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Emily Oberg
Foreign.
Hilary Kerr
Welcome to the who what Wear? Podcast, your direct line to the designers, stylists, beauty experts, editors and tastemakers who are shaping the ever evolving world of fashion. I'm who what Wears? Co Founder and Chief Content Officer Hilary Kerr. And today on the show, our Associate Features editor Anna Escalante is chatting with the founder of Sporty and Rich, Emily Oberg. Sporty and Rich, which started off as an Instagram page full of references and fashion inspiration, has grown tremendously in the last decade. In 2018, she launched a line of lounge and streetwear and over the last seven years has expanded the line's offerings, opened a flagship store in New York and collaborated with brands like Solid and Striped, Adidas and Lacoste. This year, she's expanding into sexual wellness with the launch of Sensual Sport. Emily's here today to talk about building a brand in the age of Instagram, collaborating with the luxury hotel Le Bristol in Paris and launching her new sexual Wellness line on OnlyFans. It's all coming up on who what Where?
Anna Escalante
Emily, welcome to the show. Thank you so much for joining me today.
Emily Oberg
Thank you for having me.
Anna Escalante
So I know a ton of our listeners are familiar with your brand, Sporty and Rich, but I would love to hear a little bit more about your fashion origins. How did you start working in fashion and why were you so drawn to the streetwear side of things in the first place?
Emily Oberg
I started working retail when I was 14 in Calgary, where I'm from, and I was just always into fashion. Like I didn't really have a clear direction of what exactly I wanted to do, but I knew I wanted to be around clothes and something in that world. And then When I was 18, I left Calgary and I moved to Vancouver and I did about a year of like a fashion program which was very general, but it covered like a little bit of buying, fashion history, merchandising, kind of every part of the fashion world but in a very introductory way. This was the time when Instagram, it wasn't huge and influencers didn't exist. So that was like 12 years ago. So I had just like been early on Instagram. I posted a lot of, like, what I was wearing, which was a lot of sneakers and street wear. At the time, I wasn't big on Instagram, but I definitely had like a sizable following. So Complex magazine found me through that and they were launching their video platform and they offered me the job as the face of their style and sneakers video division. And I knew nothing about being on camera. I wasn't a writer. I enjoyed writing and I did it, like as a hobby in my free time, but I had no real experience in that. But I obviously had to take that opportunity because it was crazy that happened. And I always wanted to live in New York since I was 13 years old. It was like a really big pinch me moment. I was there for four years. I met, like, some of my best friends. I learned a lot, obviously, but I always knew that I didn't want to be in media and I wanted to be more in the, like, creating side of things. So I then left and worked at Kith as the creative director of the women's brand. And I think, again, I was never fully fulfilled doing what I really, really wanted to do, which was build my own thing. They were both great experiences, but at the end of the day, I realized I was building someone else's dream. So. So I left KITH after only a year. I was just like, I need to leave New York. It's way too stressful. It's too hectic, it's too busy. I need the sun. I want a house, I want a yard. I want to drive. I want a change of scenery. So I moved to la. I was doing some influencer stuff here and there, but I was really consulting for brands, doing like, art direction and helping them with campaigns. And I love doing that stuff. But again, I was like, this isn't really what I want. I had started sporting Rich in 2014 as an Instagram account while I was at Complex, but it was very much on the side, like a hobby. I would post archival photos. It was kind of like when Tumblr was dying down. So I moved from Tumblr to Instagram, started that page, built a community. I did the magazine first. So I did four issues of that. And then like sporadically, one or two hoodies a year max. It was not serious. And then when I moved to la, it was like, okay, let me try to actually pursue this and see if it does well. And it grew from there. And since that point, which was about five or six years ago, it's been like a real brand. I would say.
Anna Escalante
Absolutely. I'm just so curious, like how did this idea come about turning this digital Mood board into like a full lifestyle brand? Did you have any sort of doubts initially when you were transitioning into a full scale business?
Emily Oberg
Since I was 15, I was always on the blogs, like Hypebeast, High Snobiety, Complex. I loved Tumblr. Like I was on blogspot really early and I had always just been so drawn to like beautiful images. I was really inspired by Jound. He was a good friend of mine at the time when I just moved to New York. We were quite close and I would say he's definitely one of the first who started like that digital mood board to brand. Definitely a pioneer in that sense. So I was just very inspired by that and just seeing how he could take like this world that he built in his mind and put it online and put built a community where it really resonated with them. And then I think turning that into a full fledged business and brand and products and activations and events and all that just seemed like exactly what I wanted to do. I think I had some doubts at the beginning because at Complex I covered new brands all the time and I saw them come and go. It's a very competitive industry and I was always a little bit scared of that and just like, well, this brand is so much bigger and these people have these investors and they have financing and I'm just this girl in LA with not a lot of money. How am I going to make this big brand? So I think there was a little bit of doubt in the beginning, but the first time we did the drop, there was a demand and I was quite surprised and I was like, oh, okay, I have something here. I'm going to run with it.
Anna Escalante
You know, for a listener who's not really necessarily super familiar with Sporting Rich, can you just like describe the brand, the essence, who's wearing it and why you think it resonates with so many people?
Emily Oberg
I think there's a combination of things. I think when I started it, there wasn't really that many women in she wear. Leading things from a brand perspective, I think, you know, Sporting Rich is unisex and I am very much into men's style and men's fashion, but I think there's an obvious undertone of femininity and I feel like it's the combination of sport and luxury and this athleticism combined with lifestyle, that's aspirational for sure. I come from like a, you know, like middle class background. I was always just obsessed with this idea of building this lifestyle in this world that I wasn't part of and wanted to be part of. And I knew from a very young age that if I wanted that, I would have to work for it and give it to myself and do it for myself. And I think with Sporting Rich, I would post these aspirational images because that's the life I wanted to live. It was the places I wanted to go, it was the things I wanted to own, it was the people I wanted to surround myself with. And also, you know, coming from that streetwear, sportswear background and just loving the aesthetic of like sports. And I think people liked it because it was new. I think now you see it everywhere. So saying that right now sounds crazy, but at the time it was really one of a kind in a lot of ways. And now obviously the like old luxury, old money aesthetic has blown up in the past year, but we've always had that. And it's not like a trend that we've jumped on. It's kind of just always something that I. I've just genuinely liked and wanted to build and products that I wanted.
Anna Escalante
To wear myself totally before TikTok wanted everyone to look like they had a trust fund, essentially. I'm curious, what was that first drop that you released? What was the response? Did it sell out immediately? Were people freaking out?
Emily Oberg
We did it on a pre order basis because I didn't have the money to actually buy product and have ready. So I think I made five or six styles, just plain, like T shirts, hoodies, sweatshirts, put our logo on it, chose my own colors. I did like a photo shoot for super cheap. And yeah, the response was great. I think on that first day that we launched the website, we maybe did $40,000. And for me that was a crazy amount that gave me a lot of confidence and it made me see the potential and the opportunity. And we did pre order for I think maybe like the first year of the brand, but then it got to a point where we just couldn't keep up. There's lead times, then there's a delay in production and then customers are mad because their order is late and it's not sustainable. But in the beginning it was great because it allowed us to do something that we wouldn't have been able to do just because we didn't have the resources.
Anna Escalante
I think about 2020 and I, like, was in the middle of college. The only thing that my friends and I were wearing was sporting ripped. I feel like everyone wanted one of those sweatsuits. And when everyone was staying home, we wanted something that was comfortable yet chic and gave that aspirational lifestyle since we literally could not leave our couches. Tell me a little bit about what happened after that business boom and how you decided to expand into the categories that made sense next. Because I know that the brand now offers like iPhone cases and dog leashes and denim and it's a whole world.
Emily Oberg
It started as a merch brand, obviously, and that's still a big part of the business. Sweatshirts and tees and logo driven items. When Covid first started, I was very scared because I was like, there's no way people are going to be spending their money right now. Like they're at home, they're not working. And I think it was quite the opposite. You know, it was like a horrible time for a lot of people, but the business just grew and we weren't at all prepared for that growth. And there was a lot of things we needed to set up and learn in a very short amount of time. I think there's a lot of brands who aren't prepared for their growth and as a result, they fail. Like, I remember the moment where I was like, this is the moment where we fail or we like push forward. It was very hard. It was maybe the most stressful time in my life, but it was definitely worth it. And my ex boyfriend, who's my CEO currently, people always think that's crazy. We have a great working relationship and I really love him as a person and he's a great business partner, great CEO. We met at that time and he had a fashion background. He's from Paris, born and raised, and he still lives there. Very passionate, and he knows a lot about product, how to design a good product, where to make the best denim, where to make the best cashmere, where to make the best whatever it is. It was really like the perfect combination of my marketing mind and the ability to build a community and a world. And his background in making a product, it was really like serendipitous. We always wanted the brand to be more than a merch brand. We both love fashion and love clothes and product. So slowly, over time, it was just like a natural progression of, okay, people are buying this now, maybe they'll buy this. We started making outerwear like a couple years ago, but we do it in a very small way where we Test it. We see, you know, if people like it, if they like the fit, is there feedback. Okay, we'll adjust, we'll update it, we'll change it. But it's kind of just a gut feeling thing too, of like, I feel like this is what the brand should make and I feel like this is what our consumer would want. I think I know who we are and I think I know what people want. That's been a big part of building this business.
Anna Escalante
And at the crux of the business, again, like we were saying, it's really just about selling this lifestyle and naturally, like Sporty and Rich is in that streetwear space, but it's also in the health and wellness space. And I think that's something that people tend to forget about when it comes to the health and wellness conversation, is how sexual health is such a big part of that. Let's get into your brand new line, Sensual Sport. For listeners who aren't super familiar, it is a sexual wellness line. How did that idea come to be? Especially as someone who was so focused on ready to wear and products, how does that fit into the Sporty and Rich universe? Or do you see them as two separate entities?
Emily Oberg
I see them separately, but of course it's me. So I think the identity and visuals are a little bit similar, but I've tried to differentiate the two because I do want it to stand on its own and it is a totally different category. I've been doing Sporting Rich for a while. I feel like it's in a really good place and I'm super happy with it, but I always want to be challenged. And not that there's not challenging parts of Sporting Rich still, but I just like pushing myself and being a little uncomfortable. And I feel like a part of launching this brand was A, I thought that there's a need and a gap in the market for a luxury cool sex brand. And B, I think I've been a little too comfortable for the last couple years. And at the beginning of Sporty Rich, I did everything. I did the logos, I did the tech packs, I did the artwork for the packaging, I did the newsletters. I don't do any of that anymore because we have a team now and we have people doing those things. And like, I'm so grateful for that, but I miss doing those things because I like working with my hands doing tasks and it makes me feel purposeful. Right now with Central Sport, it's only me and I do absolutely everything. It just makes me happy. It's like everything I love to do.
Anna Escalante
And also, like you said, challenging yourself, making yourself uncomfortable. I mean, like, what is more uncomfortable initially than like trying to design a vibrator? You know what I mean?
Emily Oberg
Yeah.
Anna Escalante
So tell me a little bit about the products themselves. Like, what's in the first drop? What can people expect?
Emily Oberg
So we're going to launch with three products. One is a vibrator, one is a hyaluronic acid based lubricant, and one is a mouth spray, which is basically, it's like a flavored spray that increases your salivation, so it makes your mouth salivate and it's fruit flavored. Everything's like super natural, super clean. And then we're definitely going to get into supplements. Eventually. I want to start doing underwear. I think just anything that falls under, like the sexual wellness category is something I want to do and products that I want because I have to love it. At the end of the day, I feel like these are kind of like very basic, essential items. You know, they're fun and they're cute and anyone can use them. And then we'll expand more and more.
Anna Escalante
I'm so curious, what were your friends or like, your team's reaction to you saying, I'm completely like, starting a new business that has essentially nothing to do with everything I have worked on for a decade plus, especially in a category that can be sometimes like a bit taboo. What did your friends and family think?
Emily Oberg
I don't think they were super surprised because, you know, sporty and rich, like part of that world has always been beautiful women. And I really, like, appreciate the female body. Initially I wanted to do it under sporting rich, and I was like, I just want to have a new category. But my team, they're kind of against it. They didn't feel like some of our partners, whether it was collaboration partners or retail partners, would really understand it. And I think it's for the best because I don't think it would have made sense to do that under Sporting Rich. So I just decided to do it on its own and I think that was ultimately the best decision.
Anna Escalante
I was snooping through central sports Instagram and I saw that the brand is actually linked out to like an only fans page, which I found so fascinating. I'm not sure if you're working with any partners or like, popular creators on the platform, but I thought that was very cheeky and I really liked it.
Emily Oberg
Thank you. Yeah, I mean, onlyfans, I think it's a crazy business. People are making so much money from it. It's an interesting platform to launch a brand on obviously, some of the imagery for Central Sport will be not safe for Instagram guidelines, so some of it, I think, will have to live on there. Obviously the website as well, because there you can do what you want. But I thought it would be interesting to have it be on this app, which I think a lot people judge or have a certain perspective or opinion on. And I'm like, let's make it cool and it's fun and it's silly. And I've been going back and forth on the idea of working with different creators on the app. Obviously, a lot of the audience on there is male, and I don't necessarily know if they're my target group as much as women, just given the product offering, but it's definitely something that I'll expand on and I think we'll launch a few of the campaign images on there and then of see how that goes.
Anna Escalante
Very fun. Again, when I saw that link, I was like, I've never seen a brand kind of lean into that. And I think that just speaks to ingenuity and like making a topic that's a little bit more taboo, a little risque, that might not be safe for work or like the brand partnerships or corporate money that could be behind Sporting Rich, but that your customers still want, you know?
Emily Oberg
Yeah, totally. It was just something that I've explored in my own personal life as I'm becoming more educated in that category. I thought it was just like, yeah, why not? Because I think there's a lot of sex toy brands out there, but in a lot of ways they're not thinking about building this beautiful identity or creating this world that's aspirational. I think because it is a luxury sex brand for them, it's more about the product. But I think for me, and what we've done with Sporting Rich is we built the world first and then the product came after that. I feel like consumerism is such an emotional thing. I think that's also a big part of why Sporting Rich has done so well, but so much based on nostalgia in the past. And I think if you tap into people's emotions, they just resonate with things better and they feel connected to that brand. They want to be part of it. So I feel like that's been the formula and that's going to be the same formula with the new brand.
Anna Escalante
Besides that world building, did you find any of the same kind of design principles or creative thinking behind the marketing of the brand? Did you find any ties between your experience with sporty and Rich and sensual Sport and, like, rebuilding a brand from the ground up.
Emily Oberg
Yeah. I mean, Central Sport. I collect a lot of, like, vintage Playboy and Louis magazines, and I've always been really inspired by the imagery in those. And I feel like it doesn't really exist anymore where people are taking nude content in, like, a tasteful, more editorialized way. I feel like it's been so hypersexualized that it's kind of lost the feeling of those old magazines, which, if you look at them, like, they're amazing, and the images are just beautiful. And it feels like this other kind of world that's not just about a naked girl. I was looking through a lot of archival images, and that always inspires me. I like looking backwards. I think a lot of people like to look forward and like the future, but I think it's nice to go back sometimes and bring some of that feeling into the present. And so with both brands, I want to do that. Obviously, it's a new brand, but I think it will have this vintage feeling to it. Overall, my aesthetic is just clean, and it's simple. You know, it's not busy. It's very straightforward. It's just easy to digest. I don't like things that are too complicated myself. I'm like, a very simple person, very plain. So I think you'll see the connection between the two brands when you look at both of them.
Anna Escalante
Totally. I mean, you've always been really transparent about how you didn't create this esthetic. You just brought it to the modern era. When you're designing something new for sporting rich or sensual sport, I'm curious how you draw on those inspirations but add the Emily touch to it. How do you set your pieces apart from something that's vintage or curated secondhand or a classic Americana nostalgia brand like Ralph Lauren, for example?
Emily Oberg
Yeah. I think when it comes to the visuals and the campaigns, I'm obviously inspired by a lot of images from the past and brands like Ralph Lauren, for sure. But I do feel like with Sporting Rich, we add a little bit more, like, sexiness or fun or, like, playfulness to it, which does feel different and I think differentiates us a little bit. I'm not a serious person. I never wanted the brand to feel serious. I think when brands feel too serious, it's a little bit intimidating. And I really wanted it to feel just, like, fun and playful and just, like, easy and like anyone could buy a piece. It's aspirational, but I think it's also attainable at the same time. And with the clothes and Designs. We obviously reference a lot of existing styles, but I think it's updating the fits, the cuts, the fabrics, obviously adding our logo and the placements and just minor details. When we're designing the collection in the showroom, we're just like, is this Sporting Rich? Is this what the Sporting Rich girl would wear? And sometimes it isn't, or sometimes it's good, but sometimes it's not all the way there. It's very nuanced. I think it's like a sensibility that I have that is important for the overall identity.
Anna Escalante
Absolutely. And you know your customer, I think so well. And that just, like, plays into the brand collaborations that Sporty and Rich does. It's, again, a part of the universe. If she's already buying this other brand, why not work with them? We have to talk about some of the brand collaborations that you guys have done, because they've just been, honestly, nothing short of incredible. It's like solid and stripe to Adidas and Lacoste. What do you look for in your collaborators?
Emily Oberg
Yeah, I always want to work with people who are bigger than us and who have been doing what they've been doing for a long time and just who are experts in whatever it is that they do. Because we can learn a lot from that, obviously. And being able to work with a brand like Adidas or Lacoste and using their resources and their team and their fabrics and their factories and just their network, being able to sell to that community is such a big deal for us and obviously has helped bring the brand to another level. I look for brands who I admire, brands that I buy, brands that I wear, places that I go. You know, hotels have been a big part of our collaborations, I think, because it ties into that aspirational lifestyle. It's like every hotel we worked with is a hotel that I never, ever thought I would be able to go to, even five years ago. So it's really part of that world building for me. It's every time we do something, something I'm like, would this make sense to our audience? Or would they be caught off guard? Or would they feel like this doesn't make sense? Because you see that from brands all the time. And I think it's always obvious when it's not authentic and when it's not genuine to who either brand is? And it's more of a financial play, I guess.
Anna Escalante
Let's talk about the newest drop with Labor Stole Paris. I think the hotel collaborations that Sporty and Rich does are such a smart move for the brand and Playing into the aspirational lifestyle. How do you kind of for something like that, if it's another clothing brand, naturally there's inspiration to pull front. But working with a hotel or working with the property, how do you marry those two worlds together?
Emily Oberg
I think with that one specifically, it was a hotel that I had gone to a few times because I've been going back and forth between LA and Paris for the past six years now, because that's where office is. And it was just a place that I was so enamored by. And it's this very Parisian typical palace that when you think of like a Parisian hotel, that's it. They have like their little Himalayan cat that runs around and it's just beautiful. It's like pure luxury. And I think a brand like ours who's, you know, streetwear and we're not luxury, but we're kind of in the middle and we are accessible and the price point is not very high. I think marrying the two is something unexpected, but in a nice way where it's like a nice surprise for people. And we think that like this morning rich girl, she probably stays there. And so it makes sense for the brands to collaborate. We want to think about both brands identities and we never want it to feel like just theirs or just ours. So it's a balance of like, how do we incorporate both visions and both aesthetics and make it into something that we're both happy with and that feels true to each side.
Anna Escalante
And thinking about like these physical locations that represent sporty and rich. Obviously we have to talk about the New York City flagship. What's so captivating about that space? It's not just a store. You don't walk in and there's products. Again, it kind of ties into this massive sporty and rich lifestyle. There's the juice bar, there's the spa. I'm curious if having a physical storefront has changed the brand strategy overall.
Emily Oberg
Yeah, with the store, I think it's put the brand in a different light. I think having a store solidifies that you're a brand that's not just like a flash in the pan and you're there to stay. And it was a huge moment for us. I was always like super skeptical about retail just because, you know, it costs a lot of money, it's a big investment, it's a lot of work. It's just an entirely different business model than what we're used to. And so there's a risk for sure. But at the end of the day, like I always believe in the brand and myself. So I felt like it was the right time and it made sense for us and it's done really well. I think all brands are really focusing on retail in a big way, and people want to go to, like, a physical space and just feel what that brand is because it's hard on Instagram. It's like you see images and there's a limitation there. And I think, you know, when you go to any boutique, like a Ralph Lauren, it's like that world is so obvious and apparent in every single detail and you get it right away. And that's something that you just can't feel unless you're in a physical space. So I was really happy about that. Thank God it's done well. And I think the plan is to open more stores.
Anna Escalante
Exciting, exciting. It's so crazy when we just think about the brand. From Instagram to this merch line, now the store, now this fun, flirty, central sport sister brand. Are there any other areas or projects that you think you really want to take on within the next couple years when you're thinking of all of your businesses as a whole? What world do you want to dip your toe into next?
Emily Oberg
For me, it's definitely like film and tv. I love movies. I love series. What I loved so much about Sporting Rich is building that world. And I think think it's not so different than building a world in a show or a movie. I think it's a really competitive market, even more so than fashion. So who knows if it would happen. But I think the next step is taking a world that's in my head and creating it in a show. And I love making images, but I think making videos would be great.
Anna Escalante
Exciting. Well, Emily, thank you so much for joining me today. Congratulations on Sensual Sport. I can't wait to see that that response. I think it's gonna be fabulous.
Emily Oberg
Thank you so much.
Hilary Kerr
A huge thank you to Sporty and Rich founder Emily Oberg. Make sure to subscribe to our show wherever you listen to podcasts so you don't miss an episode. And while you're there, I'd also be so grateful if you'd rate and review us. If you have any guest suggestions or any other feedback, drop us a line atpodcastwhowhatwhere.com or you can find us on social at whowhat Where. See you next Wednesday on the who what Where Podcast. This episode was produced by Hilary Kerr Summer, Hannah Amaris and Natalie Thurman. Our production assistant is Claire Schmidt. Our editor is Ko Takasuki Chernovin. Our Audio engineers are at Glen Canyon Audio and our music is by Jonathan Leahy.
Anna Escalante
This episode was brought to you by Ebay.
Anna
Hi everyone, Associate Features Editor Anna here. Thanks so much for listening to my conversation with Emily Oberg of Sporty and rich and sensual Sport. I hope you enjoyed our illuminating chat into Emily's world of all things health and wellness. Just like Emily explained, self care can mean so many different things. For her, it's about fueling your body and mindful movement. For me, I have to admit, self care is investing in my wardrobe. I mean, I am a fashion editor. It's only natural that the things that make me feel my best are beautiful, lived in pieces. They make me feel confident, comfortable and chic. That's why when I'm on the hunt for a new fashion find, I turn to ebay first. The best part? I've curated all my finds for you at the link in the episode Description Ebay is the premier destination for pre loved vintage luxury finds. You don't have to spend hours scrolling through pages of listings or spend hours hunting at a thrift store for that perfect item. Ebay is where your search ends. Whether you're on the hunt for a rare designer handbag or are looking for a pair of pre loved luxury kitten heels, eBay has got you covered. Plus, you'll feel good knowing that you're getting the real deal. Thanks to inspections by ebay's Top notch Authentication team, my personal guilty pleasure is shopping for designer bags. As a plus size editor, I find it so important to fill my closet with purses and handbags that speak to me in my personal style because vintage ready to wear can be so hit or miss in larger sizes. I can't tell you the amount of times I've turned to ebay. First, when I'm looking for a specific designer bag, I've already got my eyes on an iconic silhouette like the hardcore Dior saddle bag or an ultra trendy oxblood red Prada bowler bag. Unfortunately for my boyfriend, our closet is practically bursting at the seams with the amount of pre loved bags I've bought from ebay over the years. And while he might be a bit annoyed at how little space he has to store his sweatpants and dress shirts, I have to admit I'm not guilty at all. I always feel confident buying a vintage bag off of ebay. Thanks to their incredible Authenticity Guarantee service, I'm confident buying a piece that I know is real straight from the closet of another fashion fashion lover like me. I've been thinking about adding another bag to my collection in recent weeks. Over at who what Wear, we just wrote about some of the best bag colors that are set to be trending this spring, including hues like navy blue, powder pink, ivory, buttercream and lilac. Since those shades are at the top of my mind at the moment, I headed to ebay to find a few bags that fit the bill. The whole process was a breeze honestly. I just searched for my desired bag brand color and made sure to scroll down to check the authenticity guarantee filter so that I knew my purchase would be authenticated. I found the most stunning vintage Balenciaga City bag at a steal of a price. You'll want to check out this stunning bag before I snatch it up. If you're curious about the new purse sitting pretty in my cart, make sure to check out the description of today's episode. In it you'll find my full list of swoon worthy ebay finds. Or you can go to ebay.com whootwear.
Title: Sporty & Rich Co-Founder Emily Oberg on Building a Nostalgic Yet Modern Label and Her New Sexual Wellness Venture, Sensual Sport
Podcast: The Who What Wear Podcast
Host: Hilary Kerr & Anna Escalante
Release Date: March 12, 2025
In this episode of The Who What Wear Podcast, Associate Features Editor Anna Escalante engages in a profound conversation with Emily Oberg, the dynamic founder of Sporty & Rich. The discussion navigates Emily's journey from a fashion enthusiast to a successful brand creator, her strategic expansions, and her latest venture into the realm of sexual wellness with Sensual Sport.
Emily Oberg shares her foundational experiences in the fashion industry, starting at the age of 14 in Calgary’s retail scene. Her passion led her to Vancouver at 18, where she immersed herself in a comprehensive fashion program covering various facets like buying, merchandising, and fashion history.
“I always knew that I didn't want to be in media and I wanted to be more in the, like, creating side of things.” (02:40)
Her early adoption of Instagram, even before it became a sprawling influencer platform, garnered a significant following. This digital presence caught the attention of Complex magazine, offering her a role that bridged her love for style with media—though she eventually realized her true calling was to build her own brand.
Sporty & Rich began as an Instagram page in 2014, serving as a digital mood board inspired by Emily's affinity for sneakers and streetwear. The brand's ethos marries sport with luxury, creating a unisex appeal that subtly weaves in femininity.
“Sporty Rich is unisex and I am very much into men's style and men's fashion, but I think there's an obvious undertone of femininity.” (07:05)
This blend established Sporty & Rich as an aspirational yet attainable lifestyle brand, resonating with a wide audience seeking both comfort and style.
The first product drop of Sporty & Rich, launched on a pre-order basis, was a monumental success, generating approximately $40,000 on its inaugural day. This overwhelming response validated Emily's vision and motivated her to expand the brand beyond apparel into diverse lifestyle products such as iPhone cases, dog leashes, and denim.
“When Covid first started, I was very scared because I was like, there's no way people are going to be spending their money right now. But the business just grew.” (10:20)
Despite initial fears during the pandemic, Sporty & Rich not only endured but thrived, showcasing Emily's strategic acumen and ability to adapt under pressure.
Emily emphasizes the importance of collaborating with established brands like Adidas, Lacoste, and luxury hotels such as Le Bristol in Paris. These partnerships amplify Sporty & Rich’s brand visibility and align with its aspirational lifestyle narrative.
“I always want to work with people who are bigger than us and who have been doing what they've been doing for a long time.” (22:34)
These collaborations are carefully curated to ensure authenticity and mutual benefit, enhancing the brand’s prestige and reach.
Expanding her entrepreneurial footprint, Emily introduces Sensual Sport—a luxury sexual wellness line aimed at filling a market gap for stylish, high-quality sexual health products. The initial offerings include a vibrator, a hyaluronic acid-based lubricant, and a flavored mouth spray designed to enhance intimacy.
“I thought there was a need and a gap in the market for a luxury cool sex brand.” (13:06)
Sensual Sport embodies Emily's commitment to emotional connection and aesthetic excellence, mirroring the successful formula of Sporty & Rich.
Launching Sensual Sport presented unique challenges, particularly regarding team buy-in and market perception. Emily navigated these hurdles by positioning Sensual Sport as a standalone entity, ensuring it maintained its distinct identity separate from Sporty & Rich.
“I just decided to do it on its own and I think that was ultimately the best decision.” (15:41)
This strategic separation allowed both brands to flourish without diluting their individual identities.
Emily delves into the design principles that unify Sporty & Rich and Sensual Sport. Drawing inspiration from vintage publications like Playboy and Louis magazines, she strives to blend nostalgic aesthetics with modern sensibilities. Her approach ensures that both brands exude elegance, playfulness, and authenticity.
“Consumerism is such an emotional thing. I think that's also a big part of why Sporting Rich has done so well, but so much based on nostalgia in the past.” (17:54)
This philosophy fosters a deep emotional connection with consumers, enhancing brand loyalty and appeal.
The establishment of Sporty & Rich’s flagship store in New York City marked a pivotal moment, solidifying the brand’s permanence in the fashion landscape. The store transcends traditional retail by offering experiential elements like a juice bar and a spa, encapsulating the comprehensive Sporty & Rich lifestyle.
“When you go to any boutique, like a Ralph Lauren, it's like that world is so obvious and apparent in every single detail and you get it right away.” (25:44)
This immersive retail experience not only elevates the brand but also provides customers with a tangible connection to its ethos.
Looking ahead, Emily expresses enthusiasm for branching into film and television, aiming to translate the immersive worlds crafted by Sporty & Rich and Sensual Sport into visual storytelling mediums.
“The next step is taking a world that's in my head and creating it in a show.” (27:25)
This ambition underscores her commitment to expanding the brand's influence beyond fashion into broader cultural narratives.
Emily Oberg's journey with Sporty & Rich and her new venture, Sensual Sport, exemplifies strategic brand building rooted in authenticity, emotional resonance, and innovative expansion. Her ability to navigate challenges, foster meaningful collaborations, and continually evolve her brand ethos positions her as a formidable force in the fashion and lifestyle industry.
Note: Advertisements, introductions, outros, and non-content segments from the transcript, including Lauren's promotion of Noom and Anna's eBay advertisement, have been excluded from this summary to maintain focus on the substantive conversation between Anna Escalante and Emily Oberg.