Insecure Cast and Character Guide
A cast and character guide for HBO series Insecure featuring who plays who, information about each character, and other noteworthy information about the show.
Spoiler Alert: This post may contain spoilers. Additionally, some images and text may include affiliate links, meaning we may earn a commission or receive products if you make a purchase.
A cast and character guide for HBO series Insecure featuring who plays who, information about each character, and other noteworthy information about the show.
Please Note: This content contains pertinent spoilers, descriptions are updated as new information is presented, images changed as better ones are captured, and this is not an exhaustive list of every cast member, guest star, or reoccurring role.
Issa
Played By Issa Rae
First Noted In – Season 1, Episode 1
Brief Description
When we first meet Issa, she is 29, from a good family, works at a non-profit, and has been with her boyfriend, Lawrence, for 5 years. However, despite things being okay, considering how her friends are flourishing and she feels like she is on a steady decline, slowly, but surely she shakes things up. Sometimes in productive ways and other times in ways that just causes unnecessary drama.
[adinserter name=”Character Guide”]
Additional Information About Issa
- 3.3: Had been at “We Got Ya’ll” for approximately 5 years
- 3.4: Issa’s parents divorced when she was 16
- 3.8: Turns 30
- 4.6: Still 30
- 4.8: Likes Vodka and Prosecco together
Notable Episodes
- 4.8: Explains why she cheated on Lawrence
Quotes
Lawrence
Played By Jay Ellis
First Noted In – Season 1, Episode 1
Brief Description
Issa’s boyfriend at the beginning of the series who is one of those dude with vast potential that never came into fruition. But, as he and Issa have issues, and he is forced to look at himself and focus on his development, things change for him. Sometimes for the better, at times for the worse, but it is made clear that he and Issa were a bit stunted thanks to the other person.
[adinserter name=”Character Guide”]
Additional Information About Lawrence
- 1.3: Went to Georgetown
- 2.5: Was unemployed 2 years
- 3.6: Is around 32.
- 4.2: Actual name is Martin Lawrence
- 4.8: Parents are Marcus and Sylvia
Notable Episodes
- 4.8: Explains why he broke down and became a bad boyfriend to Issa
- 4.10: Gets hired for a major job in San Fransisco and learns he is going to become a father
Quotes
Molly
Played By Yvonne Orji
First Noted In – Season 1, Episode 1
Brief Description
Issa’s best friend who is a corporate attorney, but don’t let that fool you – Molly can codeswitch. Thus allowing her just as much to communicate in the boardroom as she does with those who are blue-collar or don’t wear no collars. But, despite her professional success, she struggles in relationships and is finding it hard to find someone with the potential to become her husband.
[adinserter name=”Character Guide”]
Additional Information About Molly
- 1.3: Is a third-year associate
- Speaks Spanish
- 2.3: Has multiple brothers
- 2.5: Her relationship goals are based on her parents who have been together for 35 years.
- Her mother’s name is CeeCee
Quotes
Joanne
Played By Catherine Curtin
First Noted In – Season 1, Episode 2
Brief Description
Joanne is Issa’s boss in the early seasons of the show at “We Got Y’all.” From what we see, and are told, while she is well-meaning, she has quite a few blind spots when it comes to her employees and the kids her non-profit are trying to service.
[adinserter name=”Character Guide”]
Additional Information About Joanne
Quotes
Frieda
Played By Lisa Joyce
First Noted In – Season 1, Episode 3
Brief Description
Frieda is Issa’s partner at “We Got Ya’ll” and often is the only one in her corner.
[adinserter name=”Character Guide”]
Additional Information About Frieda
Quotes
Jered
Played By Langston Kerman
First Noted In – Season 1, Episode 3
Brief Description
One of Molly’s love interest in the series who didn’t go to college and works at a car rental place (Enterprise).
[adinserter name=”Character Guide”]
Additional Information About Jered
- 1.6: Reveals he is bi-sexual
Quotes
Kelli Prenny
Played By Natasha Rothwell
First Noted In – Season 1, Episode 3
Brief Description
Kelli is part of Issa’s larger friend group and is the eccentric, usually down for whatever, and crazy one. But, despite how out there Kelli seems, she honestly might be one of the few who actually has her life together. At least in terms of what she currently wants.
[adinserter name=”Character Guide”]
Additional Information About Kelli
- 1.8: Is 30
Quotes
Tiffany
Played By Amanda Seales
First Noted In – Season 1, Episode 3
Brief Description
Tiffany is a bit of the outlier in the group. While Kelli, Molly, and Issa all have a bit of hood in them and are open about their flaws, Tiffany aims for perfection in all aspects of her life. She does through her marriage, her professional life, and often she comes off very bougie.
[adinserter name=”Character Guide”]
Additional Information About Tiffany
- Season 4: Has a child and deals with Post-Partum Depression.
Quotes
Rasheeda
Played By Gail Bean
First Noted In – Season 1, Episode 3
Brief Description
A co-worker of Molly’s at her firm who decides not to code-switch, which means her being very boisterous and, in Molly’s mind, too hood.
[adinserter name=”Character Guide”]
Additional Information About Rasheeda
Quotes
Tasha
Played By Dominique Perry
First Noted In – Season 1, Episode 3
Brief Description
A bank teller that Lawrence knows that shows an interest in him.
[adinserter name=”Character Guide”]
Additional Information About Tasha
- 1.4: Has aspirations to become a bank manager
Quotes
Issa’s Other Co-Workers at “We Got Y’all”
Played By Veronica Mannion, Mason McCulley, and Sujata Day
First Noted In – Season 1, Episode 3
Brief Description
The people who make Issa hate her job at “We Got Y’all” due to either saying some low-key racist things or coming off as skin folk but no kinfolk.
[adinserter name=”Character Guide”]
Additional Information About Issa’s Other Co-Workers at “We Got Y’all”
Quotes
Daniel
Played By Y’lan Noel
First Noted In – Season 1
Brief Description
Issa’s ex who comes into her life while things are very rocky with Lawrence, thus causing confusion and bad decisions.
[adinserter name=”Character Guide”]
Additional Information About Daniel
- 1.4: Issa hasn’t really hung out with him in 5 years.
- Season 1: Is a music producer.
Quotes
Hannah
Played By Heather Mazur
First Noted In – Season 1, Episode 4
Brief Description
One of the partners at the firm Molly works in
[adinserter name=”Character Guide”]
Additional Information About Hannah
- 2.2: Has transitioned to the Chicago office
Quotes
Chris
Played By Jidenna
First Noted In – Season 1, Episode 4
Brief Description
A lawyer Molly meets and hits it off with.
[adinserter name=”Character Guide”]
Additional Information About Chris
Quotes
Chad
Played By Neil Brown Jr.
First Noted In – Season 1
Brief Description
Lawrence’s best friend who he relies on when things with Issa go south.
[adinserter name=”Character Guide”]
Additional Information About Chad
Quotes
Dr. Rhonda Pine
Dr. Rhonda Pine (Denise Dowse)
Played By Denise Dowse
First Noted In – Season 2, Episode 1
Brief Description
Molly’s therapist.
[adinserter name=”Character Guide”]
Additional Information About Dr. Pine
Quotes
Ahmal
Played By Jean Elie
First Noted In – Season 2, Episode 1
Brief Description
Issa’s gay brother who does a little bit of this, a little bit of that, to get by.
[adinserter name=”Character Guide”]
Additional Information About Ahmal
- 2.1: Has beef with Kelli but loves him some Tiffany.
- 4.5: Is verse
Quotes
Renee
Played By Leshay Tomlinson
First Noted In – Season 2/ Episode 2
Brief Description
One of the assistants for the partners at Molly’s firm who aides her into breaking into the boys club.
[adinserter name=”Character Guide”]
Additional Information About Renee
Quotes
Vice Principal Gaines
Played By A. Russell Andrews
First Noted In – Season 2/ Episode 2
Brief Description
Vice Principal Gaines gets Issa a major win at the school he runs by funneling people into the program. However, with him mostly focused on the Black kids, and omitting advocating for the Latinx ones which fill the school, Frieda is left uncomfortable.
[adinserter name=”Character Guide”]
Additional Information About Vice Principal Gaines
Quotes
Eddie
Played By Leon Thomas
First Noted In – Season 2, Episode 3
Brief Description
One of the people Issa hooks up with in the second season.
[adinserter name=”Character Guide”]
Additional Information About Eddie
- 2.3: Enjoys watching “Gossip Girl.”
Quotes
Lionel
Played By Sterling K. Brown
First Noted In – Season 2, Episode 3
Brief Description
What appears to male version of Molly thanks to him having a 5 year plan, wanting kids in the future, and his ish together.
[adinserter name=”Character Guide”]
Additional Information About Lionel
- 2.3: Is a marketing consultant
Quotes
Quentin
Played By Lil Rel Howery
First Noted In – Season 2, Episode 3
Brief Description
One of the members of the Chicago office for the firm Molly works at who tries to get close to her.
[adinserter name=”Character Guide”]
Additional Information About Quentin
Quotes
Dro
Played By Sarunas J. Jackson
First Noted In – Season 2, Episode 3
Brief Description
Molly’s childhood friend who claims he is in an open relationship when he and Molly begin to mess around.
[adinserter name=”Character Guide”]
Additional Information About Dro
- 2.4: He and Molly kissed in middle school
Quotes
Candice
Played By Gabrielle Dennis
First Noted In – Season 2, Episode 3
Brief Description
Dro’s wife who, to some surprise, initiated the idea of her and Dro having an open relationship.
[adinserter name=”Character Guide”]
Additional Information About Candice
Quotes
Derek
Played By Wade Allain-Marcus
First Noted In – Season 2, Episode 5
Brief Description
Tiffany’s husband who is a well to do Black man but, honestly, doesn’t say or do much worth noting – beyond being Tiffany’s husband. Well, at least until his friendship with Lawrence is established firmly.
[adinserter name=”Character Guide”]
Additional Information About Derek
- 2.5: He exists well before this season but really was that unremarkable that he didn’t really seem like someone worth noting till now.
Quotes
Aparna
Played By Jasmine Kaur
First Noted In – Season 2, Episode 6
Brief Description
Lawrence’s co-worker who helps him understand the culture of his new job and becomes his girlfriend.
[adinserter name=”Character Guide”]
Additional Information About Aparna
- 2.7: It should also be noted she is an app developer.
Quotes
Nico
Played By Diego Serrano
First Noted In – Season 2, Episode 5
Brief Description
One of the people in Issa’s season 2 ho-tation that appears to want an actual relationship.
[adinserter name=”Character Guide”]
Additional Information About Nico
Quotes
Nathan (Kendrick Sampson)
First Noted In – Season 3/ Episode 1 “Better-Like” [Season Premiere]
Brief Description
Issa’s love interest in season 3, who she meets as she works for a ride-sharing app.
[adinserter name=”Character Guide”]
Additional Information About Nathan
Quotes
Antoinette (Karen Obilom)
First Noted In –Season 3/ Episode 3
Brief Description
A new employee at “We Got Ya’ll” who sparks the idea that Issa’s time at the job should probably end.
[adinserter name=”Character Guide”]
Additional Information About Antoinette
Quotes
Taurean (Leonard Robinson)
First Noted In –Season 3/ Episode 4
Brief Description
Molly’s rival at her new firm who she constantly bumps heads with.
[adinserter name=”Character Guide”]
Additional Information About Taurean
Quotes
Stacy (Nikiva Dionne)
First Noted In – Season 3/ Episode 4
Brief Description
One of Molly’s new co-workers.
[adinserter name=”Character Guide”]
Additional Information About
Quotes
Felicia (Kelsey Scott)
First Noted In – Season 3/ Episode 4
Brief Description
One of Molly’s new co-workers.
[adinserter name=”Character Guide”]
Additional Information About
Quotes
Andrew (Alexander Hodge)
First Noted In – Season 3/ Episode 6
Brief Description
Molly’s boyfriend, for a lot of his screen time, alongside Nathan’s friend, who is Chinese, with two siblings, a brother, who we meet in season 4, and a sister.
[adinserter name=”Character Guide”]
Additional Information About Andrew
- 4.1: Works at LiveNation
Quotes
Andy (Harry Lennix)
First Noted In – Season 3/ Episode 8
Brief Description
Lawrence’s father.
[adinserter name=”Character Guide”]
Additional Information About Andy
- 3.8: Lawrence’s mother is Sylvia.
Quotes
Condola (Christina Elmore)
First Noted In –Season 3/ Episode 8
Brief Description
One of Tiffany’s peers that ends up friends with Issa and coordinates with her on creating a block party. Also, she ends up dating Lawrence.
[adinserter name=”Character Guide”]
Additional Information About Condola
- 4.1: Works at Highline PR
- 4.3: Is a divorcee
- The man who left her is named Mark
Quotes
Sheryl (Paula Jai Parker)
First Noted In – Season 4 Episode 1 “Lowkey Feelin’ Myself” [Season Premiere]
Brief Description
Owns an alcohol distribution company.
[adinserter name=”Character Guide”]
Additional Information About Sheryl
Quotes
Calvin “TSA Bae” (Paul Mabon)
First Noted In –Season 4 Episode 1 “Lowkey Feelin’ Myself” [Season Premiere]
Brief Description
Issa’s friend with benefits in the early part of season 4.
[adinserter name=”Character Guide”]
Additional Information About Calvin
Quotes
Delilah (Wendy Raquel Robinson)
First Noted In –Season 4 Episode 3 “Lowkey Thankful”
Brief Description
Ahmal and Issa’s mother.
[adinserter name=”Character Guide”]
Additional Information About Delilah
- 4.3: Is dating a man named Stanley
Quotes
Celia (L. Scott Caldwell)
First Noted In –Season 4 Episode 3 “Lowkey Thankful”
Brief Description
Molly’s mother.
[adinserter name=”Character Guide”]
Additional Information About Celia
Quotes
David (Gregg Daniel)
First Noted In – Season 4 Episode 3 “Lowkey Thankful”
Brief Description
Molly’s father.
[adinserter name=”Character Guide”]
Additional Information About David
Quotes
Jerome (Malcolm David Kelley)
First Noted In – Season 4 Episode 3 “Lowkey Thankful”
Brief Description
One of Molly’s brothers who has a whole lot of mouth.
[adinserter name=”Character Guide”]
Additional Information About Jerome
Quotes
Curtis (Richard Nevels)
First Noted In – Season 4 Episode 3 “Lowkey Thankful”
Brief Description
Molly’s brother who works at keeping the family together.
[adinserter name=”Character Guide”]
Additional Information About Curtis
Quotes
Nikki (Robin Thede)
First Noted In – Season 4 Episode 3 “Lowkey Thankful”
Brief Description
Condola’s friend who reveals quite a bit about her.
[adinserter name=”Character Guide”]
Additional Information About Nikki
Quotes
Victor (Stephen Oyoung) and Lydia (Camille Chen)
First Noted In – Season 4 Episode 7
Brief Description
Victor is Andrew’s brother loves to play devil’s advocate and be a bit much. Lydia is Victor’s wife, Andrew’s sister in law, who puts up with it.
[adinserter name=”Character Guide”]
Additional Information About Victor and Lydia
Quotes
Quoia (Courtney Taylor)
First Noted In – Season 4, Episode 9
Brief Description
Issa’s intern turned assistant when it comes to her throwing events.
[adinserter name=”Character Guide”]
Additional Information About Quoia
Notable Episodes
Quotes
General Information
| Network | HBO | |
| Creator(s) | Issa Rae, Larry Wilmore | |
| First Aired | 10/9/2016 | |
[adinserter name=”Character Guide”]
Groups & Organizations
We Got Y’all
Where Issa works early on in the series
Meridian
Where Lawrence works starting midway through the first season.
Notable Locations
The Dunes
Where Issa and Lawrence live in season 1
Terms To Know
Woot Woot
The app Lawrence was working on.
Other Noteworthy Information
[adinserter name=”Character Guide”]
[vc_column width=”1/3″][/vc_column][vc_column width=”2/3″][td_block_social_counter custom_title=”Social Media” facebook=” InsecureHBO” instagram=”insecurehbo” twitter=”@insecurehbo”]
