The Series Philosopher

Philosophising about the 'S'-word: Watch… and learn


the-series-philosopher-issa-rae-insecure-seriesInsecure is an HBO original comedy series created by Issa Rae and Larry Wilmore, which is partially based on Rae’s widely lauded web series Awkward Black Girl. The series premiered on October 9, 2016. The first episode premiered online on September 23, 2016, via HBO Now and HBO Go. Since its release the show has gone on to receive critical acclaim.


The eight-episode first season explores the black female experience from the perspective of the two female protagonists, Issa (Issa Rae) and Molly (Yvonne Orji). Career and relationship experiences are explored. Issa works at a non-profit that benefits middle-school students of color. Issa has a long-term relationship with Lawrence. Molly is a successful corporate attorney who has career success but difficulty with dating men. The half-hour series explores social and racial issues that relate to the contemporary black experience.



  • Issa Rae (The Misadventures of Awkward Black Girl, The Number) as Issa Dee
  • Yvonne Orji as Molly Carter
  • Lisa Joyce (Boardwalk Empire, Billie & Billy, The Following) as Frieda
  • Jay Ellis (The Game) as Lawrence Walker
  • Natasha Rothwell as Kelli (Season 2–present; recurring Season 1)


  • Langston Kerman as Jared Oliver
  • Y’lan Noel (The Hustle) as Daniel King
  • Maya Erskine (Heartbeat, Man Seeking Woman, Betas) as Diane Nakamura
  • Amanda Seales (My Brother and Me) as Tiffany DuBois
  • Wade Allain-Marcus as Derek DuBois
  • Catherine Curtin (Orange Is The New Black) as Joanne
  • Dominique Perry (The Sin Within) as Tasha
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The Series Philosopher is a blog by P:S • Arts & Entertainment

The Series Philosopher is a woman in her late 20s. Not an Athenian or a Greek, but a citizen of the world.

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The Series Philosopher is a blog by P:S • Arts & Entertainment

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