Insecure Choices, Okay?! (Season 5, Episode 8)
TV-MA
TV Episode | 28 min | Comedy, Drama, Romance

Insecure

Choices, Okay?! (Season 5, Episode 8)

TV-MA

TV Episode | 28 min | Comedy, Drama, Romance

At a crossroads in her career, Issa weighs the pros and cons of two viable paths while simultaneously contemplating an important personal next step. Meanwhile, Molly spends an overwhelming day getting her parents' estate plan in order.

Director

Kevin Bray

Writers

Eli Wilson Pelton (written by) (executive story editor) | Issa Rae (created by) | Larry Wilmore (created by) | Syreeta Singleton (executive story editor) & 2 more

Producers

Grace Edwards | Jason Lew | Reuben Lim | Alonzo Nevarez | Mark Sadlek

Composer

Matthew Newman Dunne (original music)

Cinematographer

Carolina Costa

Editor

Nena Erb (edited by)

Casting Directors

Matthew Maisto | Victoria Thomas

Production Designer

Kay Lee

See all filmmakers & crew (264)

Edit Released

Updated Dec 12, 2021

Release date

Dec 12, 2021 (United States)

Awards

Series awards

Won 1 Primetime Emmy Award. Another 44 wins & 143 nominations

Contacts

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Cast	+ Add Cast
31 cast members

Name	Known for
Issa Rae Issa Dee Issa Dee See fewer	Insecure (2016)
Yvonne Orji Molly Carter Molly Carter See fewer	Insecure (2016)
Jay Ellis Lawrence Walker Lawrence Walker See fewer	Insecure (2016)
Natasha Rothwell Kelli Prenny Kelli Prenny See fewer	Saturday Night Live (1975)
Kendrick Sampson Nathan Campbell Nathan Campbell See fewer	Insecure (2016)
Leonard Robinson Taurean Jackson Taurean Jackson See fewer	Insecure (2016)
Courtney Taylor Sequoia Sequoia See fewer	Insecure (2016)
Tyra Banks Inglewood Mayor Inglewood Mayor See fewer	Coyote Ugly (2000)
L. Scott Caldwell Carol Carter Carol Carter See fewer	The Fugitive (1993)
Ty Dolla $ign Ty Dolla $ign (as Tyrone 'Ty Dolla $ign' Griffin) Ty Dolla $ign (as Tyrone 'Ty Dolla $ign' Griffin) See fewer	Suicide Squad (2016)
Gregg Daniel David Carter David Carter See fewer	Truth or Dare (I) (2018)
Jean Elie Ahmal Dee Ahmal Dee See fewer	Insecure (2016)
Malcolm David Kelley Jerome Carter Jerome Carter See fewer	Lost (2004)
Richard Nevels Curtis Carter Curtis Carter See fewer	A Second Chance (II) (2019)
T.J. Power Seth (as TJ Power) Seth (as TJ Power) See fewer	Eat Pray Love (2010)
Ruffin Prentiss Thomas Thomas See fewer	SEAL Team (2017)
Kofi Siriboe Crenshawn Crenshawn See fewer	Queen Sugar (2016)
Sahana Srinivasan Nadia Gopal Nadia Gopal See fewer	Brainchild (2018)
Elaine Welteroth Elaine Welteroth Elaine Welteroth See fewer	Grown-ish (2018)
Sharar Ali-Speakes Seven Seven See fewer	Missing (I) (2023)
April Coffee Fan Fan See fewer	90 Minutes of the Fever (2016)
Amber Dancy Patron Patron See fewer	Insecure (2016)
Gregory Freeman Colby Colby See fewer	Insecure (2016)
Jahking Guillory Billy Billy See fewer	Kicks (II) (2016)
Aisha Lomax Flight Attendant Flight Attendant See fewer	Kenan (2021)
Eric Mack Jr. Anthology Collective (as Erick Mack Jr.) Anthology Collective (as Erick Mack Jr.) See fewer	Insecure (2016)
Tierra Peters LaRachel LaRachel See fewer	Station 19 (2018)
Dean Sharpe Keenan Keenan See fewer	Mrs. Davis (2023)
Kira Talise Delivery Person Delivery Person See fewer	Killing It (2022)
Roger J. Timber Jamz Employee Jamz Employee See fewer	Young Sheldon (2017)
Heywood McGuffee Older Faculty Member (uncredited) Older Faculty Member (uncredited) See fewer	Ruben's Place (2012)