
How Issa Rae Creates Opportunities For Others While Securing The Bag

There are so many reasons creatives should look up to Issa Rae. She constructs amazing stories and characters, is unapologetically herself and is a real-life example that if you work hard enough, you can truly have it all. But, one of my personal favorite things about the mogul is the way she constantly creates opportunities for others. In a recent interview with CBS This Morning, the actor, producer, and entrepreneur sat down with Gayle King and had a full-circle moment where she opened up about the final season of Insecure and why it's only the beginning.
This is not the first time we've seen Rae and King together. In 2016, when Issa Rae was most known for the still-hilarious and popular web series Awkward Black Girl, she shared her feelings on what it's like to truly live the title with King. "It's [awkwardness] just within me, it will never go anywhere. Like, I've always related to just feeling uncomfortable and out of place." Now, five years later, she admits that while that feeling is still there, she has changed a bit since the 2016 interview.
She tells King, "I feel more confident that I belong here. In Hollywood as a storyteller there's a sense of like, 'I know what I'm doing.'"
Well, I think it's safe to say we definitely agree with her because Issa has racked up so many wins. And Gayle King made a point to list a few of them aloud, like, a plethora of magazine covers, starring and producing in multiple films, securing the bag with an eight-figure exclusive Warner Media deal, and marrying her bae in a secret wedding! But through it all, Issa feels her and the cast's true mission is to create opportunities for others. And when making Insecure, she was intentional about doing just that.
At the start of the series Issa wasn't sure it would be successful but wanted to make sure that regardless, it was helpful to the cast and crew. "At least the people who worked on our show would've had experience. Which is like, the excuse that Hollywood always gives for why they don't hire people of color, and Black people specifically." She continues, "At least they could say 'we worked on one season of an HBO show,' and hopefully get another job, but we were fortunate enough to get five seasons, and watch people grow."
King also made a point to note that Insecure gave many of the actors, staff, and crew their first opportunity at a show on this level, to which she inquired if Issa marvels at that at all. Rae responded beautifully, saying:
"We changed each other's lives. So in that way, I'm just appreciative to have grown with them, to be in the trenches with them, and we have so many memories. We all have the mission to open the door and keep the door open–to make sure that we create a pipeline."
Jeff Kravitz/FilmMagic for HBO
It's encouraging and inspiring to see a Black woman who truly understands our stories and is telling them in such an authentic and engaging way, and it's why so many of us root for her, the same way she's "rooting for everybody Black." When asked how she feels about setting examples for creatives, she replied, "It means everything, because I know what it meant for me to watch those shows from the '90s and aspire to that and think like, 'Oh this is possible for me to do.' And these are stories that people care about, matter, and shape me. So to be able to do that for another generation, I'm extremely proud of that."
I'll be honest, I'm really going to miss Insecure Sundays, but it's encouraging to know that Issa has so much more in the works.
"I still feel like a beginner in many ways. I have so much more to do," she says firmly.
Featured image by Emma McIntyre/WireImage
Kirby Carroll grew up in VA but now calls Atlanta, GA home. She has a passion for creating content and helping brands grow through storytelling and public relations. When not immersed in work, you can find her sipping a mimosa at brunch or bingeing a new TV drama on Netflix. Keep up with her on social media at @askKirbyCarroll.
'He Said, She Said': Love Stories Put To The Test At A Weekend For Love
At the A Weekend For Love retreat, we sat down with four couples to explore their love stories in a playful but revealing way with #HeSaidSheSaid. From first encounters to life-changing moments, we tested their memories to see if their versions of events aligned—because, as they say, every story has three sides: his, hers, and the truth.
Do these couples remember their love stories the same way? Press play to find out.
Episode 1: Indira & Desmond – Love Across the Miles
They say distance makes the heart grow fonder, but for Indira & Desmond, love made it stronger. Every mile apart deepened their bond, reinforcing the unshakable foundation of their relationship. From their first "I love you" to the moment they knew they had found home in each other, their journey is a beautiful testament to the endurance of true love.
Episode 2: Jay & Tia – A Love Story Straight Out of a Rom-Com
If Hollywood is looking for its next Black love story, they need to take notes from Jay & Tia. Their journey—from an awkward first date to navigating careers, parenthood, and personal growth—proves that love is not just about romance but also resilience. Their story is full of laughter, challenges, and, most importantly, a love that stands the test of time.
Episode 3: Larencia & Mykel – Through the Highs and Lows
A date night with police helicopters overhead? Now that’s a story! Larencia & Mykel have faced unexpected surprises, major life changes, and 14 years of choosing each other every single day. But after all this time, do they actually remember things the same way? Their episode is sure to bring some eye-opening revelations and a lot of laughs.
Episode 4: Soy & Osei – A Love Aligned in Purpose
From a chance meeting at the front door to 15 years of unwavering love, faith, and growth, Soy & Osei prove that when two souls are aligned in love and purpose, nothing can shake their foundation. Their journey is a powerful reminder that true love is built on mutual support, shared values, and a deep connection that only strengthens with time.
Each of these couples has a unique and inspiring story to tell, but do their memories match up? Watch #HeSaidSheSaid to find out!
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Are You & Your Partner Financially Compatible? Here’s How To Tell.
With nearly half of all marriages that end in divorce citing finances as the nail in the coffin to deading their relationship, financial compatibility is one aspect of long-term compatibility that doesn't get talked about enough. Beyond the circular 50/50 discourse and whatever hot-button issues regarding providers and the like, at its core, financial compatibility is about how well your financial behaviors, values, and long-term goals align with those of your partner.
More than it is about how much money a person makes or doesn't make, financial compatibility focuses on how you think about money, how you spend your money, and most importantly, how you plan for the future with your money. Think, questions about money mindsets, spending habits, debt, budget, etc. Are you a saver and he's a spender? Do you see money as a tool for freedom? Does he see it as something to hold on tightly to as a means of survival? Can you talk about your financial goals and plans openly?
Knowing if you and your partner are financially compatible can save a lot of heartache, a lot of headaches, and a lot of money in the end. Keep reading for a few key indicators to pay attention to and learn whether or not you and your partner are truly aligned financially.
Signs You’re Financially Compatible
1. You can talk about money without judgment.
Conversations about money aren't something you dread. You're able to talk to your partner freely and openly about money matters, like debts, bills, the budget, etc., even when it is uncomfortable. There is an understanding that talking about money doesn't have to be something you're on the defense about, instead it's an opportunity for transparency, clarity, and solutions.
2. You respect each other's money personalities.
What is a money personality? According to Ken Honda, author of Happy Money, a money personality is our "approach and emotional responses to money" and there are seven money personalities we can fall under. These personalities can help us understand our own relationship with money, as well as our partner's. For example, maybe you're someone who likes to treat yourself to a fancy dinner once a month and your partner is someone who believes ordering takeout and not cooking meals at home is a cardinal sin.
When you can respect each other's money personalities, neither approach is subjected to judgment and shifts can be made in each other's spending habits as needed and from a place of love versus guilt or shame.
3. You agree on what it means to have "financial security."
Whether it’s building a stacked emergency fund, paying off debt before putting a downpayment on a home or being able to splurge on a baecation without checking your account balance before the bill arrives, your definitions of what it means to be financially secure are in sync, or at least compatible enough to reach a compromise.
4. You are not each other's "financial parent."
You’re not constantly teaching, fixing, or stressing out over what the other person is doing with their money. Although I fast-forwarded through a lot of the most recent season of Love Is Blind, I did pay attention to Virginia and Devin and money seemed to be a recurring theme in their conversations. It was clear Virginia had her ish together when it came to money and her financial plans for the future and Devin was not quite on her level.
Though she said no at the altar for additional reasons, I could also see how sis could eventually get very tired of being her partner's second mama, so to speak. And that's the thing about being your partner's "financial parent," eventually, you could end up feeling like you are one-half of a "parenting" or "teaching" dynamic with your partner instead of feeling like you're equals in a partnership.
5. You make financial decisions with each other in mind, not for each other.
Whether it’s booking a trip, deciding which debt to tackle first, saving up for a big purchase, or planning out your next move, there’s a mutual respect for each other’s input. Those shared goals might look like wealth, freedom, stability, or just a debt-free life that feels soft and secure.
You don’t have to be chasing the same bag in the same exact way, but you do need to be aligned on the vision. What you're building should feel like a joint venture with shared effort and purpose, not one of y’all making major money moves like you're still single. Making financial decisions is not just about where the money goes, it's about where you’re going together.
6. You're aligned when it comes to the big stuff.
Financial compatibility extends to the long-term of money management. The legacy, structure, and shared responsibility that comes with decisions like shared accounts, estate planning, having babies, or even blending families. Will you split bills or combine income? Who’s taking time off if you have a child? How do y’all feel about generational wealth or investing for your family’s future? You and your partner have had the real conversations.
These conversations can’t wait until after the wedding or until after a baby’s here. They’re the foundation for how you function as a unit, and if you're not aligned, or at least willing to get on the same page, that incompatibility can cause friction in the end that love alone can't fix.
Love is cute and all, but building an empire together? That’s the real flex. Tap into our new series Making Cents to see what financial compatibility really looks like when love and legacy go hand in hand.
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