Issa Rae Admits 'Insecure' Started Feeling "Like A Job"
I used to feel guilty when my new dreams overshadowed my old ones. I felt like I should have just been grateful for where I was and OK with staying there in the long run because it was something I've always dreamed of doing. But at some point, I realized that I was settling. Going into work for what was once my dream job felt robotic and automatic years down the line.
It's easy to settle into what's comfortable, especially when you're good at it, so you don't have to face the fear of trying something new… again. It takes so much energy to accomplish one dream, we often even don't have the capacity to even think about what to do next. Actress, director, and unashamed awkward Black girl Issa Rae serves as a perfect reminder to never settle, no matter how great and glamorous something looks on paper. If you have a new dream, go for it; whether you accomplished your old one or not. Life changes and so do we. Many of us have learned that our dreams and aspirations change too.
I would think that Issa Rae would be happy to ride her mega-hit HBO's Insecure till the wheels fell off. It was a huge step after the web series Awkward Black Girl took over the internet. From the outside looking in, she's set for life.
But while Insecure is heading into its fourth season, seeing Issa in a new light for projects like romantic drama The Photographand rom-com Love Birds, caused me to realize that she has so much more to offer. She's putting her money where her mouth is as co-owner of an Inglewood coffee shop and is even operating a music imprint with Raedio. She also has her own production company, Issa Rae Presents – things that might not have happened if she stayed comfortable with only doing Insecure.
As she stays booked and busy, she said during an interview with Cultured magazine that Insecure "started to feel like a job."
"It's very different from the first season, when nobody has any expectations, and from Season 2, when people are anticipating it innocently. And these are expectations in terms of the audience, in terms of execs, things like that. That played a huge role in the anxiety surrounding it."
"I didn't come into this being like, 'Yo, I want to make TV shows, so that means I'm going to be a boss and I'm going to be managing 15 people.' If I'm not successful, then they gotta figure out their next move. They have to believe in what I do, and my shit has to be on point."
Issa said the reality of longevity in Hollywood plays a factor in branching out to so many other projects she's passionate about.
"I'm always thinking about the fact that as a performer and someone on screen, I have a very limited window. As a woman, as a Black person, there's only so long that people are going to want to see me. If I'm lucky, I can have a Denzel career or a Phylicia Rashad career or Debbie Allen-type career, but that's not always the case."
Even with the reality of the entertainment industry in mind, Issa said she's still not here for being "the Black girl" as she takes on more diverse projects.
"Oh, did y'all hire me to be your Black face? Are you awarding me, because you want to say that you're thinking about Black women?"
At the same, she's also not a fan of accusations that she's making material to please her non-minority audience.
"I have seen the narrative that I want to make content for white people. Any suggestion that I'd be pleased that I have any kind of white acceptance—and that that is what's necessary to succeed—irks me."
I feel like if Issa can get out of her comfort zone to prevent herself from settling, then so can we; in any area of our lives. It's OK to be ambitious and want more for ourselves, always striving for something better. How else would we grow?
Featured image by DFree / Shutterstock.com
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Charmaine Patterson is a journalist, lifestyle blogger, and a lover of all things pop culture. While she has much experience in covering top entertainment news stories, she aims to share her everyday life experiences, old and new, with other women who can relate, laugh, and love along with her. Follow Char on Twitter @charjpatterson, Instagram @charpatterson, and keep up with her journey at CharJPatterson.com .
Claudia Jordan, Demetria McKinney & Jill Marie Jones On 'Games Women Play' & Dating Over 40
What do you get when you mix unfiltered truths, high-stakes romance, and a few well-timed one-liners? You get Games Women Play—the sizzling new stage play by Je’Caryous Johnson that’s part relationship rollercoaster, part grown-woman group chat.
With a powerhouse cast that includes Claudia Jordan, Demetria McKinney, Jill Marie Jones, Carl Payne, Chico Bean, and Brian J. White, the play dives headfirst into the messy, hilarious, and heart-wrenching games people play for love, power, and peace of mind. And the women leading this story? They’re bringing their whole selves to the stage—and leaving nothing behind.
From Script to Spotlight
The road to Games Women Play started over 20 years ago—literally.
“This script was written 20 years ago,” Jill Marie Jones said with a smile. “It was originally called Men, Money & Gold Diggers, and I was in the film version. So when Je’Caryous called me to bring it to the stage, I was like, ‘Let’s go.’” Now reimagined for 2025, the play is updated with sharp dialogue and modern relationship dynamics that feel all too real.
Demetria McKinney, no stranger to Je’Caryous Johnson’s productions, jumped at the opportunity to join the cast once again. “This is my third time working with him,” she shared. “It was an opportunity to stretch. I’d never been directed by Carl Payne before, and the chance to work with talent I admire—Jill, Claudia, Chico—it was a no-brainer.”
Claudia Jordan joked that she originally saw the role as just another check. “I didn’t take it that seriously at first,” she admitted. “But this is my first full-on tour—and now I’ve got a whole new respect for how hard people work in theater. This ain’t easy.”
Modern Love, Stage Left
The play doesn’t hold back when it comes to the messier parts of love. One jaw-dropping moment comes when a live podcast proposal flips into a prenup bombshell—leaving the audience (and the characters) gasping.
Demetria broke it down with honesty. “People don’t ask the real questions when they date. Like, ‘Do you want kids? How do you feel about money?’ These convos aren’t happening, and then everyone’s confused. That moment in the play—it’s real. That happens all the time.”
Jill chimed in, noting how the play speaks to emotional disconnect. “We’re giving each other different tokens of love. Men might offer security and money. Women, we’re giving our hearts. But there’s a disconnect—and that’s where things fall apart.”
And then Claudia, of course, took it all the way there. “These men don’t even want to sign our prenups now!” she laughed. “They want to live the soft life, too. Wearing units, gloss, getting their brows done. We can’t have nothing! Y’all want to be like us? Then get a damn period and go through menopause.”
Dating Over 40: “You Better Come Correct”
When the conversation turned to real-life relationships, all three women lit up. Their experiences dating in their 40s and 50s have given them both clarity—and zero tolerance for games.
“I feel sexier than I’ve ever felt,” said Jill, who proudly turned 50 in January. “I say what I want. I mean what I say. I’m inside my woman, and I’m not apologizing for it.”
Demetria added that dating now comes with deeper self-awareness. “Anybody in my life is there because I want them there. I’ve worked hard to need nobody. But I’m open to love—as long as you keep doing what got me there in the first place.”
For Claudia, the bar is high—and the peace is priceless. “I’ve worked hard for my peace,” she said. “I’m not dating for food. I’m dating because I want to spend time with you. And honestly, if being with you isn’t better than being alone with my candles and fountains and cats? Then no thanks.”
Channeling Strength & Icon Status
Each actress brings something different to the play—but all of them deliver.
“I actually wish I could be messier on stage,” Claudia joked. “But I think about my grandmother—she was born in 1929, couldn’t even vote or buy a house without a man, and didn’t give a damn. She was fearless. That’s where my strength comes from.”
For Jill, the comparisons to her iconic Girlfriends character Toni Childs aren’t far off—but this role gave her a chance to dig deeper. “If you really understood Toni, you’d see how layered she was. And Paisley is the same—misunderstood, but strong. There’s more to her than people see at first glance.”
Demetria, who juggles singing and acting seamlessly, shared that live theater pushes her in a new way. “Every moment on stage counts. You can’t redo anything. It’s a different kind of love and discipline. You have to give the performance away—live, in the moment—and trust that it lands.”
Laughter, Lessons & Black Girl Gems
The show has plenty of laugh-out-loud moments—and the cast isn’t shy about who steals scenes.
“Chico Bean gets a lot of gasps and laughs,” Claudia said. “And Naomi Booker? Every scene she’s in—she’s hilarious.”
But the play isn’t just about humor. It leaves space for reflection—especially for Black women.
“I hope we get back to the foundation of love and communication,” said Demetria. “A lot of us are in protector mode. But that’s turned into survival mode. We’ve lost softness. We’ve lost connection.”
Claudia agreed. “We’re doing it all—but it’s not because we want to be strong all the time. It’s because we have to be. And I just want women to know: You can have peace, you can be soft. But stop bringing your old pain into new love. Don’t let past heartbreak build walls so high that the right person can’t climb over.”
Final Act: Pack the House
If there’s one thing this cast agrees on, it’s that this play isn’t just entertainment—it’s necessary.
“Atlanta is the Black entertainment hub,” Claudia said. “We need y’all to show up for this play. Support the arts. Support each other. Because when we pack the house, we make space for more stories like this.”
Games Women Play is more than a play—it’s a mirror. You’ll see yourself, your friends, your exes, and maybe even your next chapter. So get ready to laugh, reflect, and maybe even heal—because the games are on.
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Patricia "Ms. Pat" Williams has always marched to the beat of her own brutally honest drum — and that’s exactly what makes her so magnetic to watch. Whether she’s making us laugh until we cry on The Ms. Pat Show or now laying down the law on her courtroom series Ms. Pat Settles It, the comedian-turned-judge proves time and again that there’s nobody quite like her. Unfiltered, hilarious, and real to the core, she’s made a name for herself by turning her life’s journey — including the pain — into purpose.
Now in her second season of Ms. Pat Settles It, airing on BET and BET+, she’s not only delivering verdicts — she’s dishing out life lessons in between the laughs. The show feels less like your typical courtroom drama and more like your outspoken auntie running a court session at the family cookout, complete with celebrity jurors, petty disputes, and a whole lot of real talk. xoNecole sat down with Ms. Pat to talk about her wildest cases, balancing motherhood and fame, and why sleeping in separate bedrooms might just be the key to joy.
CASE CLOSED, BUT MAKE IT CHAOS
If you’ve ever tuned in to Ms. Pat Settles It, you already know the episode titles alone deserve awards. But when we asked Ms. Pat which case stood out most, she didn’t even have to think twice. “There was this one woman — Shay — who got out of federal prison and was working for her old bunkmate. But the bunkmate didn’t want to pay her!” she says, chuckling. “That girl came in the courtroom like a firecracker.”
It’s moments like those that remind viewers Ms. Pat isn’t just bringing the laughs — she’s giving people a platform, even if it’s a little messy. And if her court ever gets turned into a real-life franchise, we need Shay on the promo posters immediately.
WHEN THE CELEBS SHOW OUT
It’s already hard enough to get a word in with Ms. Pat running the show, but throw in a celebrity jury featuring Tamar Braxton, Ray J, TS Madison, and Karlous Miller? Whew. “I don’t even try to control them,” she laughs. “Thank God we have something called editing.” According to her, behind the scenes, things get wild — but that chaos is part of the magic. “People only see the cut-down version. What you don’t see is all of us losing it in real time.”
Still, Ms. Pat makes it work. The courtroom becomes a stage, but also a safe space for guests and jurors to show up as their full, unfiltered selves. “It was a wild season,” she explains. Let’s be honest — if your jury looks like a BET Awards afterparty, you might as well let it rock.
IF FAMILY COURT WAS REALLY A THING
Ms. Pat might wear the robe on screen, but at home, she’s still managing her own wild bunch. When asked what kind of case her kids would bring into her courtroom, she burst into laughter. “Oh, they’d be suing my oldest son for eating their food,” she says. “You know how you have that one roommate that eats up everybody’s food? I can see my oldest son getting sued for that..”
And let’s face it, we’ve all either been that sibling or have one. Ms. Pat says moments like that — the everyday family squabbles and real-life irritations — are what make her courtroom show so relatable.
THE VERDICT SHE WISHES SHE COULD REWRITE
Ms. Pat is known for keeping it real, even when the conversation turns serious. When asked if there was one “verdict” in her real life she’d change, she pauses for a second before answering. “I wish I had graduated high school,” she admits. “All my kids went to prom and I took all of their high school diplomas.”
“I wish I had graduated high school,” she admits. “All my kids went to prom and I took all of their high school diplomas.”
It’s a rite of passage in most Black households — your diploma doesn’t really belong to you, it lives at your mama or grandma’s house like a family heirloom.
HOW SHE STAYS GROUNDED
Between filming TV shows, headlining comedy tours, and running a household, Ms. Pat makes it very clear: she will find time to rest. “People swear I don’t sleep, but I do — I just knock out early and wake up early,” she shares. “And sometimes, I’ll just sit in my car.” She’s also a big fan of solo naps and mini getaways when things get overwhelming.
But one of her favorite forms of self-care? Separate bedrooms. “Me and my husband don’t sleep in the same room. That way, when I don’t feel like being bothered, I go to my space,” she laughs. She’s also found a new love for facials. “They’re addicting! I don’t need a lot — just sleep, a facial, and a little quiet.” Honestly? That’s a self-care routine we can get behind.
FROM PAIN TO PURPOSE
Ms. Pat’s story is one that’s deeply rooted in resilience — and she’s always been transparent about how her journey shaped her. Her advice to other Black women trying to turn their pain into purpose? Speak up. “You have to tell your story,” she says. “Because once you tell your story, you realize you’re not the only person that’s been through that situation.”
She adds that sharing your truth can be one of the most powerful things you do. “When you give a voice to pain so many other people who have that pain gravitate to you,” she says. “To heal, you have to speak out loud about it. What you keep inside is what eats you up.” Coming from someone who built an entire brand on truth-telling? We believe her.
WHAT’S NEXT FOR MS. PAT?
While Ms. Pat’s got her hands full with Ms. Pat Settles It and her comedy show, she hints there’s much more to come. “I got some stuff poppin’ that I can’t even talk about yet,” she teases. “But just know, like Kendrick [Lamar] said, we about to step out and show ‘em something.” That multi-genre deal with BET and Paramount is clearly working in her favor — and she’s not slowing down anytime soon.
She says one of her proudest moments in this chapter of her career is seeing things she once dreamed of finally come to life. “In this business, you never know what’s gonna work or what’s gonna stick. But now I’m working with a network that really understands me — and that’s special,” she says. “I feel seen. And I’m just getting started.”
Whether she’s in the courtroom cracking jokes or catching up on rest in her own sanctuary, Ms. Pat is living proof that success doesn’t have to come at the cost of authenticity. She’s rewriting the rules in real time — on her terms, in her voice, and for her people. As she continues to turn pain into purpose, laughter into legacy, and everyday mess into must-see TV, one thing’s clear: Ms. Pat is in her prime. And we’re lucky enough to watch it unfold.
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Feature image by Earl Gibson III/Shutterstock