
Issa Rae Looks Like A Superhero On The Latest Cover Of 'Rolling Stone', Mostly Because She Is One

It's pretty understood that the culture perceives Issa Rae as a giant; a cultural phenomenon. And we hold her on that pedestal because she just so happens to perceive the culture as exactly the same. She puts absolutely nothing before us, and we trust that about her. We know how she gets down, and we know that her pivot game is incomparable. She is purely unparalleled.
And if diversifying everything she gets her hands on doesn't keep her busy enough, she somehow carved the time to speak with Rolling Stone for the cover of their May issue.
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Donning a latex-tight metallic blue turtleneck, she reminded me of a superhero. Or maybe it's just that that's how I always see her. But anyway, there she was.
In the interview, which took place at her pool over a bottle of prosecco, she discusses everything from work-life balance and being a better friend, to her start in entertainment and wishing she never told the world so much about herself.
Continue reading for our favorite highlights!
Issa on balancing multiple projects with being a good friend:
While admitting she was striving for more balance a few years ago, Issa says she failed--especially now that her workload is at its heaviest. And sis is starting to believe that she may just be built this way.
"I'm just always thinking about work. I was always like this. [In the past] it was like, 'I need to work to make sure I have the means of affording a place to live.' [Or] 'This didn't work, what's the next thing I can do?' I think that's just how my mind works. That's Capricorn shit. Workaholic shit. If you have any suggestions, let me know. I've fallen short because I'm so used to [them] accommodating this in-person dynamic. So this year has tested who I am as a friend and really made me realize, 'Oh, I'm not considerate in this way, and I can do more here.'"
On being a product of "Internet Culture":
"I know how I am as a consumer, as a stan of people, and what I look for. I had the foresight to shield myself from what anybody who was looking for anything on me would try to find, because I know this culture. Internet culture is weird and malicious. I've just worked really hard to protect myself from the ugliest parts of it."
On the opportunities that came from 'Awkward Black Girl' and the biggest lesson she's learned in entertainment:
Although ABG is how she got her start in entertainment, the opportunities that came from the series, almost altered the Issa we know today.
"I was so focused on what I felt like fit their network that I didn't focus on the story I wanted to tell," Rae has said. "I was eager to please, and that made my voice kind of irrelevant, and the reason they brought me in in the first place was to have something to say. I had to realize I have a specific point of view, I have a specific story to tell, and I need to tap into that."
"This industry is built on exclusion. Knowing people is such a currency, and if you don't know anybody, you're just left to fend for yourself."
On new City Girls'-based television show:
"[Jermaine Dupri] coming out and criticizing female rappers for only talking about their pussy, I was just like, 'This is so unfair.' So that inspired the writing of it."
She continues:
"I guess I feel more empowered in the film and television industry," she says. "We have our own problems, but it is nothing like the music industry. I'm in awe every single day of just, 'Y'all can do this? This can happen, and it's still going to happen?' I have a lot of catching up to do. That feels exhausting in a different way."
On the new season of 'Insecure':
"We're not telling a Covid story. I had fatigue."
Same, sis.
On being protective of her personal life:
One of Issa's biggest regrets is that she told so much about her personal life in her book, which she only wrote because she never expected so many people to read it. And sis talked about it all, from her experience catfishing random men in chat rooms as a preteen, to her discovery of her dad's affair.
"It felt like I was writing journal entries. The 24- through 27-year-old version of me will live on through a book. My opinions, whatever whimsical thoughts and notions, will live on forever. That's what I don't like about it."
Now, Issa is more, cautious, especially about her engagement to businessman bae, Louis Diame (which she never introduces to the interviewer, but is present).
"I just feel superprotective of any relationship I'm in. That's come from observing and making fun of people over the years who broadcast the most intimate parts of their relationships, then are left with egg on their face. I call them the 'me and my boo' people. Let me embarrass myself. Don't let a nigga embarrass you. That's always been my focus."
A wordddddd, sis!
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Charmin Michelle is a southern native and creative spirit who works as a content marketer and events manager in Chicago. She enjoys traveling, #SummertimeChi, and the journey of mastering womanhood. Connect with her on Instagram @charminmichelle.
'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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How Power Women Protect Their Finances With Smart Money Boundaries
No matter what it is, setting boundaries can be challenging, especially when those boundaries involve money. But if you want to sustain success and financial freedom, boundaries are important, both with yourself and with others.
Many wealthy successful women have mastered setting boundaries and prioritizing accountability so that they can ensure they remain that way. Let's face it: If you want a certain quality of life and you work hard to achieve that, you don't want to risk it by taking on habits that jeopardize your financial stability.
Be inspired to not only set money boundaries but keep them by taking heed to the common financial boundaries power women of today establish:
1. They pay themselves first.
Building consistent savings habits is important to wealth-building no matter how much you earn, and the practice is often one that continues even after you're well-booked and well-paid. Actress, producer, and philanthropist Queen Latifah has always been a proponent of this after learning from her mom to "save your money."
This is the epitome of the energy behind paying yourself first. You squirrel something away and take care of yourself by taking care of your future first, before paying any bills. You invest in yourself (within your means and with a budget in mind, of course).
2. They don't loan money without clear repayment rules and expectations are agreed upon.
It's awesome to be able to help people out by loaning them money, but when you don't communicate clearly about repayment (or what will happen if the money is not repaid) you set yourself up for a cycle of taking on other's debts and maybe even building more debt of your own.
Unless you're doing charity, set those boundaries early about when and how a loan will be repaid. And if you know you won't get the money back, rethink the loan altogether.
3. They create budgets that are realistic and reflect their current lifestyle.
In her book, What I Know for Sure, Oprah Winfrey wrote, “I hope the way you spend your money is in line with the truth of who you are and what you care about.” This is key for many successful women, especially when they're budgeting and investing.
Issa Rae told Money.com, "I don’t splurge just because. I will never have 17 cars. I will never have expensive jewelry. I don’t spend that much on my clothes, or shoes. I will spend money on a stylist, and a makeup artist, because those things feel necessary for work. But material things? No."
There's a clear indication that there are clear value systems sustained by what matters to them no matter how much they make, and budgeting is a huge part of that.
4. They consider the long-term effects of a rash purchase before proceeding.
It's totally okay to treat yourself, but if you find yourself impulsively buying things you don't really need or always living check to check because you've maxed out your credit card to take that sixth trip in one year, there's a problem that might put a damper on those financial freedom plans. (That is unless your trip is part of how you make your money, and it's a worthy investment into expanding your prospects.)
Successful women are conscious of the long- and short-term effects of purchases, small and large. They're always thinking about how one action can impact the bigger picture.
5. They are givers and believe in the reciprocity of that.
Many of us are familiar with the famous quote, "To whom much is given, must is required," and there's that undertone of service and charity that is a common thread for wealthy, successful women, especially those who run businesses or lead brands. Involving yourself in acts of service not only enriches your development and that of communities, but it increases your exposure, network, and credibility, often leading to more opportunities to make more money.
Most leading CEOs, entrepreneurs, and professionals are big on giving back, whether it is through resources, a nonprofit, money, or their time. "As you become more successful, it's important for you to give back. Even if you can't financially give back, kind words and sharing about other businesses on social media mean so much. Every little thing counts. Help out your friends and family with advice, encouragement, and support," said Angela Yee, award-winning radio host and entrepreneur.
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Originally published on August 16, 2024