “The Misadventures of Awkward Black Girl.” What were your first impressions?

  • Contrast that character with Issa’s character in “Insecure.”

  • Based on “The Misadventures of Awkward Black Girl,” did you have any presumptions about “Insecure?”

  • Let’s talk character development: How would you contrast Issa in “The Misadventures of Awkward Black Girl” with Issa in “Insecure?”

  • Do you see any parallels between either Issas and yourself?/ How?

  • What does Issa’s come up mean for you personally?

  • Does Issa do a good job at telling our story [the Black woman narrative]?

  • Finally, contrast the characters between “The Misadventures of Awkward Black Girl,” and “Insecure”

  • Ceecee versus Molly

  • Jay versus Lawrence

  • Baby Voice Darius versus Thug Yoda

Articles Referenced

Hollywood Finally Embraces What It Means To Be Black and Awkward by Darnell McGee


“I just wanted it to be a regular story about black people”: Issa Rae on creating and starring in HBO’s Insecure by Caroline Framke


Episode Quote


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Episode 91: Up For Debate Feat: @NubianShorties

Episode 91: Up For Debate Feat: @NubianShorties

Episode 89: 30x30

Episode 89: 30x30