Displaying all articles tagged:

Prentice Penny

finale-like Nov. 2, 2021

Blowjobs, Breakups, and Beychella: The Insecure Writers’ Room Says Good-byeIssa Rae & Co. on five years of mirror raps and #LawrenceHive vs. Team Daniel.

By Cate Young
late night Sept. 29, 2020

Sam Jay Is Getting a Late-Night Show, Confirming One Good Thing for 2021“So everyone wear your mask and vote so I can make my TV show!”

By Megh Wright

emmy insider July 9, 2020

How Insecure Wrote the Year’s Most Romantic Bottle EpisodeNatasha Rothwell has always wanted Issa and Lawrence to reunite. With “Lowkey Happy,” she finally got her chance to make it happen.

By Maria Elena Fernandez
finales June 17, 2020

Insecure’s Showrunner on Issa and Molly, Condola’s Pregnancy, and Season Five“Happiness is a choice. That’s what Issa says. So we wanted to challenge that point of view.”

By Hunter Harris
close reads Oct. 2, 2018

The Hollow Joys of Insecure Season ThreeMuch like Issa herself, Insecure needs to decide what it wants to be.

By Angelica Jade Bastién
party reports July 23, 2018

Issa Rae Confirms Insecure Season 3 Is Taking a Break From Lawrence“We want to stay as true to life as possible.”

By Taylor Ferber
chat room Sept. 13, 2017

Insecure’s Showrunner on the Funniest Joke Cut From Due North“I need you to emancipate him!”

By Hunter Harris
chat room Nov. 23, 2016

Insecure’s Prentice Penny on Issa-Lawrence Fight“It’s probably hitting a little too close to home for guys.”

By Dee Lockett