Thanks to the current season of Insecure, all you've got to do is hop onto Twitter—Black Twitter, I mean—put in the words "Issa" and/or "Molly", and you're going to see a real-discussion-sometimes-war about what it means to have a real friendship. A good example of what I mean is Exhibit A.
Shoot, everything has actually gotten so intense to the point where executive producer Prentice Penny has come to the defense of Molly in the article, "'Insecure' Showrunner: Season 4 Backlash Against Molly Is 'Unnecessary'". Hmm. As someone who has been an avid watcher of the show, pretty much since day one, I've gotta say that "unnecessary" is a bit of a stretch (more on that in a bit). Then there is Issa Rae, the show's co-creator and her take on their dynamic. In one interview, she said, "They are friends, they are real-life friends, but there exists a specific dynamic in their friendship that both of them have gotten accustomed to. They're college friends who have taken on different paths." Real friends. That's an interesting conclusion to me as well.
I don't know about y'all, but I personally think the reason why a lot of what Issa and Molly have going on has us so triggered is because (thanks to this season's impeccable writing) we either have experienced what they are going through before or, perhaps we're recognizing that the Issa or Molly in our lives has us putting up with more than we actually should. And while their relationship has a billion-and-one takeaways, for me, I think what stands out, quite possibly the most, is it seems like they both could stand to gain a bigger grasp on what it means to be a supportive friend in someone else's life; especially if you profess that they are your best friend. If you give me a sec, I'll unpack a bit more where I am coming from by sharing some thoughts on what a supportive friend should actually do.
A Supportive Friend Makes You Stronger
While I'm not going to make this entire piece about Issa and Molly, I do think they both apply to my first two points really well. On the "make you stronger" tip, to tell you the truth, I think it's Issa who could stand to remember this particular point. Although Molly really has showed her ass in a lot of ways, one area where I totally get where she is coming from is Issa doesn't seem to be the most self-aware person on the planet. There have also been times, throughout all seasons of the show, when she comes across as extremely entitled and selfish, like when she automatically assumes that Molly is going to pick up the tab while they're out (like after the Kiss 'n Grind or when Issa wrecked her car and they went through a drive-thru to get something to eat). For Molly to get to the point where she is like "enough is enough" and "grow TF up" with her bestie, that doesn't make her evil or a bad person. It's just that her timing sucked in choosing to do it when Issa was in a bind. Plus, I'm not completely convinced that Molly's motive was pure. Without a doubt, she is passive aggressive as hell, with EVERYONE. She also isn't wrong in her eyes, hardly ever. But more on that in the second point.
Anyway, for Molly to want to pull back some so that her friend doesn't always treat her as her "get out of jail free card" is a form of being supportive, because if someone is always your crutch, if they are always enabling you, how are you going to mature and evolve?
The animal kingdom has all sorts of examples of mamas who, after a time, leave so that their babies can learn how to survive on their own. If we want our friends to be able to stand on their own, sometimes that means telling them "no". Not out of spite, but out of the sincere desire for them to embrace their own capabilities. That's one of the ways that all of us become stronger individuals.
A Supportive Friend Challenges You
If I had to choose between describing myself as being aggressive or passive aggressive, I'm definitely rocking with aggressive. I don't say "I'm fine" when I'm not (or act like things are fine when they aren't). I don't hold things in while waiting for someone to read my mind. I don't seek out to emotionally punish people who hurt me. Sarcasm isn't my first language. I'm not big on giving people the silent treatment. Meanwhile, Molly? Let me tell it, she's about all of these things. And since she sucks at being forthcoming about her feelings, wants and needs—and/or acts like folks should just automatically know about them—by the time she's suppressed to the point of being fed up, she comes across as mean…if not almost evil. She was like that with Jared (the Enterprise manager). She was like that with Jidenna's character (the lawyer). She was like that with Dro. She was like that with her dad when she found out that he did the same thing that she did (he cheated while she helped someone cheat). In this season, she did it with Issa (and she tries to do it with Asian Bae, Andrew). In fact, while I can't remember where I read the comment, a man by the name of Walt Bionick brought up another great point about how Molly tends to get down when he said, "Molly is the kind of person who invalidates your feelings if they conflict with her feelings." (I mean...)
Then, whenever all of these people bring to her attention that she could stand to look at herself and acknowledge that she's the clear common denominator in her relationships, she goes on the attack and acts like a victim (when Andrew apologized to her for helping out who is supposed to be her friend only "babied" her more into her toxic coping mechanisms, if you ask me. *le sigh*). Indeed, if anyone is the walking definition of not being able to take what they and their sharp tongue can dish out, it's Molly. Hmph. Perhaps if she listened to the people who truly cared about her, it could help her to get out of the cycle of constantly suppressing and then being resentful to the point of sabotaging so often—and so much.
Believe you me, some of the biggest "ouches" I've experienced have come from people who loved me enough to call me out on my ish. Anyone who thinks that a supportive friend shouldn't do that might want to mosey on over to Proverbs 27:6(NKJV) where it says, "Faithful are the wounds of a friend, but the kisses of an enemy are deceitful." I once read that this means a real friend will tell you about yourself without broadcasting their views to others because their intent is to challenge you to become a better person without putting you on full blast in the process. A mature individual will get that this is a form of support because if you only want people to see you as you do, there will probably be blind spots that will certainly hinder your progress—if not now, eventually. Friends want to see their friends thrive in life. Growing pains can be hard, so we have to be challenged, sometimes by our friends, along the way.
A Supportive Friend Is Lovingly Rather Than Brutally Honest
As direct as I am, personal growth is teaching me to dislike the phrase "brutally honest" more and more. I know folks are out here bragging about being savage and everything, but goodness—that is a really harsh word. While savage can mean "fierce", cruel, uncivilized and criticizing to the point of not knowing when and how to let up define it too. And you know what? All of this defines what it means to be a brutal individual. And who would want a friend, someone who professes to love and care about another individual, to speak from this kind of head and heart space?
I don't care if it's advice on a relationship or job, offering up some news that can be difficult to hear or being frank with someone about their personality or character, a supportive friend isn't going to lie. At the same time, what they also aren't going to set out to do is be honest in a way that ultimately does more harm than good. After all, one definition of support is to hold someone up. How can you do that if your words are so damning that all you actually end up doing is tearing your friend down?
A Supportive Friend CONSISTENTLY Wants to See You Win
One of the reasons why I wrote articles on this site like, "5 Signs Your Closest Friends Are The Most Envious Of You", "6 Signs A New 'Friend' Is Nothing But An Opportunist" and "10 Signs You've Got A Close (TOXIC) Friend" is because, make no mistake about it, deception is real, alive and kicking out in these streets. And the thing you've always going to remember about deceit is it's designed to look like the real thing…even though it's nothing more than a fraud.
How can you know when someone who claims to be a friend of yours is anything but? One sign is if they don't show any signs of wanting to see you win in life. You set goals and they automatically look at the obstacles—whether real or actualized—in order to discourage you. You ask for help and they are rarely available to assist. You end up with something (or even someone) that they wanted and they aren't enthused, they act shady or they even completely go ghost on you. It's like, so long as they are on top or you are "in the struggle" it's all good. But when success is within your grasp (or you've obtained it), now there's a problem. And that? That is a problem. By definition, a supportive person encourages, a supportive person helps, a supportive person rallies on your behalf. You know what else they do? They celebrate you in your wins. Not every once in a while, either; consistently so.
I've had some people in my life who wanted to be there so that I could support them. But when it came to me and my needs, I couldn't name one way that they were of assistance. That is wack. That's also (one of the reasons) why I released them too. A good friend is a great cheerleader. If you've got a "friend" who you can't say that about, I'd encourage you to rethink the role and position that they play in your life.
A Supportive Friend Loves You in Spite of Yourself. Period.
Is it just me or would it be super shocking if Insecure's Tiffany was hiding a secret about her baby, Simone? As a doula, while I must say that they are penning postpartum in a really realistic way (bravo!), Tiffany has always seemed to have a shady side to me. I mean, she did know that Lawrence and Condola were dating and didn't let Issa in on it. I also remember when her husband, Derek said he had to get "rid" of the co-worker Fred. Plus, Tiffany once said they had separated before but didn't want to talk about it (dun, dun, dun, dun). Chile, we shall see. But whatever is up, if there is one thing that the girls—Issa, Molly, Kelli and Tiffany—at least strive to do (even if it isn't always perfectly) is love one another…warts and all. Just as a supportive friend should do.
I don't know about you, but I've been in situations where I thought I was in a friendship. However, those people only acted like my friend so long as I had the same views, did the same things or approached life in a similar way to them. But when I wanted to do my own thing, even if that meant making some mistakes along the way, it's like I was penalized, if not emotionally punished for it. That made me want to be my authentic self with them less and less—and when you can't be genuine with someone, the relationship ends up being pretty unhealthy. And unhealthy eventually becomes unnecessary.
Another definition of supportive is sympathetic. That's when someone tries to understand how you feel. It's also when they extend compassion whenever possible. If your friends ain't doing that, if you're not doing that for your friends, support is severely lacking. And if you're not able to lean on each other and have each other's back—really, what are y'all doing? Why do you even call each other "friends" to begin with? Because, if at the end of the day, supportive isn't a top defining word for your friendships, it really is time to shift—possibly even move on. If anyone runs into Issa and Molly, relay the message, OK? I appreciate it.
Want more stories like this? Sign up for our newsletter here and check out the related reads below:
What If You Love Your Friend...But Don't Like Her Anymore?
Always Remember That Friendships Have "Levels" To Them
Featured image by HBO/Insecure
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So, we handpicked one hundred It Girls who embody that palpable It Factor moving through us as young Black women, the kind of motion lighting up the world both IRL and across the internet.
It Girl 100 became xoNecole’s most successful program, with the hashtag organically reaching more than forty million impressions on Instagram in just twenty-four hours. Yes, it caught on like wildfire because we celebrated some of the most brilliant and influential GenZennial women of color setting trends and shaping culture. But more than that, it resonated because the women we celebrated felt seen.
Many were already known in their industries for keeping this generation fly and lit, but rarely received recognition or flowers. It Girl 100 became a safe space to be uplifted, and for us as Black women to bask in what felt like an era of our brilliance, beauty, and boundless influence on full display.
And then, almost overnight, it was as if the rug was pulled from under us as Black women, as the It Girls of the world.
Our much-needed, much-deserved season of ease and soft living quickly metamorphosed into a time of self-preservation and survival. Our motion and economic progression seemed strategically slowed, our light under siege.
The air feels heavier now. The headlines colder. Our Black girl magic is being picked apart and politicized for simply existing.
With that climate shift, as we prepare to launch our second annual It Girl 100 honoree list, our team has had to dig deep on the purpose and intention behind this year’s list. Knowing the spirit of It Girl 100 is about motion, sauce, strides, and progression, how do we celebrate amid uncertainty and collective grief when the juice feels like it is being squeezed out of us?
As we wrestled with that question, we were reminded that this tension isn’t new. Black women have always had to find joy in the midst of struggle, to create light even in the darkest corners. We have carried the weight of scrutiny for generations, expected to be strong, to serve, to smile through the sting. But this moment feels different. It feels deeply personal.
We are living at the intersection of liberation and backlash. We are learning to take off our capes, to say no when we are tired, to embrace softness without apology.
And somehow, the world has found new ways to punish us for it.
In lifestyle, women like Kayla Nicole and Ayesha Curry have been ridiculed for daring to choose themselves. Tracee Ellis Ross was labeled bitter for speaking her truth about love. Meghan Markle, still, cannot breathe without critique.
In politics, Kamala Harris, Letitia James, and Jasmine Crockett are dragged through the mud for standing tall in rooms not built for them.
In sports, Angel Reese, Coco Gauff, and Taylor Townsend have been reminded that even excellence will not shield you from racism or judgment.
In business, visionaries like Diarrha N’Diaye-Mbaye and Melissa Butler are fighting to keep their dreams alive in an economy that too often forgets us first.
Even our icons, Beyoncé, Serena, and SZA, have faced criticism simply for evolving beyond the boxes society tried to keep them in.
From everyday women to cultural phenoms, the pattern is the same. Our light is being tested.
And yet, somehow, through it all, we are still showing up as that girl, and that deserves to be celebrated.
Because while the world debates our worth, we keep raising our value. And that proof is all around us.
This year alone, Naomi Osaka returned from motherhood and mental health challenges to reach the semifinals of the US Open. A’ja Wilson claimed another MVP, reminding us that beauty and dominance can coexist. Brandy and Monica are snatching our edges on tour. Kahlana Barfield Brown sold out her new line in the face of a retailer that had been canceled. And Melissa Butler’s company, The Lip Bar, is projecting a forty percent surge in sales.
We are no longer defining strength by how much pain we can endure. We are defining it by the unbreakable light we continue to radiate.
We are the women walking our daily steps and also continuing to run solid businesses. We are growing in love, taking solo trips, laughing until it hurts, raising babies and ideas, drinking our green juice, and praying our peace back into existence.
We are rediscovering the joy of rest and realizing that softness is not weakness, it is strategy.
And through it all, we continue to lift one another. Emma Grede is creating seats at the table. Valeisha Butterfield has started a fund for jobless Black women. Arian Simone is leading in media with fearless conviction. We are pouring into each other in ways the world rarely sees but always feels.
So yes, we are in the midst of societal warfare. Yes, we are being tested. Yes, we are facing economic strain, political targeting, and public scrutiny. But even war cannot dim a light that is divinely ours.
And we are still shining.
And we are still softening.
And we are still creating.
And we are still It.
That is the quiet magic of Black womanhood, our ability to hold both truth and triumph in the same breath, to say yes, and to life’s contradictions.
It is no coincidence that this year, as SheaMoisture embraces the message “Yes, And,” they stand beside us as partners in celebrating this class of It Girls. Because that phrase, those two simple words, capture the very essence of this moment.
Yes, we are tired. And we are still rising.
Yes, we are questioned. And we are the answer.
Yes, we are bruised. And we are still beautiful.
This year’s It Girl 100 is more than a list. It is a love letter to every Black woman who dares to live out loud in a world that would rather she whisper. This year’s class is living proof of “Yes, And,” women who are finding ways to thrive and to heal, to build and to rest, to lead and to love, all at once.
It is proof that our joy is not naive, our success not accidental. It is the reminder that our light has never needed permission.
So without further ado, we celebrate the It Girl 100 Class of 2025–2026.
We celebrate the millions of us who keep doing it with grace, grit, and glory.
Because despite it all, we still shine.
Because we are still her.
Because we are still IT, girl.
Meet all 100 women shaping culture in the It Girl 100 Class of 2025. View the complete list of honorees here.
Featured image by xoStaff
Then there were those who gave up their zip code altogether and found a permanent home in the skies. After years spent recruiting students for a university, Lisa-Gaye Shakespeare became a full-time travel influencer and founded her travel company, Shakespeare Agency. And she's not alone.
These stories mirror the experiences of women across the world. For millions, the pandemic induced a seismic shift in priorities and desires. Corporate careers that were once hailed as the ultimate “I made it” moment in one's career were pushed to the back burner as women quit their jobs in search of a more self-fulfilling purpose.
xoNecole spoke to these three Black women who used the pandemic as a springboard to make their wildest dreams a reality, the lessons they learned, and posed the question of whether they’ll ever return to cubicle life.
Answers have been edited for context and length.
xoNecole: How did the pandemic lead to you leaving the cubicle?
Randi: I was becoming stagnant. I was working in mortgage and banking but I felt like my personality was too big for that job! From there, I transitioned to radio but was laid off during the pandemic. That’s what made me go full throttle with entrepreneurship.
Gabrielle: I moved around a lot for work. Five times over a span of seven years. I knew I needed a break because I had experienced so much. So, I just quit one day. Effective immediately. I didn’t know what I was going to do, I just knew I needed a break and to just regroup.
Lisa-Gaye: I was working in recruiting at a university and my dream job just kind of fell into my lap! But, I never got to fully enjoy it before the world shut down in March [2020] and I was laid off. On top of that, I was stuck in Miami because Jamaica had closed its borders due to the pandemic before I was able to return.
Randi O
xoN: Tell us about your journey after leaving Corporate America.
Randi: I do it all now! I have a podcast, I’m an on-air talent, I act, and I own a public relations company that focuses on social media engagement. It’s all from my network. When you go out and start a business, you can’t just say, “Okay I’m done with Corporate America,” and “Let me do my own thing.” If you don’t build community, if you don’t build a network it's going to be very hard to sustain.
Gabrielle: I realized in New York, there was not a lot to do for Black lesbians and queer folks. We don’t really have dedicated bars and spaces so I started doing events and it took off. I started focusing on my brand, Raw Honey. I opened a co-working space, and I was able to host an NYC Pride event in front of 100,000 people. I hit the ground running with Raw Honey. My events were all women coming to find community and come together with other lesbians and queer folks. I found my purpose in that.
Lisa-Gaye: After being laid off, I wrote out all of my passions and that’s how I came up with [my company] Shakespeare Agency. It was all of the things that I loved to do under one umbrella. The pandemic pulled that out of me. I had a very large social media following, so I pitched to hotels that I would feature them on my blog and social media. This reignited my passion for travel. I took the rest of the year to refocus my brand to focus solely on being a content creator within the travel space.
Gabrielle
xoN: What have you learned about yourself during your time as an entrepreneur?
Randi: [I learned] the importance of my network and community that I created. When I was laid off I was still keeping those relationships with people that I used to work with. So it was easy for me to transition into social media management and I didn’t have to start from scratch.
Gabrielle: The biggest thing I learned about myself was my own personal identity as a Black lesbian and how much I had assimilated into straight and corporate culture and not being myself. Now, I feel comfortable and confident being my authentic self. Now, I'm not sacrificing anything else for my career. I have a full life. I have friends. I have a social life. And when you are happy and have a full quality of life, I feel like [I] can have more longevity in my career.
Lisa-Gaye: [I'm doing] the best that I've ever done. The discipline that I’m building within myself. Nobody is saying, ‘Oh you have to be at work at this time.’ There’s no boss saying, ‘Why are you late?’ But, if I’m laying in bed at 10 a.m. then it's me saying [to myself], 'Okay, Lisa, get up, it's time for you to start working!’ That’s all on me.
xoNecole: What mistakes do you want to help people avoid when leaving Corporate America?
Randi: You have to learn about the highs and lows of entrepreneurship. You have a fast season and a slow season and I started to learn that when you're self-employed the latter season hits hard. Don't get caught up on the lows, just keep going and don't stop. I’m glad I did.
Gabrielle: I think everyone should quit their job and just figure it out for a second. You will discover so much about yourself when you take a second to just focus on you. Your skill set will always be there. You can’t be afraid of what will happen when you bet on yourself.
Lisa-Gaye: When it comes to being an influencer the field is saturated and a lot of people suffer from imposter syndrome. There is nothing wrong with being an imposter but find out how to make it yours, how to make it better. If you go to the store, you see 10 million different brands of bread! But you are choosing the brand that you like because you like that particular flavor.
So be an imposter, but be the best imposter of yourself and add your own flair, your own flavor. Make the better bread. The bread that you want.
Lisa-Gaye Shakespeare
xoNecole: Will you ever return to your 9 to 5?
Randi: I wouldn’t go back to Corporate America. But I don’t mind working under someone. A lot of people try to get into this business saying, “I can't work under anyone.” That’s not necessarily the reason to start a business because you're always going to answer to somebody. Clients, brands, there’s always someone else involved.
Gabrielle: I went back! I really needed a break and I gave myself that. But, I realized I’m a corporate girl, [and] I enjoy the work that I do. I’m good at it and I really missed that side of myself. I have different sides of me and my whole identity is not Raw Honey or my queerness. A big side of me is business and that’s why I love having my career. Now I feel like my best self.
Lisa-Gaye: I really don’t. For right now, I love working for myself. It's gratifying, it's challenging, it's exciting. It’s a big deal for me to say I own my own business. That I am my own boss, and I'm a Black woman doing it.
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Featured image courtesy of Lisa-Gaye Shakespeare
Originally published on February 6, 2023