How the World’s Leading AI-First Fashion House Flips the Cash Flow Equation - with Diarra Bousso

24 Dec 2025 · 1 h 9 min

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In short

Beyond The Prompt: Episode Summary

Podcast Title

Beyond The Prompt - How to use AI in your company

Episode Title

How the World’s Leading AI-First Fashion House Flips the Cash Flow Equation - with Diarra Bousso

---

Episode Overview Diarra Bousso returns to share her transformative approach to the fashion industry through the utilization of AI, experimentation, and a focus on sustainability. She discusses how she sells AI-generated fashion products that don't yet exist, a method that significantly alters traditional cash flow dynamics in fashion.

Key Themes

  1. Culture of Experimentation
  2. Foundation of Business: Diarra treats her company as a laboratory where every idea is an experiment.
  3. Empowerment: Team members are encouraged to think like scientists, creating hypotheses and testing ideas.
  4. Personal Philosophy: Diarra's experimental mindset stems from a life-changing accident that prompted her to adopt a new perspective on challenges.
  1. AI as a Creative Partner
  2. Enhancing Creativity: AI is viewed not as a replacement for human creativity, but as a tool that aids in decision-making and accelerates the design process.
  3. Testing Designs: Diarra utilizes AI-generated designs to gauge customer interest before investing in actual production.
  1. Revolutionizing Cash Flow in Fashion
  2. Selling Before Production: By selling AI-generated designs based on raw materials, Diarra converts potential cash flow into actual revenue before incurring costs.
  3. Reducing Waste: This model minimizes waste, allowing for a more sustainable approach to production.
  1. Sustainability and Mental Health
  2. Personal Wellness: Diarra emphasizes the importance of maintaining mental health and balance while striving for business success.
  3. Operational Systems: She implements systems that not only improve business efficiency but also support personal well-being.

Key Takeaways

  • Experimentation is Key: Diarra insists that every business decision should be treated as an experiment, allowing for quick adaptations based on results.
  • AI's Role: AI serves as an assistant to enhance creativity rather than replace it, illuminating the importance of human artistry.
  • Pre-Order Model: Selling products that don't yet physically exist leads to improved liquidity and lowers the risks traditionally associated with fashion production.
  • Building a Human-Centric Company: Diarra highlights the need to balance innovation with personal health and the joy of work, advocating for a joyful and human-first company culture.

Episode Highlights

  • Introduction (00:00)
  • Diarra's Journey (01:43)
  • Discussion on her life-changing accident and subsequent shift to a more experimental approach in business.
  • Empowering Team with Scientific Rigor (09:48)
  • Emphasis on testing and measuring results for marketing strategies and designs.
  • Using AI in Fashion Design (15:03)
  • The process of AI-generated designs and customer testing prior to production.
  • Sustainability and Mental Health Reflections (57:19)
  • Insights on how to balance the pressures of the fashion industry with personal well-being.

Conclusion The episode captures Diarra Bousso's innovative spirit and her commitment to revolutionizing the fashion industry through AI and experimentation. Her insights on sustainability, mental health, and the future of design offer a fresh perspective for entrepreneurs looking to navigate the complexities of modern business.

For further exploration

[Diarra Bousso's Website](https://diarrabousso.com) | [DIARRABLU Brand](https://diarrablu.com)

--- Additional Resources

  • [Listen to the full episode](https://podcast.beyondtheprompt.ai/episodes/how-the-worlds-leading-ai-first-fashion-house-flips-the-cash-flow-equation-with-diarra-bousso)
  • [Read the episode transcript](https://podcast.beyondtheprompt.ai/episodes/how-the-worlds-leading-ai-first-fashion-house-flips-the-cash-flow-equation-with-diarra-bousso/transcript)

Connect with the Hosts

  • Henrik Werdelin [LinkedIn](https://www.linkedin.com/in/werdelin)
  • Jeremy Utley [LinkedIn](https://www.linkedin.com/in/jeremyutley)

Call to Action If you enjoyed this episode, please consider leaving a review to help us reach more listeners!

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Transcript

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0:00I'm selling something that doesn't exist based on an AI image based on a product that doesn't exist just based on raw materials and votes. You're basically paying me for something that doesn't even exist. I haven't even made any investment on anything. It's like pure cash. Hi, I'm Diarabuso. I'm the founder of Diarabloo, a fashion company. And today I'm very excited to talk about how I'm using AI to grow liquidity, to improve productivity, sustainability, to optimize for joy, and to really think about what it looks like to update the operating system of the fashion industry. So, Diara, you have the distinguished position of you're only the second guest we've ever invited back.

0:43Wait, was the first episode that good? The first conversation was amazing. That's the reason why you're back. Yeah, exactly. Hello. Hello. That's why you're back is what he said. But here's why you're back. Because I've had the privilege. Henrik knows this, or if he doesn't know, he's about to know it. I've had the privilege of continuing to learn from Diara at conferences, at community meetups and things like that. And Diara's pace of learning, Henrik, has only accelerated. It's remarkable. It's remarkable. I think the first time we spoke with Diara now, maybe a year ago, a year and a half ago, we talked about her being the founder of the future.

1:20And I think one of the things that's really remarkable is the rate of learning. She's a perfect example of how you have to ratchet up the rate of learning. She's demonstrating how much faster the founder of the future needs to learn. So to me, that's what warrants, D.R., you coming back for a second time, because it's just what you're doing is incredible. It's so inspiring. So can we start with experimentation? Because I know that's kind of the lifeblood of your, you've actually told me privately, you consider your life to be an experiment. Maybe you start there, your life experiment philosophy.

1:54Yeah, I mean, I think that philosophy actually started 12 years ago. As you know, my life completely changed. and I shared this story with Jeremy when we were playing pickleball a few months ago but I used to be on Wall Street and then I had got into this crazy accident and lost my memory and then I was in this recovery phase and for six months I was just drawing and painting and doing things to be busy but I was experimenting with basic stuff like I dream of something at night and I wake up and I do it and that's the experiment is the dreaming but it became a job description for six months I learned how to train myself to dream and it was like I'll be dreaming of a beautiful photograph of a flower and then the next day either with my crutches I'll go to the garden take a picture and post it on tumblr or it was just this like very nice self-fulfilling way of just experimenting things like am I going to be able to do this small thing tomorrow and then once I did it it felt really good and I would do something else but that's how my recovery went until I learned how to walk until I learned how to remember things and that's this the like notes version but after that experiment or very difficult phase i addicted to this idea of just trying things regardless of the outcome and just like you know whether you manage or not like there are days when i would make goals at the time it's like i'll wake up tomorrow and i'll walk all the way to my parents room and surprise them and then i would wake up and i wouldn't be able to walk because i'm paralyzed actually like technically i'm like learning to walk again but it wasn't a failure it was like i'm not there yet but it was always adding yet afterwards like i can't do it yet and the yet became my little magic trick for everything so anytime I faced anything difficult after that you know six months later I could walk limping a little bit but then I fully recovered after like a year and I started this whole journey of like discovery and experimentation it wasn't really clear where I was going I was like fashion art education math all the things I liked and it was just a matter of let me try this thing for a week let me try this thing for a month and I was just trying things and I spent five years doing that where it's like let me just book a one-way ticket to Malaysia and see what happens.

3:55And I would just do that. And then I would get to Malaysia and I'm like, I don't know anything here. Let me post on Facebook on my wall a status update and see who's here. And then someone would respond and be like, oh, I'm here. Come visit us. I did that and visited like so many countries. Some of them I stayed for three months. Some of them I stayed for one week. And my parents supported that because they were like, she just recovered from something difficult. She's in her twenties, like whatever. After five years, they were like, you get your life together like you have no more money your 401k is finished and you cannot just yeah you need to do something i'm like mom i'm very popular on linkedin because i'm sharing my experiments and i'm getting all this press and people think i'm cool she's like yeah but you have no money in the bank so you need to get a life that's why i went to stanford but uh but yeah this mindset kind of now is you know embedded in how i run this company and i turned into at first when i just started it was just me and like my mom my family was helping me and the first people i hired I don't think they fully understood this way of working because there is no idea of failure.

4:53Like sometimes, I mean, I keep people very accountable. Like we have KPIs and we want to meet them. But the conversation, the philosophy around things is experimentation. And it starts from any level. So we had a junior marketer. And I remember recently she had proposed something about TikTok. And I'm like, okay, what are you testing this month? And it's shocking for them that I'm giving them so much freedom. I'm like, yeah, test, but don't waste too much money. like you have to make them small but you can learn whatever you're saying like oh we need more founder content is dara i'm like cool here's a icloud folder from my phone give me your icloud i'll add you to it so all my photos of what i'm doing every day like just now i was doing my makeup while you guys were here that was intentional because i want them to post it on tiktok and see what happens of me doing my right on the podcast because like we want we want real genuine founder content from you so i'm like okay here's a folder do it and do it for a week or two and show me what are you testing and now it's like we want to test if people like you found a contact i'm like no that's not that's too vague like what exactly are you testing and what are you measuring so now everybody in the company thinks that way it's so annoying because they feel like we're on a lab running experiment and i use this scientific language with everyone and it's at first i can see how it's just like so nerdy and lame but now they're all used to it and like whenever they say something you'll hear them catch themselves like oh yeah let's test it small first and show they are i'm like cool it's not even about me anymore it's just like test things learn what i also like about using the scientific approach my wife is a molecular biologist and she taught me the phrase of non-viable which is sometimes when she's done stuff in the lab and they have protocols right so they basically have like a little recipe where they like put stuff in petrodress you know circle it for 30 minutes look in the microscope and see something happen more complicated than and then sometimes uh molecular biology with henrik wordland as you're talking i'm thinking patterns and art but what was cool is like she was sometimes she's going back and they go like you know how does this experiment that you're doing she was non-viable and you know it wasn't about failure it wasn't about like it was just like a try how the thesis try it didn't work out next thing right and i really start to use that also now in entrepreneurship because it's just such a beautiful non-judgmental way of thinking about doing stuff it's just a bunch of experiments and some of them work smooth, some of them doesn't.

7:06I love it. And I think for me, that was a mindset I had, but I didn't know it was a thing. If I switch screens, do you see it? No. Okay. But I'm wondering what kind of experiments you're doing now. I'm like, if I'm sitting here with like, I have a balloon in my hand. Okay. You know what I'm doing? No, I think for me, it was like the mindset around it. Like I was doing these experiments in like, just because just how I was thinking, I didn't know it was a thing. And then, I read this book called Tiny Experiments, and it's by Anne-Claire LeCount. And it's basically this approach that when you want to do something in life, at work, or whatever, if you approach it as an experiment, there is no failure.

7:47Because when you're in the lab and you're doing an experiment, it's back to what you were saying was non-viable, right? You find the results, and they either match your hypothesis or they don't. But when they don't match your hypothesis, you don't go back to your lab partner or your team and say, oh, I failed. It's just an experiment and just data. so that approach made me feel like validated in this way of working because sometimes I had major imposter syndrome especially when I was hiring people who are way above me in like experience and fashion industry knowledge or supply chain knowledge and I sound a little chaotic to them where they it comes across as I'm not like visionary or I'm not a leader because yes we have our goals and stuff but I'm always fine-tuning things and shifting them a little bit based on what we learn along the way.

8:29And for some people, I've had to let them go because when we do an experiment, we get non-viable results. You have to take action. You have to change course. And some people don't like changing course. And they like being on top. You've hired me to make decisions. You set the vision at the beginning of the year. This is what we're doing. And then when you want to change course, they look at you like you're this chaotic, inexperienced, young leader who doesn't know anything. Can we talk for a second about that, Diarque? Because I think actually there's something there because this word experiment can have different connotations.

8:58And one connotation is, it's just an experiment, just like shrug your shoulders and no biggie. And if it doesn't work, cool, you know, and that is the non-scientific but colloquial meaning. When most people say experiment, they aren't thinking about rigor, you know, scientific rigor. They're thinking, try without regard to the consequences. It's a little experiment. You know, I think there's something really important there, which is it's not frenetic and it's not unorganized. It is rigorous. There is accountability. So how do you bring the rigor? How do you ensure that at a high speed of learning in a high experimentation environment, you are harvesting all of the learning from experiments to inform the next step?

9:39Because this is a critical distinction from just a willy-nilly throw spaghetti at the wall, which is not what you're advocating. Yeah. I think it was very important for when we define these experiments. I'm always using the what are we testing? I'm like open to suggestion and I think I've empowered the team to come to me with ideas and I remember I was like I am supposed to be your CEO but like I need you guys to manage me so I need to manage up and you tell me like we set the goals and we set all of these things but you actually I'm at your service and you need to manage me for what you need from me to do your job because I remember when I first started right after Stanford right I was teaching and then after school I started the company but I was really struggling with management because I was trying to tell everyone what to do.

10:22So I was micromanaging everyone, but I had no life. I was consistently telling people. It's like I'm telling people to go to the airport, but I'm calling them the Uber. I'm putting their suitcase in the Uber. I was acting like Google Maps. I was just not working. Versus this time, I'm like, I'm going to tell you I need to get to Japan. That's the goal. You figure out how to get there and tell me what part of the trip you need me for. And if you get lost, I'm here. So that's kind of the metaphor I've given them. and you know i don't know if you want to route it from plane and do you know sfo jfk and jfk tokyo i don't know if you want to do it by car and at some point you're going to need to cross some bridges i don't know if you're going to build some bridges where they are not whatever you want to do but i want to get to japan by this time and in this way with these results so there are always specific results and then as the team reports when i have my one-on-ones with people my big strategy meetings people share ideas and we have this metaphor of like the road they are taking like what are we doing next are we okay we're in jfk now where are we going how do we get to japan sometimes you're like sometimes we find out we don't want to go to japan anymore and that's very hard for some people because it's like we've been doing all this work to get to japan and now we realize the treasure is actually i don't know in florida can i ask another question on the when you set these things up some people also have a difficult time coming up with stuff and i very much agree there's like a subtlety of people also using this thing i'm just experimenting with like you're experiencing dumb stuff it isn't just experiment to experiment it is you experience in smart stuff, you know, and new original stuff.

11:46Have you found a good way of making it easy for people to come up with the tests that are better than just the average, what GBT would suggest? Yeah, a lot of people on the junior side, oftentimes, I'm not going to lie, I help them with the test because they know what they want to find out, but they don't know how to test it. So like, I know, like, for example, we have a junior marketing assistant and she's like, I've given her the Pinterest. She's really junior. She's finished college. And this year, I gave her the Pinterest account because I don't know. I don't take Pinterest that seriously, but it's actually very serious and a good source of revenue.

12:20But it's not like I'm not putting money behind it. So I was like, you manage the Pinterest. And every week at a meeting, at a marketing meeting, you have to speak for five minutes in front of all these higher leaders, all the marketing team, and share with us what you're learning on Pinterest. So in the beginning, she would come to these meetings and share things. And it should be focused on the fanciness of it. like her presentation and her slides were perfect. It was so beautiful, but the substance was not there. And I had to be like, it's cute what you've done. I can see you spend time, but I'm not really learning something I didn't know from this.

12:50And I want you to come to the team, teach us something we don't know. And that made her think about it differently. I'm like, we know you've been on Pinterest. We know it's going to be pins of me, other models in the dresses. Tell me something I don't know. It wasn't even about experiment. It was just tell me something I don't know. So it was more like, how do I dig and find something not obvious? and it pushed her to think differently about trying to impress us with slides versus really, really digging into something that's not obvious. So the first thing she said was the way we captioned the pins, whether we link them to a landing page or a product page affected performance.

13:21I didn't know that. So then she brought that into the meeting and she was like, for the next few pins, I want to see how that works. I'm like, what about you decide which hypothesis you want to make? Which do you think works better to link the pin to the landing page or to the product page? and she's at the product page because people know exactly what they want to shop for and they want to just link to it like okay so let's test that she still didn't understand what i was asking her to do because they are so used to like serving you a final product and impressing you and for me it was like you're gonna impress me when you bring me things where i can ask follow-up questions because that means you're telling me something new and and that became a new way of thinking okay so folks who are just sidebar for folks who are listening right now going wait isn't this beyond the prompt?

14:04Aren't these guys supposedly into AI? We went off topic. No, no, no, we didn't. No, what I'm doing is I'm level setting here, Diyar, because there is a shared passion across the three of us, certainly around AI, leveraging AI to 10x, 100x your team, your organization. But a necessary precondition is if you don't have an attitude and an environment that supports experimentation, you're already, you're fighting with one hand, so to speak. Your AI fluency and proficiency is going to be incredibly diminished if you don't have an attitude around smart, clever, rigorous experimentation, right? So I want to shift because I know you have a portfolio as any experimenter does.

14:46You have a portfolio of experiments, which is a good pun, by the way, in this environment, because you're a fashion designer. Fashion designers have portfolios. I'm a former finance guy. Finance people have portfolios. Henrik is an entrepreneur. He has a portfolio. So it's like the word that connects our three worlds, right? Now what I want to do is talk about your portfolio, not of designs, but of AI experiments. Would you show us or kind of walk us through a handful of experiments that you have commissioned on your team to drive insights with AI or to drive outcomes with AI? Yeah, totally. It's become now the thing that people know I'm constantly testing them on something.

15:23Not testing them, but testing something. So people are excited about it now. so I get emails from people like Diara you're gonna love this and then they show me something they tested or that they've done whether it's the operations director showing me a new approach he's trying to build this new demand planning tool but there is no demand planning tool that can plan our demand because we're on demand like all the tools exist to plan finished goods and he would share with me either on whatsapp voice notes or in email like things that he's thinking about and he want to test and I just encourage them and he's now taking this AI course because he's so fascinated about all the learnings and this is not something I've encouraged at all he's so excited that he's doing it and when he joined us he didn't even know charge the PT a year and a half ago and then same for the marketing team they are consistently now I used to be the one making them like a guide of everything I'm doing so that they can learn and copy from it and like get inspired now they are the ones doing that for me it's like the student teaching the teacher I feel like I'm their student now because they've gotten so excited about AI and texting that I'm constantly getting videos and photos and recordings of things and some of them I have no idea what it is but I'm just so excited that they have this mindset but some of the big experiments I'm going to share a few that have had a huge impact one of them happened in October and as you know I used a lot of AI I mean before AI I used to use math to generate prints so this idea of generative design was like how I started my brand as a math teacher and I used to generate these prints so I would have options like this is a math generated print I did when I was a teacher and I would put them on avatars and put them on social media and just ask people to vote just so I would know what but to get some signal as to what works and that would allow me to order the fabrics and save a story I'm in the factory and then maybe six months later when I'm doing a collection I would use those fabrics because I had signal and that in itself was already groundbreaking like that was oh it's radical in an industry where you need 18 month lead time I mean to cut it by you know to cut a year out it's got to be blasphemy to most industry insiders exactly so that was like already groundbreaking we took it a step further last month and i think if i really execute this at scale my life it probably changed because even the team when it happened i got all these whatsapps of like diara is probably having her like aha crazy moments because they understood the impact so the factory has all these wool fabrics we are resort wear brands so we sell summer clothes swimsuits beautiful dresses september and october are worst months because it's cold and people are not buying beautiful floral vacation they're going on vacation and we only have one design a poncho it's like a wrap cape thing it's the only thing we have that's semi-warm everything else is floral and and summery so october is always the worst month and everyone knows it and we use that month to do strategy and other things to keep ourselves excited because revenues are always down on the website and for our wholesale partners they don't buy much from us from fall because our collection is not fall appropriate so early in this once in october i I was like, morale is low.

18:19Sales are declining. It happens every year. I'm not freaked out. I know this is happening, but I know for the team that it was a small company. You see those things and you freak out. It's like, I need to find a way to motivate people, but also to use, again, liquidity, because, you know, you're a fashion of capital intensive company. You need cash flow. So I was just like, okay, I'm going to look at the factory in Senegal. And I identified the fabrics with the highest inventory. Like we don't have any finished goods inventory at the Era Blue, but the factory in Senegal has fabrics because that's what we had before.

18:49And I used to test the fabrics before I produced them. But we have these wool fabrics that have been sitting there for three years because people don't come to us for wool. So I was like, I need to move these fabrics fast, but I don't know what to do with them and I don't know what to make out of them. So I just used AI and, you know, went to MidJourney and created a few visuals of the capes we already know how to make, but in those wool colors. I made you slides for this. So basically, on the left, those are real capes we were selling last year in brown and black. So I know that people like capes.

19:21But we have a lot of excess fabric in the beige and in the blue in the factory. And it was like October week one, web sales are declining. And I need to figure out exactly what people like so we can sell it fast. I have a proprietary tech app I built that creates this workflow so I can see things on avatars fast, which I developed a long time ago. But now with AI, I can see it on sketches and then put them on humans. So I put them on these AI models on the right and put them on Instagram stories. And within 24 hours, you can see the cream cake has 82 % people said they would buy it. And the blue one has 73%.

19:58And that's significant. In all the experiments I've run before, anything above 70 % has a tendency to be a bestseller. I used to have like 4 ,000 people votes. It's the same statistical significance, even if it's 30 people voting. Like, it's insane. And I have so much data on this. So I, you know, I call up the health operation and I'm like, we need to put this cream cake online, like ASAP. And you don't have this, you have wool, bolts of wool fabric sitting in Senegal, but there's no actual product per se. No, there's no product. There's raw material, yeah. And it is the first time ever, and I think in this whole industry, like, I think I need to talk about this in a bigger way.

20:34that I'm basically doing a sample sale of raw materials disguised as products. I'm just trying to sell the fabric and get it out of the factory. But I know that in the form of this wool cape in beige, it's going to do well. And the blue one too, but I was really betting on the beige. And for the first time, before I would do this and I would buy the fabric and sit on it, and six months later, I'll go photo shoot and make a sample, whatever. I just use this AI photo and put it up on a sample sale website we're working with. And people bought this cape based on this picture. so for the first time i'm selling something that doesn't exist based on an ai image based on a product that doesn't exist just based on raw materials and votes and then the results here okay so we looked at the sales from october 16 to 28 and the top seller is that cream cape and the second one is a black one which we knew from last year was going to be a good one anyway but this is the top seller across all your different products everything including dresses everything like i I have over 100 SKUs, and this was the winner.

21:32And then I get the breakdown of where, like the cities. It's New York, Brooklyn, Miami, Los Angeles, Washington, Lynchburg. I have all the states that it was purchased from. So people buy the cape, and then it goes into our supply chain. Like when you order a burger at the restaurant, and now the artisans are making them. So people have started receiving their capes now, but it was all produced once we got. So it's like a pre-order model, but on steroids, because I'm getting you, you're basically paying me for something that doesn't even exist. I haven't even made any investment on anything. It's like pure cash.

22:06Can you, Diara, for folks who, so, you know, some of us may be more familiar with the way fashion works. Really briefly, could you paint the picture for somebody who doesn't know how fashion works? When do you make cash outlays historically? What is your kind of cash position look like relative to this one? Because this is hugely different, but folks can't appreciate it unless they know what the norm is. So in the fashion industry, just to give you an example, right now, like September was Fashion Week for spring 2026. I started the traditional development, if I'm following the fashion way, I started the development in April or March.

22:41So since March, I've been spending money to produce prototypes for September. I'm talking sampling fabrics, photo shoots, models, fix sessions to get my, I don't know, 50 different SKUs. And then in September, what happened is that you fly to market. It's called Market Week or Fashion Week. With a suitcase, you find a showroom, an agency, like a trade show, and you hang all your samples there. And for a week, buyers are coming in, Bloomingdale's, Nordsham, the small boutiques on the corner, all of them. And they look at this 50 samples you have or however many. and they start making their selections.

23:13And I'll show you photos because I did it in September. So they do that for a week. Then you chase them down for four weeks to beg them to remember you to place an order. And if you're lucky, they'll place an order by the end of October. By the way, you still have no cash. Then you're going to deliver the order to them in March and they'll pay you 60 days later. So by the time they pay you, it's been like a year of you putting cash flow out for prototyping, for the market, for the travels, for the agency, for your team, for the production order they made in bulk. And then they'll pay you probably sometime around June because most of them are like net 30, net 60.

23:46So you've just wasted 14 months of cash flow. And in this model, I did not do that. I got my cash in a week. Where are you on then doing, is this now the new default for you? Why not just do all products this way? I'm learning. The problem with this is that there's not a big acceptance yet in the industry with AI models. So I think I need to educate people because the moment you, these people bought these capes thinking they are real capes on real people. I mean, they don't know, right? So there is something around AI that's really stigmatized in fashion where people just freak out that it's taking people's jobs.

24:25The moment anything AI is mentioned, people are like, oh my God, it's taking people's jobs, taking people's photographers, are losing their job, designers are blah, blah, blah. And I think I want to first, I want to document this properly and really share it with a very prominent fashion outlet and show how you're not taking people's jobs. You're giving them jobs that matter. Like my team that weekend or that week worked in dignity. They produce something that is not going to a landfill. There's not only kind of the waste element, there's also the sense of pride of the thing I made is out there in the world.

24:59And what you're illuminating, which I didn't realize until now, is there's this, you know, the canonical example is like the T-shirt of the team that didn't win the World Series that ends up in some other part of the world, you know, saying that they won. Right. But that, if you think as a designer, that's like the ultimate waste of time because I had to make a shirt that's actually untrue and they're not proud of it. The total opposite is, whoa, this thing that I made people value and love and that there's so much more. Not only there's not just a reduction of waste, there's not only an increase in liquidity, but there's also a sense of purpose for the team.

25:33And to be able to then close that loop with them is really cool. I think this is very profound. And I think, you know, it has to be the way that a lot of goods are going to be made, right? You know, we've on the bark on the dog toy side, we've done this a few times where we, the one that kind of comes to mind is where we did it when the inauguration, Bernie was sitting with mittens on and somebody kind of like whipped up that as a dog toy internally. And then the social team just put up and saying, hey, please convince our boss we should do this. and then same thing happened. Everybody went crazy about getting Bernie's mittens as dog toys.

26:09And then we sold quite a few of them before they were produced, right? And I can imagine, obviously to your point, then you don't end up with a lot of wasted stuff. And these days you can produce a lot of stuff very fast. And so why not? But it's interesting when you increasingly... We had what's it called, that website, where you could put products on and then get people to pre-buy them. What's it? Kickstarter? Kickstarter. And I think a lot of us who bought stuff Is it Kickstarter? Yeah. Yeah, Kickstarter, yeah. And I think a lot of times people have now bought these Kickstarter thing and they weren't kind of like the thing that we had hoped, right?

26:48It was clearly a version one. And so it'll be interesting how all this play out, right? Because I can easily imagine that increasingly people will just render something on MidJourney, it'll look pretty. They'll put it on Instagram. They can sell it right away. Then people get the product. It's not quite what they'd hoped. Now, what's so unique with this, of course, is that what people bought was good quality wool that looked the way that they had expected it to. So then it's perfect. But I can only imagine that Instagram is going to be filled with basically made up stuff in the next few years.

27:18And you'll have to really trust that somebody like you with integrity is sitting on the other side. The difference is, this is very important though, the difference, because I was actually thinking about that. it's plausible that folks can generate an AI image to kind of do lead gen, so to speak, demand testing. The difference is Diara has already established all of the just-in-time supply chain, right? She's the only one who can actually deliver on it. So folks may be able to do the kind of call it lead gen or sales, AI-driven sales, but without all of the ability and capability that you've already built, you really built a defensible moat to be able to now use AI in the sales.

27:55Can you talk for a second about retail, it's one thing for you to go direct to the consumer. How does this affect relationships with retailers? Because I know that can introduce a big difference into the sales process. Yeah, I think this leads to my experiment too, because this one that I share is like a D2C. It was actually a sample sale dropship website. So it's kind of like D2B2C because they have the volume and that's how we could sell these so fast because they have the traffic and we've listed it there for like a week. So that's my second experiment. And this was also the idea of like retail, like made for you versus traditional wholesale.

28:32So I explained to you how the industry works and the calendar. Brands show their collection six months before in New York or Paris or Milan or like these big capitals. And they show it to buyers in these trade shows, like trade shows or basically fairs. And you have like a middleman in between. It's an agency or a broker or somebody who has the relationships and they invite all the buyers and buyers will come and touch the samples and experiment with them and see what they like and you chase them for a month to get them to remember you because they're going to see like 100 plus brands that week so it's really painful and I actually was always against that model this year I decided to try it again experiment because I wanted to really understand it because I went for my brand with no fashion background and I always use this like tech first approach so everything was always digital all our partner stores were like I mean we work with North Shore, Bloomingdale's, all the big retailers but it's all digital in this model and i've negotiated with them to accept to work this way like it took us a year and a half to get nostrum to convince them to allow us to do on demand and i remember when they called us like you have tens of millions of inventory on all this side and we're very worried and i was like oh none of that is real don't worry it's experiment it's like hypothetical based on raw materials and it converts in a formula based on the fabric it converse and inventory, but actually nothing.

29:47Don't worry about it. Wow. Just totally broke their models. That's hysterical. Yeah. And they were just mind blown. And that was the model that I ran. Not because I knew any better. It's because I didn't know any better, actually. I started from a blank slate and I just came in with what I thought was logical. Little did I know it was actually super interesting. But this year I was like, I want to understand how the other way works. So I'm going to go to these market weeks. I'm going to go to fashion week. I'm going to go meet people in person. I'm going to do the sampling. So I was doing these experiments in parallel.

30:14On one side, I'm doing my usual fail fast experiment AI generative way. And the other way, I'm doing it the traditional way while still doing the calendar and testing what that looks like. And the results are incredible. And this is what it looks like when you go in person. So you can see I'm like carrying suitcases from San Francisco, New York, full of clothes that took four months to prototype. Then we go to this fancy penthouse. We set them up there for a week. We act all cutesy. Every day we're smiling all day. It seems like a massive waste of time. if you ask me, but I want to do it. And I even had my mom fly in and come in and see it.

30:49I love the human part because I get to meet the buyers from all over the world, shake hands with them, see how they think, how they touch things. And as I'm watching them from afar, I'm like, everything they are doing can be done with technology. Like they are looking at a dress from another brand because it's like 10 brands in the same space. And I'll hear them say something like, oh, it would be nice if the flower could be placed here. It would be nice if this could be pink. And I'm like, literally, I could just press a button and show it to you, but I'm not. I'm just watching. So I'm seeing all these things I can solve with technology and the speed, which they have no idea because they reject it and they just think it's bad.

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31:20So like they don't even open their mind to it. And then what happened is I did this. So these images are some of the items that were ordered when I first market in June. It was in resort for the resort collection. None of this is real. I mean, I made the prototypes in reality and I did the whole formal thing, but these images are not real. These models are not real. And these dresses are not real dresses on a shoot. but these things were bought by the buyers. So I have a very important retailer. You showed them that you told them that, Hey, just so you know, you guys just bought stuff. That's not real.

31:53Yeah. I didn't. I told them that afterwards. I didn't tell them, but afterwards I told them cause like whatever this, this first dress with the shawl, it was the best seller across the board. This image is not real. And the same buyers came to the fair and saw these dresses in person, but I showed them these photos and I was like, these photos after they bought it, it's like, these photos are not released images are not real, but you bought these things. once you bought them I went and got the real these are the real photos I actually took so I'm not getting rid of people's jobs I'm not getting rid of models I'm still shooting with doing my campaigns and all the stuff but now I'm doing it with the stuff that people bought I'm not doing I'm not shooting a hundred things and wasting everybody's time and wasting all these resources I'm shooting and photographing and capturing and doing the dreamy magical stuff with the real deal that has signal that has demand so this is what the retailers bought I'm like well because you bought it we made it for real you know this is a photo shoot that is a real person, real model.

32:46And I went through this whole journey to understand it. So while I was doing that, the experiment was I found another retailer who's very forward-thinking and I didn't tell them I'm going to Fashion Week. I told them I'm going to design for them and they should just tell me what they are looking for. So they gave me their mood boards and their colors and I cannot mention their name yet. It will come out in the spring, but they gave me all of their information of what they are looking for, the trends, the colors, and I created, this was some of the things I showed them. This is all AI. But before I get here, I use my own proprietary tools to do my sketches and my processes, whatever I built before that's really fast.

33:21And then I rendered it on AI and they were just voting. So it was very simple. I gave them a Google slide. I'm like, put a green dot on everything you like. And this is like the big buyers, the merchandisers, people who have the same power as my Instagram. Like one person is probably like a thousand people because they're constantly buying stuff and selling stuff and they understand. So I developed a collection for them. the results were insane it was 30x volume so i did this whole headache i went to new york i carried the suitcases i rented a hotel i paid this agency they take commissions on sale we've had a hundred plus buyers come in from all over the country we did secure some really good sales like that i'm proud of in terms of like relationships the volumes were very small and the difference between that way of doing things versus when i just reached out to one retailer just one and told them i'm going to design what you want give me the price architecture sure you like so I can source the right materials for that price point even the colors and the prints and I'll come up with examples and this is just one but I gave them like 30 plus options because this AI there's no limits can I actually go and question on all this I mean like I it's obviously incredibly cool and it seems to be the logical way of doing stuff within technology right now as I'm sure you will say nobody's doing this yet and I think we all know that this will be the way that it will be done at one point it has to maybe walk us through the steps of what will need to happen and i guess mostly it's like when do you think that the humans are in the loop that are currently in the loop will kind of get around to this is it as simple as somebody like you will have to have massive success and then everybody will copy it or do you think that increasingly people are kind of getting their head around that made to order like this is the way for it i think there are definitely a few key players in the industry who are thinking this way.

35:10And, you know, I saw last week that OpenAI went to the CFDA, which is the Council of Fashion Designs America, and did like some presentation just to show how you can use AI to prototype and like those things that most designers reject. Because earlier this year, I went to speak at fashion school at FIT, New York. And I talked about my work from the math standpoint. So when I say I use math equations to generate prints, everyone is mind blown and claps. The moment the word AI comes up, people's faces, you can see the switch of disappointment and grief immediately. And it's like the concept is the same.

35:43It's using a generative process that saves you time to get something faster and then decide if that thing is good enough before you actually move forward. It's literally, I'm just trying to fail faster than everyone else. That's it. But if it's done with math and generative, anything that sounds not AI, it's mind-blowing. The moment the word AI comes in, it cheapens the whole thing. And literally that's how it's branded. It's like, it's cheap and it's not artistic and it's like a button and it's whatever. So I think that mindset really has to shift because you could use all the AI tools in the world.

36:12You will never get these images I just showed you because there's a lot of work behind it that comes from taste, that comes from being a designer, that comes from being an artist, that comes from culture, that comes from my upbringing, that comes from just understanding design based on my brand's DNA. And before I get to this render, I've probably got like 20 steps before where I had a sketch, I drew something, I use art, I have an app to render it quickly on like a sketch version, and then I can put it in chat GPT or Omid Journey or any tool to get it on a person. So people just assume you press a button, but I think the AI hides all the creative human work that gets you to get dressed like this with a print.

36:51This print was actually one of my math prints from before. So if you want to give me credit because I say I'm a mathematician. Sure, it's still here. I really think this point is very profound because I think it's not just in fashion. I think it's anywhere else. I'll give you an example. I'm building this other product and we were having the debate this week of basically we will go over to, let's call it like a vibe-coded kind of first principle where it used to be when you build software, often a founder, assuming it's not a non-engineer founder, will kind of like articulate whatever the problem is for the customer and then articulate some kind of way to solve it and then you often go through a product head or something like that and then they will spec some features out and then they'll go to the engineering team the engineer will build it there'll be some you know testing and then you'll go back right now obviously increasingly the non-technical founder will be able to vibe code a feature really fast and then saying hey this is this is what i'm looking for and then it'll all be spaghetti code and be all these things that you know which is true and then he or she will also just break it immediately by writing a prompt and then obviously the bot will kind of like ruin it and then they won't necessarily know how to get it back there's all this issue with it but i do think there is a very fair argument that you will see many companies now software companies being built basically by non-engineering folks that will be the prime kind of originator of features and then you'll have to have engineering people involved to make sure that it works in this way.

38:19But I am curious on how fast that change is going to be. You know, I think you're articulating it very well, obviously for fashion. I think I see it in technology and engineering and, you know, we see it with pet stuff with bark and stuff like that. But there's this real, real tension that I think you are describing, which is very real. Like people get not just slightly upset, people get angry about the whole premise that basically non-craft people can now go out and create craft. And I think that's not, hang on. That's not what Henry, correct me if I'm wrong, Diara, you're saying the very people who can create the craft are resistant.

39:04You're saying it's not just push a button that nobody in the world can just, Oh, just make a Diara blue dress. that it involves tons of experience. I think that is the subtlety. And nuance. People are the, you know, obviously, Tara, tell me I'm wrong. When they are going out to a fashion school and there's a bunch of designers there, I think there is, and I think in fashion, it's a little bit different because they are often the fashion designer is also the founder. And then, you know, they have the ability of making the drawings themselves. But for many people now, you will have somebody who have great taste, who have like the buyers that you mentioned, who knows about colors, who knows about patents, but what they do not know is how to whip up a piece of paper and then draw the thing.

39:45And they will now be able to become the fashion designer because they'll be able to instruct a bot to kind of like produce this thing. And I see that in many areas right now, that that is hugely confusing and kind of like create a lot of vegetation for people because now it can be people who don't understand the original coal craft are now able to be the originator and the producer of this kind of creative development. Yeah, I think what you're describing is exactly, it's both that and what Jeremy describes. I think you have people who don't have the craft, who can now be creative directors. That's the word.

40:24And you know, every fashion house has a creative director. That's the face. Like most designers, actually, many creative directors are not designers. Like if you look at the big houses, like right now Louis Vuitton's men's creative director is Pharrell Williams. He's an artist, he's a musician, but I'm pretty sure he didn't go to fashion school or sketches but his vision and his taste is what makes him the creative director and then he hires a bunch of designers who are actually technical and sit down and draw things and there's all these different types of designers and you have the actual like silhouettes designers you have the technical designers you have the textile designers and those jobs are still valid as a matter of fact they are even more relevant now because the volume of what you can create is so high but you need somebody to execute it to make the dress you're going to receive match the idea you had.

41:08And I think that's where people are losing the plot is that I said this to the students too. And back to Jeremy's point, I also met a designer recently, very talented designer. He does luxury dresses that are like$20 ,000. And I was asking him how his business is doing. And he said, cashflow is tough because sampling is expensive. So I said, why do you have to sample dresses that cost$20 ,000? That sounds so silly to me. And he's like, well, these high profile customers, they want to see something that they can touch and understand and then they'll decide if they want the beading on this side.

41:36And I'm like, would you be open to using AI to do that? And he's like, AI can never replace me, girl. And I said, no, no, no, it's not replacing you. It's going to replace all that wasted time that you show them what they don't like. So the real thing that they will like will come from you, but you're going to learn what they don't like faster versus wasting time making all these prototypes they don't like. And then he paused for a second and he's like, oh. I'm like, yeah, it's never going to replace you. But it would replace all the waste that you're doing in terms of time, bids, resources. And he's like, well, if you're going to teach me, sure.

42:06And I'm like... Diara, you know who's going to replace him. This actually, this is, we're saying the same thing, but coming at it from different angles. Henrik, it's true what you're saying, that there's a democratization element. And it's also true what Diara started out by saying, which is that the people who are primed to leverage the technology the most, who are primed to be the most augmented, are ironically the most resistant. And what you should have said, Diara, to this guy is, AI is not going to replace you. Now, someone like you, who's AI native is going to be the person who sells the next$20 ,000 dress.

42:39And if you don't disrupt yourself, for sure, someone who's AI native will. But you have this$20 ,000 dress designer as all of the requisite context and expertise. But let me throw a counter to that argument, Duren, because I agree, but I cannot, As we know, some models work basically where they output something, and then you have the version model that basically kind of decides, right? And so the way that we create, for example, imagery of people who look at something is that the model will create a gazillion versions, and then another model will say that one's like a human. Now, it's not difficult to imagine a world where I let out a bunch of agents that just design stuff.

43:22And not just one design here, and I don't have tastes in the same way that there are. has so i'll just create thousand of them and then i'll put them on facebook and facebook's model will basically put a few of them in front of it and so then suddenly something will kind of happen because there will be a thousand different versions and one of them by chance is going to resonate with some people maybe and so there you could have a scenario where suddenly you have taken the human element of it because you basically just create it kind of like the math model of saying if you create a thousand dresses then you'll find customers on the internet if you show it to enough people yeah and i i think that's valid the problem is that if you make that really at scale then the whole world is going to be creating a thousand dresses that are going to start being very similar because you know all these air models kind of think the same way and what's going to stand out is that craft person who knows how to create a dress that is not yet trained because they are thinking outside of the box.

44:25And I think back to Jeremy's point, if that person amplifies themselves with AI, they would be unstoppable. So I think when I went to the school, that's what I was telling them. I'm like, AI is not going to replace you. It's going to amplify you and make you so unstoppable because now everybody has the same tools, but your advantage of having gone to fashion school or having taste or understanding creations or trends makes you even, I feel like AI is a level playing field, but it only amplifies what you are already. It's going back to the Ironman space suit. We talked about this with Nick Thompson, the CEO of The Atlantic.

44:55It's like your underlying strength matters, Henrik. You and I both know this. So AI can 10x anybody, but do you want to be 10x on your 100-pound bench press or do you want to be 10x on your 300-pound bench press? Exactly. And if you're able to do more, if you're able to process more, if you have more taste or whatever, then you are a person. Now, by the way, a human who's a hundred pound bench presser who gets 10X'd will outperform the 300 pound bench presser who refuses, who resists the technology. I think that's what's happening. That's what they are looking at right now. You have the very talented designers who are like thousand pound bench pressers.

45:35And then over time, if they don't upskill and use technology to their advantage, the hundred pound bench presser can be 20X in front of them. You know what's daunting on me? I think what people, when they get scared, when they get angry, I wonder if people are just getting angry. It's basically the imposter syndrome that gets them scared. What they're really saying is, I might not have the originality that allow me to use my taste to pick something that is truly original. And so what I have right now is the note that it's technically difficult to do this. and when everybody quote-unquote can do it then i might just be every yoker and there for somebody else and that makes me angry yeah and i think there's also another element and this came up in schools it was the fact that the students were saying like they were very happy about the examples of how i'm using ai because i shared the whole sustainability and waste and like a decision it's more like an operating system for me it's not replacing creativity it's like operationalizing it so that it makes sense.

46:37And a lot of the students were saying what was hard for them at first was that they go to school for four years to study something and that somebody who didn't do that training can just go press a button. And I could understand that frustration. Like, I think it's very logical to feel that way. And I think the reframe was, now you have four years ahead of those people of knowledge that if you go and do the training of what they do, you're going to amplify even more than them. And that's kind of how I got them to be excited, to be like, okay, how do we start? And I think it has to be, back to your original question, what's going to make this industry shift?

47:12It has to be at the very beginning. It has to be in education. Like the teachers at these fashion schools need to amplify. And I met a teacher at FIT actually, who's trying to do that. She created a course called AI and Ethics in Fashion Design. You know, she asked me to come and support a bit. I didn't really have the time, but I really liked what she was doing because a lot of these teachers are also from an older generation. where the sketching and the craft, they even reject, like, some of them reject using computers to render things, even outside of AI, because the craft is about the touching and the art and the magic.

47:40And I think it has to start at the schools because that's where people's minds get shaped. As a former teacher, what happened in the classroom is what you believe in. And I think if your teacher can amplify you and tell you, hey, you're amazing as you are, imagine how much you can amplify that awesomeness and nobody can take that from you. But yes, it's like the person who goes to the gym every day and trains is going to outperform you eventually, no matter how fit you are if you don't do anything about that fitness. So I think it has to start there. And I also think in terms of the industry, I'm thinking about it both ways.

48:10As a matter of fact, my last experiment, which I want to share, is the one that I'm working on right now, which is how do I operationalize all the things I've been learning with Diarablu and all these experiments and turn them into a product and a separate company that allows other brands to just leverage it. And I've been really thinking about how do I do it in a way that's still human, that feels empowering, that has the right values, but it's also built by the right team. And as I'm thinking about it, I'm like, if I do this, who am I proposing it to? Is this a tool that I sell to like a Nolsham or Bloomingdale's because they have the volume and they can make the noise?

48:41Or is it something I go and bring on TikTok to all these small creators who are starting out and give them an opportunity to just launch a fashion brand from their bedrooms? And I've been thinking about it a lot. And I'm quite, to be honest, I'm still like ideating on the best way and who needs it? Because the established brands already have their systems. They are traditional, old, and wasteful, but that's what they know. So my way of testing this is now, like this experiment I just showed you when I 30x my wholesale volume with this retailer, I want to use that as a case study to other retailers and see who bites, and then use that as an opportunity to have this conversation with them, just like I'm having on this podcast, and really share.

49:18Just so you know, these are the experiments I've been running. I know all the pain points they all have. It's all waste. It's all cash flow. everybody's trying to guess what people are going to want in six months all the time which is the serious thing because people don't even know what they're going to want tomorrow but like you make decisions billions of dollars lots of ways based on guessing what people are going to want in six months and then six months later you realize you are a little bit wrong and things go on sale anytime you see a sale it means people were wrong with the guessing we were wrong we we forked our models off we were very wrong we're going to go 50 we are super wrong we're going to go on clearance 80%.

49:52So I want to have a conversation and see who's resonating with it and understand how to shape it. But I genuinely, in this last five years of doing these experiments and learning, and I think back to what Jeremy said, I'm a sponge and I just absorb everything. I'm seeing the problem and I'm also very much aware of the solution because I've solved it for myself. I'm solving it every day and hurting myself sometimes but I want to solve it at scale now. And I think that's my new challenge. Yeah. professor i have two hands raised so as everybody knows diara was my former student who's now my hero and professor and i'm asking you may i take the mic as a professor for a moment here diara because you're my teacher now i want to flip the roles and maybe it's obvious to you i can't help but say like go will you go back a few slides here even in your presentation yeah let's see because i want to i want to show you something um go back back back back back to the to the poll one more I think or yeah there Diara I hope I'm gonna give you a gift right now what is the equivalent of doing this to make that decision should you give this tech to Nordstrom or to TikTok creators I wonder if you already have the instincts and ability to pre-sell and to pre-gauge the market to answer that question.

51:17Oh. You're saying to Paul. Diara, you already know how to do it. Now just do it for a different product in a different market. Oh, okay. You just, okay. Now I feel like I need to turn the camera off and start making a happy day. I'm just having an aha moment, but it's being captured on camera and it doesn't look pretty. Mm-hmm. Well, okay, Jeremy, we have a call at 2 p.m., so we're going to talk about this. All right. All right. Hey, I'm just saying once, you know. Yeah. It feels like you have the keys to the answer to this question actually in your hand uniquely. Yeah. And you hadn't thought about connecting the two.

52:00We could go on and on forever, obviously. Is there anything that we didn't cover? I know you had prepared a few examples, but is there anything? I would love, maybe we could end on this because it's an interesting personal note, and then we should wrap just out of the interest of your time and also listeners. We've heard from folks, they love it, that these conversations usually don't go beyond an hour. So that's something we try to stick with. But tell us about burnout, mental health, sustainability, because I think for a lot of people when they hear, you can do more, you can do more, you can do more.

52:28It's like, oh, that sounds like a recipe for disaster. Can you talk about how you maintain peace and health and vibrancy in the midst? You've also, I think on our last conversation, you mentioned how you're pulling more all-nighters than ever before because you're just so stinking excited, right? So what does it look like? What is sustainability personally, not just from a fashion brand perspective, but from a human perspective, what does that look like in the age of AI? I think it's been proved quite a bit. You remember last time we had a conversation, I was telling you how I'm not sleeping and I'm so excited.

52:59It was like, I'm on a creative high all the time while also having real operational job to do. And it was really hard to navigate. on one hand I'm excited I'm testing all these things and I feel like I'm unstoppable but on the other hand my brain is just tired and I'm like overloading the team with all these experiments and no structure and they're all over the place and this year I was like you know what I want these systems to actually work not just for the company and for the industry but for my own health and this is the first year in my life that I feel like I'm a healthy balanced person like I I have been actively working out more.

53:34I've lost 15 pounds this year, building muscles. I'm eating better. I'm traveling less, which is before I used to associate traveling with like, I'm killing it. I'm adrenaline on a plane on this and that. I've said no to so many things. And last time I missed the podcast because I was pulling an all-nighter doing a photo shoot in South Africa. Before, I would want to be everywhere. And I'll show you how I use AI to get more sleep now. is that I find really good people around the world who can do, for example, the creative stuff. Directing a photo shoot requires me to be there. Like I'm the creative director.

54:04I know how they want to pause. But now I'm like, I'm going to leverage these people who are way smarter than me at executing because I'm not a good executor when I'm in the creative space. And this was the villa we got in South Africa and I was directing the shoot. And I was like, I can pull an all-nighter, which is not the healthiest thing to do. Or I could waste two weeks of my schedule flying to South Africa, being off in terms of time zone, having to mess up my diet, my exercise, be off with my work, and then just for a photo shoot. So I chose all-nighter was better. So I still didn't all-nighter, missed the podcast as a result.

54:36But this is how I was directing it. I was literally drawing six stick figures in different places of the villa with the pauses I wanted, and then using my AI renders of my models. This is not real. To explain to them, this is how I want her to stand, where this is how I want her to pause when she sits with the stick figure. It was very silly, but it worked. Look, these are the final images. there's way more but like just to show you an example i did not go to south africa i did this shoot in 10 hours from my bedroom and ai was helping me live give them exactly what i wanted in terms of pauses and it wasn't even a zoom call it was on whatsapp so i'm a whatsapp group there's a person in the shoot who's meant to be the whatsapp person and she's just live taking photos of what's going on and sending it to me live and i'm just plugging it into this mid-journey chat gpt creating videos movements and just giving them the feedback but i didn't have to mess up my sleep or get on a flight.

55:25Yeah, that's so cool. You know, it reminds me of something that Virgil Abloh said once. He was talking about designing from his iPhoto. Yeah, his iPhoto. Yeah, he's saying my iPhoto is the way that I design. And he said, I'm constantly, I'm just marking stuff up with my finger and I'm sending it to the team. Because I'm like, if you think about it, what is design? It's translating a language of things that you see for other people to construct and show to the world. And I think we overcomplicate it sometimes with all these steps like The magic is in the seeing, is in the vision. Nobody's going to ever replace that.

55:58Like you can go to South Africa and directly shoot, your images will be completely different from me. But I realized that my biggest blessing is my ability to dream and see beauty in things that people might not see. But now I get to capture that in a healthier way. And yeah, I'm like as much as I can automate things, delegate them, train people to do them better and just kind of have more, I'm not going to say ease, I work a lot still, but I'm a little calmer and I prioritize my health way more than I used to before. Like I'm not trying to do everything all the time at all times anymore. And I find it possible with a lot of these AI tools have helped me quite a lot and helped my team too.

56:39So yeah, I'm excited for the next chapter. I'm excited for this new company I want to build. I'm terrified because I know how hard building something is. And I'm really trying to think, how do I build something now differently where I optimize for, I mean, of course, you want to optimize for the typical things that companies optimize for. But how can I also optimize for joy and like ease, peace while doing these things? Like how do you build the next big company? But differently, that's been my big philosophical questions lately. And we'll have you back on in another 18 months and you can share.

57:15Probably about a new company. We'll see. Brilliant. okay jeremy ottley dude jeremy ottley that's henrik's uh jeremy uh eleanor rigby remix gray album what would you call it that okay so if danger mouse created the gray album as the mashup between the white album and the black album you're more of a green guy than than the black so like what would your mashup be would it be the lime album i don't know i'll take the lime I think that back to business though, professor. Diara, I mean, first of all, I love students who become heroes and Diara certainly fits the bill. Student who's become a hero, just incredible founder.

57:58I mean, when we talked to her 18 months ago, she was ahead of the curve and I think she's only stayed farther ahead of the curve now. She's just, she's accelerating, which is really exciting. And to hear some of her more recent updates are super fun. And you know, one word that she used, which I loved and I wrote down to talk with you about later is the word yet. Yet. She said that at the beginning, right? I can't do that yet. And that I have found is a hallmark of a growth mindset. You talk about this whole, the classic kind of growth versus fixed mindset. One of the ways it's manifested as I understand it is use of the word yet implies someone has the expectation of progress.

58:37And I just love that she started there because so much of her personality and potential gets unleashed by that sense of she is someone in motion making progress. And I think for anybody who feels stuck adding the word yet to your statements, especially about your abilities, I can't launch a fashion design company yet is a totally different posture. anyway yeah that's that's one word that i think has enormous uh power i mean like we talk a lot about experimentation on the podcast i think sometimes it's as we talked about in the conversation here sometimes it's misused a little bit because it's kind of like becomes the excuse for mediocre kind of like ideas and and a little bit like also just you know i was just testing so i think there's two things which if we double click on the experimentation part i thought was interesting the one thing is that she kind of talks about how she's helping specifically some of our junior folks with the origination which i think is interesting because i think there's been like this kind of business practices for many years was like you know i'll just set overall goals and i'll just let my team do that thing right and you get the sense that yara is like active in her brainstorm and probably even has like a strong voice i would imagine too but on the flip side i think she also is aware of her abundance of ideas and you know she talks about how she's like i don't know if she said they used all over the place but she used kind of terms realizing that she kind of has a lot of ideas and a lot of stuff going on and so she asked her staff to help manage output right which is obviously a very kind and not very forceful approach and so i thought there was an interesting dualism in her approach to experimentation which is it's okay to be somewhat explicit with some of the ideas that you have for what people should experiment with but there's also kind of like a stand what you can say but i realize i also say a lot of different things and maybe i'm just saying all this because it resonated a lot with me so you have to manage me back when i come with 10 different things that you can't kind of like run experiments on maybe just manage me back and saying you know hey here's the two things i heard that i like the most from all these ideas you had and those are the ones i'm going to test for next sweet.

1:00:52Yeah. I love the fact that the culture of experimentation leads people to be excited about sharing ideas. She mentioned, you know, her operations lead who's going, oh, you got to see this. I'm creating this tool. But having that leading with that kind of attitude has a ripple effect on others that they start sharing work in progress. They start sharing ideas that are maybe outside of their lane. And it has a really fabulous impact on culture when the founder is the kind of person who says, you actually manage me. It allows other people, I think, to have that attitude too, which I thought was cool.

1:01:29I saw this beautiful episode. I'm a huge fan of Anthony Bourdain's. And he have an episode where he goes to Denmark to visit Noma. And this is an old episode, obviously, because he's not been here for a lot and in that episode there's a scene where they after final close of the restaurant which probably is like 11 o 'clock midnight every week all the chefs at the restaurant stay back and they show different things that they have like different ideas they have like experiments and they do it in front of everybody else and then they talk about them and renee who owns the restaurant, then critiques it.

1:02:09And what was also beautiful is after that, so one is like this whole kind of idea, we're all here to try to come up with great things and do great work. Now at one point, Anthony Bonin says, what are you going to do? Are you then going to put, like, if somebody does something really well, are you going to put it on the menu? And he goes like, of course not. He goes like, what do you mean? He goes like, well, this is their dish. This is not my dish to put in my restaurant. This is their dish to put in whatever they want to do, right? Which I thought was like such a beautiful thing that they were not out there to mine new ideas to just make his restaurant better they were here for the intellectual interestingness of trying to come up with great stuff and then when they came up it was theirs to keep which i thought was like such an interesting stuff and so i think there's also the idea which kind of made me think more about as business owners we should probably allow people to experiment more with their own things like have their own side project they're working which they should be allowed to be just theirs because that by experimenting something that is just theirs they probably lean even more into it and then i'm sure they'll come up with ideas then that is useful for the business but doesn't have to be that direct idea that they kind of were talking about you know one of the things that i wrote down this is kind of like a mantra but i wrote down your life is your preparation and there's something to the conversation we were having about folks being intimidated maybe by how fast younger people are getting up the learning curve.

1:03:36We talked about the experienced designer who's gone, wait, the person who can lift 300 pounds, but somebody can only lift 100. If AI is going to be 10Xing them, they're going to be able to outperform. And Diara's comment that you've already done the hard work. Learning how to collaborate with AI is actually not the hard work. You have done the thing that can't be replicated. You've got, you're able to bench 300 pounds right now. Imagine what will happen if you could unleash. And I just, I really liked that, that kind of, that felt like a very uplifting statement. Like your life is the training.

1:04:11You've been training. Now use AI to get the supercharge, use AI to get the uplift, the augmentation. That was really cool. And the last thing that I wrote down that I thought was kind of interesting is just this validating of the novice perspective or the kind of naivete. As you know, I'm a glutton for kind of origin stories of innovation. And so many great origin stories come from the person who doesn't know that it shouldn't be done that way. And Diara said, that's one thing she said is like, I did this because I didn't know I wasn't supposed to, you know? And you said, I mean, it seems like that's the way that everybody should do it.

1:04:47And she goes, well, that's not how the industry does it. And the only reason I did it is because I didn't know you weren't supposed to. And I think that that just vindicating and validating, sometimes not knowing is really important. So is acquiring knowledge and apprenticeship and all that stuff. It's these things, they seem to contradict, but they don't. That your naivete or your fresh perspective is sometimes a tremendous advantage to see an existing system in a new way. And there are tons of examples of this throughout the history of innovation. I just love seeing it before our eyes with how she's disrupting the fashion industry.

1:05:24The last thing I added, which I think is building on that is this kind of like world that I think started way back in making an easy landing page day where, I mean, I remember the first BarkBox we did, that was just a Photoshopped kind of box, right? Like there wasn't really a BarkBox at the time where I went out to a dog park and tried to sell it to people with my co-founders now obviously now you can just render that very fast you can make a website all these different things and so i wrote this post a long time ago about morality versus virality about where do we as founders feel we have a responsibility to the people that we are asking to serve the customers and what's nice about this example is that she already have the raw material she already have to your point the system on which she can make this thing come to life and so she feels very comfortable that she can actually go out sell it and then actually deliver on it but some people without her ethics might not kind of feel like what and so i am curious and scared and inspired by this whole next two or three years where I think the internet just will be filled all this stuff that is rendered and we all will have to figure out how we navigate in this world.

1:06:43Like as founders for sure, because we will need to, we'll get tempted to just. Stewardship, yeah. And then I think there, as we talked about in the premise of the book and all that stuff is relationship capital, like authenticity and authority and being a trusted partner is something that's going to matter a lot. Therefore, hopefully people will gravitate to it because the internet will also be transparent. So if you're somebody who just renders stuff and then don't deliver, you're going to have a short career. Well said, Henrik. Well said. Sounds like you wanted to stop the podcast. Well said.

1:07:17As in like, can I go now? No, but I love, we got to keep that part in because that's hysterical. But the, you know, it's funny, Henrik, you saying that is collaborators mind at Stanford for years. Because like you're, if you're in the middle of a lecture or whatever, sometimes you can lose track of time and a shorthand that we used to use on stage was if while the other person is speaking you say that's really interesting what that meant was shut up we've got to keep going you know what we do you feel like and like you use it a few times you're like that is really interesting yeah like you know that means to be quiet we have at pre-hype uh it's just this coming incubator product studio i worked in for a long time we had this phrase called elmo which i think i ponder my philip kind of came up with which is short for enough let's move on and so he would just go like you know i'm gonna throw an elmo here so the very kind of non-threatening way was basically like please shut up that's good there you go oh we're elmo we're elmoing it until saying thank you elmo until further notice so until then thank you so much for listening in And as ever, do you want to do the begging today, Jeremy?

1:08:33Begging. Begging, pleading. For likes and subscribes and all that. Yeah, just do it. Do the thing. Do the thing that you know. By the way, I did notice on Apple Podcasts, we got a rude comment recently, which I would love to bury. So maybe we say the code word is bury the rudeness. and if you've made it this far and you haven't ever written a review, we need your help to bury the rudeness that is currently at the top of Apple Podcasts. And with that, bye-bye.

From the publisher

Diarra Bousso returns to Beyond the Prompt to share how she's reprogramming the fashion industry using AI, math, and a relentless spirit of experimentation. From selling AI-generated products before they exist to cutting out waste and wait times, she walks us through a radical new approach to design and operations.

She explains how her team uses scientific rigor to test marketing ideas, create on-demand collections, and rethink the traditional fashion calendar. Diarra also opens up about the origin of her experimental mindset, which began during a year of recovery after a life-changing accident, and how that philosophy now shapes her leadership.

The episode wraps with reflections on sustainability, mental health, and what it means to build a joyful, human-first company in the age of AI. Diarra shares how she’s using AI not just to scale her business, but to reclaim her time, and why her next venture might bring these tools to creators everywhere.

Key Takeaways

  • Experimentation is the foundation
    Diarra treats her entire business as a lab. Every idea is a test, and her team is trained to think in hypotheses, measure results, and adapt quickly.
  • AI enhances human creativity
    She sees AI as a creative partner, not a replacement. It helps her move faster, make smarter decisions, and focus on the parts of design that require real taste and vision.
  • Sell before you build
    By testing AI-generated designs with customers before making anything, Diarra unlocks cash flow, cuts waste, and sidesteps the long timelines of traditional fashion.
  • Sustainability starts with the founder
    Diarra applies the same mindset to her own life. She’s using AI to reclaim time, reduce burnout, and build a business that supports health as well as growth.

Website: diarrabousso.com
DIARRABLU: diarrablu.com

00:00 Intro: AI-Driven Fashion
00:13 Meet Diarra Bousso: Founder of DIARRABLU
01:43 The Power of Experimentation
02:00 A Life-Changing Accident and Recovery
04:40 Embracing a Culture of Experimentation
06:13 Scientific Approach to Business
09:48 Empowering the Team
15:03 AI in Fashion Design
18:36 Revolutionizing the Fashion Industry
28:09 Traditional vs. Digital Fashion Models
32:18 Embracing AI in Fashion Design
32:49 Collaborating with Retailers Using AI
35:06 AI's Role in Prototyping and Design
36:58 The Future of AI in Creative Industries
39:14 Navigating Resistance to AI
48:10 Operationalizing AI for Efficiency
52:18 Balancing Innovation and Personal Well-being
57:19 Debrief

📜 Read the transcript for this episode: Transcript of How The Worlds Leading AI-first Fashion House Flips The Cash Flow Equation with Diarra Bousso

 

For more prompts, tips, and AI tools. Check out our website: https://www.beyondtheprompt.ai/ or follow Jeremy or Henrik on Linkedin:

Henrik: https://www.linkedin.com/in/werdelin
Jeremy: https://www.linkedin.com/in/jeremyutley

 

Show edited by Emma Cecilie Jensen. 

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