• 
  Alison Stewart

  4 episodes, 2016
• 
  Sway

  4 episodes, 2016
• 
  Christian Slater

   Narrator (unknown episodes)
• 
  Nas

  3 episodes, 2016
• 
  Dee Snider

  3 episodes, 2016
• 
  David Pogue

  3 episodes, 2016
• 
  Young Guru

  3 episodes, 2016
• 
  Amy Nicholson

  3 episodes, 2016

• 
  Jennifer Keishin Armstrong

  Self - Author, Seinfelda
• 
  Baron Timothy Bell

  Self - Public Relations Executive
• 
  Kurtis Blow

  Producer
• 
  Cory Booker

  Self - U.S. Senator, New Jersey
• 
  Todd Boyd

  Self - Race & Pop Culture Professor, USC
• 
  Keith Boykin

  Self - Author
• 
  David Brancaccio

  Self - Public Radio's MarketPlace

• 
  Molly Brown

  Self - Contributing Writer, Geekwire
• 
  Elizabeth Emanuel

  Self - Fashion Designer
• 
  Jeff Gordinier

  Self - Author, X Saves the World
• 
  Kevin Smith

  Director
• 
  Kimberly Peirce

  Director, Boys Don't Cry
• 
  Sarah Palin

  Self - Former Governor, Alaska
• 
  Mae C. Jemison

  Self - Former NASA Astronaut
• 
  Tabitha Soren

  Self - Fmr. Correspondent, MTV News
• 
  Gavin Newsom

  Self
• 
  Dan Savage

  Author