
How Founder Shannon Maldonado Carved Out A Multi-Hyphenate Concept Store In South Philly

Black Woman Owned is a limited series highlighting black woman business owners who are change-makers and risk-takers in their respective realms. As founders, these women dare to be bold, have courage in being the change they wish to see in the world, and are unapologetic when it comes to their vision. These black women aren't waiting for a seat, they are owning the table.
In order to understand what YOWIE is, you must note that this multi-hyphenate space is just as its motto implies: it's "a lot of things." The part-retail shop, part-design studio, and whole-adult playground were birthed out of what Shannon imagined her perfect workplace to be. What started out as a Pinterest mood board and side project, has since grown into something much greater with a community-centric purpose that ripples throughout its Philly home base.
Much like her brainchild, Shannon has never been the type to limit her creativity when it begs to expand. For more than a decade, Shannon worked within the corporate fashion sector for legacy brands like Tommy Hilfiger, American Eagle, and Ralph Lauren. Each work experience imparted valuable lessons that she would then apply to her own business, sharing that it's "really important before you start your own thing: to see how others do it." But like any great student of their craft understands, there's just as much to learn from others' mistakes as there is from their wins.
That's why Shannon was determined "to do the opposite" of what she saw in these spaces once she got her wings to launch YOWIE in 2016.
Courtesy of Shannon Maldonado
Photo by: Caro Ramirez
Shannon's pivot from the corporate world was marked by a need for more, a call that would push her into something greater, "I had social anxiety, financial anxiety [in New York]. There was just so much bubbling under the surface that once I hit that wall, it became way easier to leave. I was ready for a change." She was looking to pursue something that would challenge her both professionally and personally, and YOWIE did just that.
In the five years since YOWIE's inception, the shop has experienced a great deal of local support, but nothing would match that influx of visibility that would come in 2020. Wedged between the onslaught of small business support brought on by COVID-19, along with the hypervisibility of Black-owned businesses that followed the aftermath of the Black Lives Matter uprisings, Shannon's once intimate neighborhood corner store, began to grow in brand recognition. "It made me feel more comfortable about speaking out on injustices. That's who I am. I want to be a good neighbor and a civically-minded human being, and that should be a part of our brand as well."
YOWIE is an extension of Shannon and the community that raised her. It's a noun, an adjective, and even a verb. Home-grown and community-centric. It speaks to her genius to never be boxed in by one product, space, or idea. But most of all, YOWIE is yours and belongs to the community of South Philadelphia.
YOWIE is the future.
What prompted the transition from your corporate job to taking the leap into entrepreneurship? Were there any challenges you had to face in this transition?
One of the challenges was how for the entire time I'd been in corporate, I've been an anonymous designer. So unless I told you that these were jeans that I designed, you would have no idea who made them. To stand in front of a group of people [when I launched YOWIE] and say these are all of the things that I love, these are artists that I think you should believe in, that was very scary. I felt very naked because YOWIE is such a personal brand and such an extension of me.
In the beginning, you're really just trying to find your voice and your audience. I think there's this misconception that the world is just waiting for you to finish your website and then they're all just going to run and buy everything, but that's not true; it's actually very anticlimactic. But every step of the way, I would get a small affirmation, whether it was a purchase, press, or someone saying, "This is really special." I would hold on to those things. It's never lost on me when someone compliments the brand or I see someone wearing our tote on the street. I'm very proud that people resonate with the brand, it definitely helps me out on the harder days when I'm like, 'What the hell am I doing?!'
You left New York and headed home to Philly to start what is now YOWIE. Sometimes there can be resistance or even pride in returning home, how were you able to adjust to this move?
For many reasons, I didn't want to do the brand in New York. It felt like it would just be one of many in New York, and it would be very financially challenging to do YOWIE there. I wanted it to be the opposite of what I was used to, I wanted YOWIE to be based on emotion, feelings, the love of design, and not worry about money. I felt like I should open it in a lower-cost city like Philly that I know, but it also is unfamiliar to me because I had been gone for so long.
I was looking for a challenge and space where I would make mistakes; a mistake in Philly is not the same cost as a mistake in New York, so it felt a lot more comfortable to me. After that much time [in New York], I didn't hate my job, but I wasn't learning anymore. I'm a life-long student, I love to learn, I like being uncomfortable. I wanted to do something that was going to challenge me professionally and personally and boy, did it!
"To stand in front of a group of people and say, these are all of the things that I love, these are artists that I think you should believe in, that was very scary. I felt very naked because YOWIE is such a personal brand and such an extension of me."
Courtesy of Shannon Maldonado
Photo by: Caro Ramirez
Have you seen the benefits of sticking to your gut in building YOWIE in your hometown of Philly?
I think the biggest thing with your gut is that it's like a muscle you have to work at and grow over time and get comfortable listening to. In the beginning, when you start a business, a lot of the people who you love and care about will come out of the woodwork to give you advice. They want to tell you, "One time my friend started a business and this is what they did wrong." All of a sudden, everyone's an expert in small business. So you're going to hear a lot of noise, and I was, in the first six months or so, susceptible to that noise. I've always been someone who trusts my gut and instincts, so I was like, "Wait, I can't get sucked into this now, this is not who I am."
Over time, I built up this group of friends who I call my "frientors sounding board" and those are the people who I take the things that I'm truly unsure about with YOWIE to. But it's not an open forum for every random person to come in and tell me what I should do with the brand.
That door closed a very long time ago because I think at the end of the day, people can look at your brand from the outside and dissect it and think they know what's what, but only you know your goals and intentions and you have to feel comfortable with that. I don't think that's something that comes overnight, but once I locked into what I wanted YOWIE to be, there's no person who can steer me from that direction.
YOWIE experienced a great deal of growth through the hypervisibility of last summer’s events with COVID and the BLM movement. How has life and business changed since then?
That whole time was interesting. It was affirming because I had been working on YOWIE for so long and had very humble goals for it. I wasn't chasing rapid growth, just slow and steady strategy, so I was like, "Wow, this is exciting that we're finally getting all this attention!" But then, it's wrapped in: we're getting all this attention because someone has died. Or because finally, people are deciding that they should support Black businesses after an obscene amount of time of us being here. It was really complicated. I didn't know what else to do but galvanize that attention into raising funds and sharing resources because it just didn't feel right to just take it all for ourselves.
I have a younger brother who's had run-ins with the police, and it struck a nerve with me to see how many times we heard these stories and something broke in me. For a long time as a Black founder, I was unsure if I could weave some of the experience that I've had about race into our brand and narrative. I wasn't sure how that would be received. But after that time in June [2020], I didn't care anymore. This is something that's important to me and if this alienates some of our customers, then they weren't our people anyway.
It was very empowering in that way, but it was also very strange. In the aftermath, I feared that it would all be taken away, I thought this is all just fleeting, a moment, and it would fizzle out. I'm very proud to say that hasn't been the case for us. We've grown exponentially, but there was definitely this fear of they're only here for a moment.
"Once I locked into what I wanted YOWIE to be, there's no person who can steer me from that direction."
Courtesy of Shannon Maldonado
Photo by: Caro Ramirez
How have you been able to align yourself with opportunities that speak to you and your brand and not fall into the “once in a lifetime opportunities” myth?
It's been a lot of trial and error on my end. In June, we got a lot more inquiries about collaborations than we ever had in the five years that we've been in business. Some were so obviously copy-and-pasted, no recognition of who we are, it was just like they called an all-hands meeting and said, "Find a Black person! Find a Black business!" I was once such a people-pleaser, but that was the first time in my life where I started saying "no" to things. Professionally and politely.
Now, my first thing is: I need to feel something. When I get an email, it's like the same process as when I order products: I want to feel excited. I wanted to feel an immediate visceral reaction. For me now, nothing is an immediate "yes" anymore. I have to ask questions.
You have to do your due diligence now because so many people are trying to tokenize us and to look like they're not crazy or doing terrible things and I will not be that person. Money is not the only success of YOWIE, what we've built, the community we have is better than that.
In what ways have you learned to be gentle with yourself in the process of entrepreneurship?
That's something that's still a work-in-progress for me. One of the biggest things I've done in the last two years is not comparing myself and what I'm doing with YOWIE to what other entrepreneurs are doing with their brands. I think that was a big unlock for me because you can lose so much time feeling insecure or jealous about what someone else is doing that you could use creating or trying new things.
When you're starting out, it's hard to not do that, but once I got in the mindset of "I know where I want YOWIE to go," it cleared a lot of space for me to be creative again. I think a lot of that is because I'm a lot older than the people I interact with. I know who I am, I'm sure of myself, I'm not trying to find myself anymore as a person. Coming into my late 30s, I know where I want to be, what kind of leader I want to become, and what kind of brand that I want to create.
"I know who I am, I'm sure of myself, I'm not trying to find myself anymore as a person. Coming into my late 30s, I know where I want to be, what kind of leader I want to become, and what kind of brand that I want to create."
Courtesy of Shannon Maldonado
Photo by: Caro Ramirez
What does a “safe space” mean to you?
Safe space, in our regard, means a place where you can not only be yourself but a place where you feel a sense of ownership. There's something about feeling like something is yours or that it's a part of your community that makes it feel safe. One of the things that I love and gets me choked up is when people talk about YOWIE and how proud they are that it's in Philly and that it's their space. That makes me feel really proud that they feel like they own part of the space.
Having this pride and ownership over a space. Not in a way that's exclusive, but in a way that you really love it, and you want to bring all your friends into it and you can't wait to tell everyone about it.
To learn more about YOWIE and Shannon Maldonado's community-centric endeavors, follow her here.
Featured image courtesy by Caro Ramirez
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Aley Arion is a writer and digital storyteller from the South, currently living in sunny Los Angeles. Her site, yagirlaley.com, serves as a digital diary to document personal essays, cultural commentary, and her insights into the Black Millennial experience. Follow her at @yagirlaley on all platforms!
'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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Love Is The Muse: How Skylar And Temi Built A Creative Life Together
When Temitope Ibisanmi DM’d the word “muse” to Skylar Marshai, he knew he was shooting his romantic shot. He didn’t realize, however, that he was connecting with his future business and creative partner, too.
“I was the boyfriend,” Temi says. “Everybody out there knows, you’re the cameraman at that point.”
Skylar sees things differently. At the time, she was shooting content on her iPhone. Temi came into the picture with a new perspective, an understanding of tech, and, eventually, a camera. “He doesn't give himself enough credit,” Skylar says. “He wasn't just my tripod. He wasn't just standing behind the camera and going ‘click.’ He was giving advice. He was giving me insight to how I could look at things from a different perspective. And I was like, 'Oh, he’s an artist.' I think it was maybe a heartbeat of that kind of energy of like, ‘Baby, can you take this picture?’ And it turned so quickly into, we're partners. We can work together in a way where we're advancing each other's creative thinking.”
The pair often says they’re two sides of the same coin. Skylar is an Aquarius. She attended art school, paints, and loves poetry. She’s more than happy to let the couple’s management firm and agency, Kensington Grey, handle their admin work. And, she loves to sleep in. Temi, on the other hand, wakes up early. He’s a Virgo. He loves a to-do list and regularly checks in on the couple’s brand partnerships spreadsheet to make sure everything is on track.
Because his storytelling was steeped in his love of technology, he didn’t always think of himself as a creative person. “Where I [am] the dreamer who wants to pluck things out of the sky and spend all day with my head in the clouds, Temi [is] so good at grounding me and helping me figure out how to make things make sense on paper. We just work together in such a complimentary way,” Skylar says.
It’s been more than six years since Brooklyn-based couple Temi and Skylar started dating, and nearly four since they cemented their working relationship. On TikTok and Instagram, the couple’s travel, fashion, and home content regularly rack up hundreds of thousands of views. They’ve worked with brands such as Coach, Aesop, Away, and Liquid IV, bringing their vibrant perspectives to every campaign they execute. Still, nearly two years since both Temi and Skylar committed to full-time content creation and creative directing, the couple says their romantic connection remains their priority.
“We told each other we would much rather go back to full-time jobs and preserve our relationship than to be full-time freelancers, barely getting a night's rest [and] barely kissing each other because we're so busy shooting,” Skylar says.
Working from home can make it hard to separate work from personal life for any entrepreneur. It can be even more challenging when your business partner is also your lover. Temi and Skylar had already used couples therapy as a tool to help them effectively communicate with one another. When they ran into challenges while working together, their therapist helped them set physical boundaries to help combat the issues.
"We told each other we would much rather go back to full-time jobs and preserve our relationship than to be full-time freelancers, barely getting a night's rest [and] barely kissing each other because we're so busy shooting."
“It actually took us doing very specific physical things to create boundaries between work and play in our relationship,” Skylar says. “So, for instance, we will only have conversations about work when we're out of bed or we're at the table or in the office. Initially, when we started, we had to light a candle to say that, 'Okay, this is a space where we're connecting, we’re not talking about work.' We needed really hard boundaries at the top. And then it became a little bit more organic.”
The boundaries have been crucial to implement, especially because the couple began working together so naturally. When the pair first met, Skylar was NY-based a social strategist for BuzzFeed and was using content creation to drive business to her lingerie company. She was shooting her own content. Temi was working for Microsoft in D.C. He’d recently traded in his DJing equipment for a camera. “I've always loved taking pictures,” he says. “Even when I was a kid, my African mother would wake me up at 3:00 a.m. [during a] party, and be like, 'Come take the family picture.'”
Growing up, Temi says he watched his parents support each other and be the true definition of partners. He knew he wanted the same for his own relationship. But, the couple also wanted to make sure they were being financially responsible. The pair didn’t quit their traditional jobs until they’d saved up two years' worth of their cost of living. And, Temi received his Master of Business Administration from New York University with the knowledge that it could either help him advance in his corporate career or be applicable to his business with Skylar.
Today, they say their working relationship is more of a “quiet dance.” They still implement some of the boundaries they learned in therapy, but they also lean into their natural strengths and deep love for one another. When we speak, Temi has planned a date for the couple to see Princess Mononoke in 4K IMAX and added it to their Notion so they can factor it into their busy schedules. “I fully plan to date for the rest of my life,” he says.
Skylar says the couple doesn’t just wait for date nights to check in with one another, though. This often happens in the mornings, after Temi has made her peppermint tea and poured himself a cup of coffee. When they ask each other how they slept, she says, it’s not just a “nicety.” It’s a genuine question meant to foster connection.
“A lot of it happens during the day in the midst of work. We'll stop and we'll hug. Or we’ll slow dance in the kitchen,” she says. “Sometimes it's hard to set a whole date night when you have 7,000 things going on. So, we must grasp these moments and check in when we can. And I think it's become so organic to us that I actually didn't even realize how often we do it. But all day long, we're like, 'Are you good? I felt like your energy shifted,' because we're best friends, we just know. We just feel it happen.”
What’s better than being in love? Building wealth while doing it. Watch Making Cents here for real stories of couples who make money moves together.
Featured image by Cj Hart @hartbreak