Insecure Archives - Rolling Out

Tackling Hollywood is no easy feat, and actress and producer Issa Rae will be offering some solid professional advice with the launch of her own MasterClass series, “Creating Outside the Lines.” The creator and star of the hit HBO series “Insecure” will share her path to success and the obstacles that she maneuvered around to…

Amanda Seales has had about enough of folks questioning the authenticity of her Blackness and whether she is, therefore, qualified to be outspoken on what ails African Americans. Seales, 39, took off after her racial detractors, including Tariq Nasheed, for wondering aloud if the “Insecure” actress is a “foundational Black.” Seales had this to say…

Kanye West is “praying” for Issa Rae after she poked fun at him on “Saturday Night Live.” The “All Day” rapper — who is running for president under the Birthday Party — was left unimpressed when he was made the punchline of a sketch between the show’s guest host and series regular Kenan Thompson. For…

As the cast of “Insecure” gathered at SoFi Stadium in Inglewood, California, for the 72nd Primetime Emmy Awards on Sunday night, Sept. 20, 2020, they shared photos, laughs and even spilled some tea about next season. While fans were not surprised that the popular HBO comedy series helmed by Issa Rae was overlooked for any…

Jordan Peele is to produce the thought-provoking movie Sinkhole. According to Deadline, the Get Out director will team up with Issa Rae for the project, which is described as a “genre piece that engages on the question of female perfection and identity.” Peele and Rae will serve as producers on the adaptation of Leyna Krow’s short…

Whether she’s making us reflect on our friendships with her role as Molly on “Insecure” or making us laugh with her HBO comedy special “Momma I Made It,” Yvonne Orji always brings us joy. The Nigerian actress, who is known for switching up her hairstyles from braids, to bobs, to long, to color, always comes…

Since “Insecure” first premiered in 2016, Sunday nights at 10 p.m. have become the perfect way to end our weekends the right way. The show, created by Issa Rae, follows her character, Issa, as she navigates life, love and all the twists and turns of adulthood in Los Angeles. Sunday night, June 14, 2020, marked…

Issa Rae still feels as though she needs to “prove” herself in Hollywood. The 35-year-old actress first garnered attention in 2011 for her work on the YouTube web series “Awkward Black Girl” and is currently starring in the HBO series “Insecure” — of which she is the creator — which was recently renewed for a…

Issa Rae shares what she is fed up with about Hollywood. The “Insecure” creator told “Yahoo Entertainment” she always works to ensure that her sets are diverse because “it is threaded in the fabric of my being to look around me and make sure that there is representation because that’s what I wholeheartedly want to…

On Sunday, April 12, 2020, HBO will kick off the fourth season of “Insecure.” The hit show delves into the complexities of life, love and relationships for young adults. Jéan Elie, who portrays Issa Rae’s younger, gay brother Ahmal, recently shared his thoughts about the new season and giving his character a powerful voice. What…

Insecure season 4

The “Insecure” season 4 trailer is out, and the crew is back in business. Picking up right where we last saw them, Issa (Issa Rae) puts her full efforts into her latest passion project. Molly (Yvonne Orji) finds herself settling into an actual relationship with “Asian Bae.” Mom life is boring Tiffany (Amanda Seales), while…

Kim Kardashian West has gained a few pounds. The “Keeping Up With The Kardashians” star came under fire previously for promoting rapid weight loss and she has now done a U-turn on her previous comments and revealed she has put on 18 pounds. On Saturday night, she wrote on her Instagram Story: “OK, so we’re doing a…

Many urbanites have their faces twisted up as they digest the news that one-woman juggernaut Issa Rae has signed on to produce and possibly star in the 1996 classic Set it Off. Don’t get it twisted, though. Most urban fans still marvel over Rae’s meteoric rise from YouTube phenom to the star and producer of…

Issa Rae is developing a Set It Off remake The “Insecure” actress and co-creator is said to be in the early process of a re-imagining of the classic crime thriller, which starred Jada Pinkett Smith, Vivica Fox, Queen Latifah, and Kimberley Elise. According to Variety, Rae “will produce with plans to star” in the movie, while…

Summer is around the corner, and as the weather heats up, so does fans’ anticipation of the popular HBO series “Insecure” starring actress and writer Issa Rae. “Insecure” has captured the hearts of women everywhere with its relatable storylines, which follows the journey of two best friends, played by Rae and actress Yvonne Orji, as they enter…

Issa Rae shows the complexities of being young, Black and single with her hit show, “Insecure.” The HBO show represents a new movement of Black millennials who have taken over Hollywood. Along with Rae, creatives such as Donald Glover, Lena Waithe and Ryan Coogler, have proven that Black stories can have a high impact on a mainstream…

Issa Rae’s “Insecure” co-stars have confirmed her engagement. The 34-year-old actress sparked speculation she was set to tie the knot with Louis Diame when she was pictured with a huge ring in Essence magazine and now Jay Ellis and Yvonne Orji have revealed they couldn’t be happier for her. Ellis told “Entertainment Tonight”: “We all found…

Yvonne Orji is a Nigerian-American actress, comedienne and writer who stars opposite Issa Rae in HBO’s popular comedy series “Insecure.” Her character Molly is beautiful, well educated and has a high-powered career but tends to be unlucky in love. Rolling out recently caught up with the multi-faceted beauty at General Motors’ Annual Black History Month…

Photo: A.R. Shaw

Our favorite awkward Black girl Issa Rae is taking diversity head-on. Rae, who is best known for her popular HBO series “Insecure,” is among the new class of Black female creatives who are shifting the playing field. We all know that there is a major lack of diversity and representation on screen, and it remains a prevalent…

Amanda Seales gets real