Few TV comedies have captured the mess of the late 20s like Insecure. When the HBO series debuted in 2016, it brought specificity.The show was set in Los Angeles and centered on a young Black woman trying to figure out her career, friendships, and love life. Insecure, thus felt painfully familiar. That award-winning series has landed on Netflix, so let's revisit the cast and characters who turned Issa Rae’s vision into a five-season banger.Read on!Insecure cast and characters View this post on Instagram Instagram PostAt the heart of Insecure is Issa Dee, played by Issa Rae herself. She is nearing 30 but is stuck in an unsatisfying job at a nonprofit. She also keeps questioning whether her relationship and ambition fit the life she wants. Issa was self-deprecating and sincere, as she let us sit inside her doubts. The role earned Rae Golden Globe and Primetime Emmy nominations.Opposite her is Yvonne Orji as Molly Carter. She's Issa’s best friend and a lawyer who has it all figured out professionally. Molly’s romantic life is anything but stable, though! Orji makes Molly's confidence feel earned after all her insecurities. Rae and Orji survive as the backbone of the series.Jay Ellis rounds out the trio as Lawrence Walker, aka Issa’s long-term boyfriend. His career stalls after a failed startup, and Lawrence’s frustration and eventual growth play a major role in the show’s most divisive storylines. Ellis allows Lawrence’s silences to speak as loudly as his pride.The supporting cast of Insecure included -Natasha Rothwell’s Kelli Prenny says what everyone else is thinkingAmanda Seales appears as Tiffany DuBois, the polished college friend who seems to have adulthood figured outY’lan Noel plays Daniel King, Issa’s “what if” from her past,Lisa Joyce’s Frieda, Issa’s supervisor at workWhat was the plot of HBO's Insecure about? View this post on Instagram Instagram PostOn the surface, the show is a comedy-drama about dating, work, and friendships in modern Los Angeles, a lot like I Love LA, but not as white!RELATED: Don't let your kids watch HBO's I Love LABut beneath that, the show is a study of that uncomfortable space between who you thought you’d be by 30 and who you actually are. Issa’s struggles, as we mentioned before, are recognizable. She doubts herself, avoids difficult conversations, and often makes choices she regrets.What set Insecure apart was its refusal to simplify any of those experiences. We saw that relationships didn’t end neatly, friendships got strained, but then also healed. Career success didn’t arrive in a straight line either, as happens in real life. The series also stood out for its authentic depiction of Black life without centering trauma. So we saw awkwardness and ambition coexist.By the time the show ended, it had already been five seasons. By then, the show had earned its accolades for representation and honesty. It trusted its audience to sit with discomfort and rewarded them with characters who felt like people you actually know and wouldn't be afraid to live as.Insecure is available on HBO Max and Netflix.NEXT UP: 12 best moments from this show we're still replaying