Turning Style Challenges into Smart Wardrobe and Personalization Solutions
Strategy
Product Design
Visual Design
Service Design
As the founding lead designer, I partnered with the co-founders to bring an AI-powered vision to life—driving strategy, UX/UI, and visual storytelling from concept to launch. Collaborating across product, data, and engineering, I led the 0–1 design process that shaped the brand, business ideas, platform, and service experience from research through MVP growth.
overview
The men’s online apparel market represents a $60B opportunity, yet most rental services focus on women. Early demand had surfaced within the tech industry, but broader interest in rental + subscription models for menswear and AI-assisted styling required further exploration and validation.
Outcome
A unique styling and rental SaaS platform that blended AI-driven personalization with human expertise. The product grew through pilot testing into a trusted service that empowered customers to explore their style with confidence and ease.
Timeline
May 2020 - Aug 2021
Industry
Circular fashion
E-commerce,
B2C SaaS
Team
UX strategies and architect
UI Visual and interaction Design, Design system
200+
First-time subscribers
/ Recorded 4 months
800+
style quiz filled /
4 moths
8 / 10
NPS score
$2.3 M
Founded by Bling Capital
Approach
Discovery research:
After conducting initial ethnographic interviews with target audiences—men aged 22–45 living in cities who shop for or rent clothing online—I applied the insights using the Outcome-Driven Innovation framework to design a survey study. The survey evaluated 16 hypotheses across key value propositions such as personalization, cost-effectiveness, brand preference, variety, and time efficiency.
This case study will be focusing on:
Style me (34.8%) — customers valued reducing the effort of figuring out what to wear but look good.
Survey duration: One month; Participants: 147
Goals
How might we capture just the right amount of input to deliver personalized clothing recommendations and adapt to users’ evolving preferences with every swap?
While many women’s rental subscription services encourage exploration, our users valued efficiency—spending less time browsing and avoiding the hassle of styling match. We aimed to design an adaptive recommendation experience that balances minimal user input with continuous learning, evolving to reflect each user’s changing moods and occasions. User should feel effortless and confident in styling themselves.
Competitive analysis on style tech & data collection approach
I researched emerging technologies in digital styling, analyzed onboarding flows across personalization platforms, and interviewed stylists to learn what information truly matters. We learned that effective personalization isn’t about collecting more data—but the right data.
Ideation
In order to personalize the styling experience to curate right options to user, we brainstormed numerous ideas, and I created different fidelity level of prototypes to gather user feedback.
In order to personalize the styling experience to curate right options to user, design and product team brainstormed numerous ideas for learn user information, and I created different fidelity level of prototypes to gather user feedback.
Chat Assistant
The AI chatbot concept was deprioritized early as back & forth message was inefficient for the first time customer experience. We later had chatbot plug-in to the site for continuous customer support.
Like/Unlike preference
Base of user's visual preference to update recommendation. Primary feedback thought this was inventory-based styling and still relied on user to make the selection effort.
Quiz
Being part of the marketing site I design, we launched the led generation site and tested the quiz approach which later was extented solution from this and adopted learnings from other concepts.
New journey - Smart styling and personalized wardrobe to receive first box
Through multiple user flow iterations and insights from rapid prototype testing, we redefined the experience to align with primary male users’ mental models—building a trustworthy styling service with AI recommendations embedded throughout the journey.
Solution and testing
As part of onboarding, users completed a style quiz and could opt for a personal styling consultation. Testing revealed that the consultation wasn’t a disruption to the digital journey—it was the most valued feature, with every test participant choosing to use it.
Service/customer experience iteration
We piloted the full journey—from sign-up to swap cycle—to test our hypothesis for the next swap, return, and keep/purchase the item.
I facilitated cross-functional workshops using a service blueprint to align teams on customer insights and prioritize improvements. This iteration enhanced swap flow, tracking, notifications, and feedback collection.
Subscribed customers appreciated the streamlined experience, making it easier to manage rental orders, view recommendations, and track items with clear status updates.
Image is blurry to not disclose details
Brand IDENTITY AND design system
As part of the 0-1 building process, I created the logo and established the visual identity in close collaboration with the co-founders, head of marketing, and marketing designer. The resulting brand book defined the company’s look, feel, and tone across the customer experience. To ensure consistency and scalability for user interface, I built a system of modular design components that served as a cross-team reference for designers and engineers. As design manager, this system streamlined collaboration and reinforced a cohesive brand presence across all touchpoints.
Result
The responsive web app quietly launched in Feb 2021 and began public promotion in March, followed by the Progressive Web App (PWA) for iOS and Android a month later. While the initial launched product wasn’t perfect and we only served Medium size, we secured over 800 of interests request. Overtime it successfully served a growing customer base, becoming part of their special occasions, everyday confidence, and playful exploration of personal style.
200+
First-time subscriber
/ Recorded 4 months
800+
style quiz filled /
4 months
8 / 10
NPS score
$2.3 M
Founded by Bling Capital
“ I found myself in a slump and in need of “leveling up” my clothing game. Too often I found myself “settling” and being comfortable just wearing the “same old thing.” I was in need of some help. Taelor was just the thing. With their smart system of matching your style and mixing in new things to try, I always found myself feeling confident and rejuvenated with my outfit. Taelor matches you with a personal “stylist” that is very responsive to your needs, and always just a text away.”
Customer feedback
Selected media coverage:
"Taelor presents a hybrid model, one borrowing from the artificial intelligence-fueled, stylist-guided one used for subscription boxes and providing access to higher-quality ... brands."
"Taelor presents a hybrid model, one borrowing from the artificial intelligence-fueled, stylist-guided one used for subscription boxes and providing access to higher-quality ... brands."
"Taelor presents a hybrid model, one borrowing from the artificial intelligence-fueled, stylist-guided one used for subscription boxes and providing access to higher-quality ... brands."
Rental and resale are both considered key components for circular fashion. But compared to resale, rental’s luxury endorsements have been slow-going.
Rental and resale are both considered key components for circular fashion. But compared to resale, rental’s luxury endorsements have been slow-going.
Rental and resale are both considered key components for circular fashion. But compared to resale, rental’s luxury endorsements have been slow-going.
Reflection & Takeaways
Building a product from the ground up—and sustaining it with limited resources—was a powerful experience that stretched both creativity and execution. It was both fun and rewarding to connect digital and physical touchpoints into a cohesive customer journey. Here are a few high-level takeaways from a product design perspective:
Human-centered AI personalization: As we refined our data-driven personalization, I focused on balancing machine recommend with empathy—ensuring that even as AI evolves, human interaction remains essential to creating genuinely exclusive for personalization context.
Minimum viable product: I designed multiple concepts and features, some of which were paused and switched to built from existing tools due to technical and time constraints—an expected part of a startup environment. Staying flexible yet focused on core customer value helped the team prioritize effectively and build momentum step by step.
Inclusiveness : While the initial focus was on menswear, we built personas that also represented anyone interested in wearing men’s clothing. This inclusive mindset shaped our language, visuals, and UX writing across the app and marketing, ensuring the experience felt welcoming and relevant to all users.
Accelerating Interactive Idea Exploration [Edit 2025]: Revisiting this project during my portfolio redesign reminded me how much creativity can now be unlocked through current-generation AI tools. I see exciting opportunities to push beyond past limitations, especially where technology, personalization, and emotion intersect in shaping modern fashion experiences.
This case study highlights just some facets of the work. If you’d like to explore more of the story, let’s connect!
This case study highlights just some facets of the work. If you’d like to explore more of the story, let’s connect!
This case study highlights just some facets of the work. If you’d like to explore more of the story, let’s connect!
More Projects
Turning Style Challenges into Smart Wardrobe and Personalization Solutions
Strategy
Product Design
Visual Design
Service Design
As the founding lead designer, I partnered with the co-founders to bring an AI-powered vision to life—driving strategy, UX/UI, and visual storytelling from concept to launch. Collaborating across product, data, and engineering, I led the 0–1 design process that shaped the brand, business ideas, platform, and service experience from research through MVP growth.
overview
The men’s online apparel market represents a $60B opportunity, yet most rental services focus on women. Early demand had surfaced within the tech industry, but broader interest in rental + subscription models for menswear and AI-assisted styling required further exploration and validation.
Outcome
A unique styling and rental SaaS platform that blended AI-driven personalization with human expertise. The product grew through pilot testing into a trusted service that empowered customers to explore their style with confidence and ease.
Timeline
May 2020 - Aug 2021
Industry
Circular fashion
E-commerce,
B2C SaaS
Team
UX strategies and architect
UI Visual and interaction Design, Design system
200+
First-time subscribers
/ Recorded 4 months
800+
style quiz filled /
4 moths
8 / 10
NPS score
$2.3 M
Founded by Bling Capital
Approach
Discovery research:
After conducting initial ethnographic interviews with target audiences—men aged 22–45 living in cities who shop for or rent clothing online—I applied the insights using the Outcome-Driven Innovation framework to design a survey study. The survey evaluated 16 hypotheses across key value propositions such as personalization, cost-effectiveness, brand preference, variety, and time efficiency.
This case study will be focusing on:
Style me (34.8%) — customers valued reducing the effort of figuring out what to wear but look good.
Survey duration: One month; Participants: 147
Goals
How might we capture just the right amount of input to deliver personalized clothing recommendations and adapt to users’ evolving preferences with every swap?
While many women’s rental subscription services encourage exploration, our users valued efficiency—spending less time browsing and avoiding the hassle of styling match. We aimed to design an adaptive recommendation experience that balances minimal user input with continuous learning, evolving to reflect each user’s changing moods and occasions. User should feel effortless and confident in styling themselves.
Competitive analysis on style tech & data collection approach
I researched emerging technologies in digital styling, analyzed onboarding flows across personalization platforms, and interviewed stylists to learn what information truly matters. We learned that effective personalization isn’t about collecting more data—but the right data.
Ideation
In order to personalize the styling experience to curate right options to user, we brainstormed numerous ideas, and I created different fidelity level of prototypes to gather user feedback.
In order to personalize the styling experience to curate right options to user, design and product team brainstormed numerous ideas for learn user information, and I created different fidelity level of prototypes to gather user feedback.
Chat Assistant
The AI chatbot concept was deprioritized early as back & forth message was inefficient for the first time customer experience. We later had chatbot plug-in to the site for continuous customer support.
Like/Unlike preference
Base of user's visual preference to update recommendation. Primary feedback thought this was inventory-based styling and still relied on user to make the selection effort.
Quiz
Being part of the marketing site I design, we launched the led generation site and tested the quiz approach which later was extented solution from this and adopted learnings from other concepts.
New journey - Smart styling and personalized wardrobe to receive first box
Through multiple user flow iterations and insights from rapid prototype testing, we redefined the experience to align with primary male users’ mental models—building a trustworthy styling service with AI recommendations embedded throughout the journey.
Solution and testing
As part of onboarding, users completed a style quiz and could opt for a personal styling consultation. Testing revealed that the consultation wasn’t a disruption to the digital journey—it was the most valued feature, with every test participant choosing to use it.
Service/customer experience iteration
We piloted the full journey—from sign-up to swap cycle—to test our hypothesis for the next swap, return, and keep/purchase the item.
I facilitated cross-functional workshops using a service blueprint to align teams on customer insights and prioritize improvements. This iteration enhanced swap flow, tracking, notifications, and feedback collection.
Subscribed customers appreciated the streamlined experience, making it easier to manage rental orders, view recommendations, and track items with clear status updates.
Image is blurry to not disclose details
Brand IDENTITY AND design system
As part of the 0-1 building process, I created the logo and established the visual identity in close collaboration with the co-founders, head of marketing, and marketing designer. The resulting brand book defined the company’s look, feel, and tone across the customer experience. To ensure consistency and scalability for user interface, I built a system of modular design components that served as a cross-team reference for designers and engineers. As design manager, this system streamlined collaboration and reinforced a cohesive brand presence across all touchpoints.
Result
The responsive web app quietly launched in Feb 2021 and began public promotion in March, followed by the Progressive Web App (PWA) for iOS and Android a month later. While the initial launched product wasn’t perfect and we only served Medium size, we secured over 800 of interests request. Overtime it successfully served a growing customer base, becoming part of their special occasions, everyday confidence, and playful exploration of personal style.
200+
First-time subscriber
/ Recorded 4 months
800+
style quiz filled /
4 months
8 / 10
NPS score
$2.3 M
Founded by Bling Capital
“ I found myself in a slump and in need of “leveling up” my clothing game. Too often I found myself “settling” and being comfortable just wearing the “same old thing.” I was in need of some help. Taelor was just the thing. With their smart system of matching your style and mixing in new things to try, I always found myself feeling confident and rejuvenated with my outfit. Taelor matches you with a personal “stylist” that is very responsive to your needs, and always just a text away.”
Customer feedback
Selected media coverage:
"Taelor presents a hybrid model, one borrowing from the artificial intelligence-fueled, stylist-guided one used for subscription boxes and providing access to higher-quality ... brands."
"Taelor presents a hybrid model, one borrowing from the artificial intelligence-fueled, stylist-guided one used for subscription boxes and providing access to higher-quality ... brands."
"Taelor presents a hybrid model, one borrowing from the artificial intelligence-fueled, stylist-guided one used for subscription boxes and providing access to higher-quality ... brands."
Rental and resale are both considered key components for circular fashion. But compared to resale, rental’s luxury endorsements have been slow-going.
Rental and resale are both considered key components for circular fashion. But compared to resale, rental’s luxury endorsements have been slow-going.
Rental and resale are both considered key components for circular fashion. But compared to resale, rental’s luxury endorsements have been slow-going.
Reflection & Takeaways
Building a product from the ground up—and sustaining it with limited resources—was a powerful experience that stretched both creativity and execution. It was both fun and rewarding to connect digital and physical touchpoints into a cohesive customer journey. Here are a few high-level takeaways from a product design perspective:
Human-centered AI personalization: As we refined our data-driven personalization, I focused on balancing machine recommend with empathy—ensuring that even as AI evolves, human interaction remains essential to creating genuinely exclusive for personalization context.
Minimum viable product: I designed multiple concepts and features, some of which were paused and switched to built from existing tools due to technical and time constraints—an expected part of a startup environment. Staying flexible yet focused on core customer value helped the team prioritize effectively and build momentum step by step.
Inclusiveness : While the initial focus was on menswear, we built personas that also represented anyone interested in wearing men’s clothing. This inclusive mindset shaped our language, visuals, and UX writing across the app and marketing, ensuring the experience felt welcoming and relevant to all users.
Accelerating Interactive Idea Exploration [Edit 2025]: Revisiting this project during my portfolio redesign reminded me how much creativity can now be unlocked through current-generation AI tools. I see exciting opportunities to push beyond past limitations, especially where technology, personalization, and emotion intersect in shaping modern fashion experiences.
This case study highlights just some facets of the work. If you’d like to explore more of the story, let’s connect!
This case study highlights just some facets of the work. If you’d like to explore more of the story, let’s connect!
This case study highlights just some facets of the work. If you’d like to explore more of the story, let’s connect!
More Projects
Turning Style Challenges into Smart Wardrobe and Personalization Solutions
Strategy
Product Design
Visual Design
Service Design
As the founding lead designer, I partnered with the co-founders to bring an AI-powered vision to life—driving strategy, UX/UI, and visual storytelling from concept to launch. Collaborating across product, data, and engineering, I led the 0–1 design process that shaped the brand, business ideas, platform, and service experience from research through MVP growth.
overview
The men’s online apparel market represents a $60B opportunity, yet most rental services focus on women. Early demand had surfaced within the tech industry, but broader interest in rental + subscription models for menswear and AI-assisted styling required further exploration and validation.
Outcome
A unique styling and rental SaaS platform that blended AI-driven personalization with human expertise. The product grew through pilot testing into a trusted service that empowered customers to explore their style with confidence and ease.
Timeline
May 2020 - Aug 2021
Industry
Circular fashion
E-commerce,
B2C SaaS
Team
UX strategies and architect
UI Visual and interaction Design, Design system
200+
First-time subscribers
/ Recorded 4 months
800+
style quiz filled /
4 moths
8 / 10
NPS score
$2.3 M
Founded by Bling Capital
Approach
Discovery research:
After conducting initial ethnographic interviews with target audiences—men aged 22–45 living in cities who shop for or rent clothing online—I applied the insights using the Outcome-Driven Innovation framework to design a survey study. The survey evaluated 16 hypotheses across key value propositions such as personalization, cost-effectiveness, brand preference, variety, and time efficiency.
This case study will be focusing on:
Style me (34.8%) — customers valued reducing the effort of figuring out what to wear but look good.
Survey duration: One month; Participants: 147
Goals
How might we capture just the right amount of input to deliver personalized clothing recommendations and adapt to users’ evolving preferences with every swap?
While many women’s rental subscription services encourage exploration, our users valued efficiency—spending less time browsing and avoiding the hassle of styling match. We aimed to design an adaptive recommendation experience that balances minimal user input with continuous learning, evolving to reflect each user’s changing moods and occasions. User should feel effortless and confident in styling themselves.
Competitive analysis on style tech & data collection approach
I researched emerging technologies in digital styling, analyzed onboarding flows across personalization platforms, and interviewed stylists to learn what information truly matters. We learned that effective personalization isn’t about collecting more data—but the right data.
Ideation
In order to personalize the styling experience to curate right options to user, we brainstormed numerous ideas, and I created different fidelity level of prototypes to gather user feedback.
In order to personalize the styling experience to curate right options to user, design and product team brainstormed numerous ideas for learn user information, and I created different fidelity level of prototypes to gather user feedback.
Chat Assistant
The AI chatbot concept was deprioritized early as back & forth message was inefficient for the first time customer experience. We later had chatbot plug-in to the site for continuous customer support.
Like/Unlike preference
Base of user's visual preference to update recommendation. Primary feedback thought this was inventory-based styling and still relied on user to make the selection effort.
Quiz
Being part of the marketing site I design, we launched the led generation site and tested the quiz approach which later was extented solution from this and adopted learnings from other concepts.
New journey - Smart styling and personalized wardrobe to receive first box
Through multiple user flow iterations and insights from rapid prototype testing, we redefined the experience to align with primary male users’ mental models—building a trustworthy styling service with AI recommendations embedded throughout the journey.
Solution and testing
As part of onboarding, users completed a style quiz and could opt for a personal styling consultation. Testing revealed that the consultation wasn’t a disruption to the digital journey—it was the most valued feature, with every test participant choosing to use it.
Service/customer experience iteration
We piloted the full journey—from sign-up to swap cycle—to test our hypothesis for the next swap, return, and keep/purchase the item.
I facilitated cross-functional workshops using a service blueprint to align teams on customer insights and prioritize improvements. This iteration enhanced swap flow, tracking, notifications, and feedback collection.
Subscribed customers appreciated the streamlined experience, making it easier to manage rental orders, view recommendations, and track items with clear status updates.
Image is blurry to not disclose details
Brand IDENTITY AND design system
As part of the 0-1 building process, I created the logo and established the visual identity in close collaboration with the co-founders, head of marketing, and marketing designer. The resulting brand book defined the company’s look, feel, and tone across the customer experience. To ensure consistency and scalability for user interface, I built a system of modular design components that served as a cross-team reference for designers and engineers. As design manager, this system streamlined collaboration and reinforced a cohesive brand presence across all touchpoints.
Result
The responsive web app quietly launched in Feb 2021 and began public promotion in March, followed by the Progressive Web App (PWA) for iOS and Android a month later. While the initial launched product wasn’t perfect and we only served Medium size, we secured over 800 of interests request. Overtime it successfully served a growing customer base, becoming part of their special occasions, everyday confidence, and playful exploration of personal style.
200+
First-time subscriber
/ Recorded 4 months
800+
style quiz filled /
4 months
8 / 10
NPS score
$2.3 M
Founded by Bling Capital
“ I found myself in a slump and in need of “leveling up” my clothing game. Too often I found myself “settling” and being comfortable just wearing the “same old thing.” I was in need of some help. Taelor was just the thing. With their smart system of matching your style and mixing in new things to try, I always found myself feeling confident and rejuvenated with my outfit. Taelor matches you with a personal “stylist” that is very responsive to your needs, and always just a text away.”
Customer feedback
Selected media coverage:
"Taelor presents a hybrid model, one borrowing from the artificial intelligence-fueled, stylist-guided one used for subscription boxes and providing access to higher-quality ... brands."
"Taelor presents a hybrid model, one borrowing from the artificial intelligence-fueled, stylist-guided one used for subscription boxes and providing access to higher-quality ... brands."
"Taelor presents a hybrid model, one borrowing from the artificial intelligence-fueled, stylist-guided one used for subscription boxes and providing access to higher-quality ... brands."
Rental and resale are both considered key components for circular fashion. But compared to resale, rental’s luxury endorsements have been slow-going.
Rental and resale are both considered key components for circular fashion. But compared to resale, rental’s luxury endorsements have been slow-going.
Rental and resale are both considered key components for circular fashion. But compared to resale, rental’s luxury endorsements have been slow-going.
Reflection & Takeaways
Building a product from the ground up—and sustaining it with limited resources—was a powerful experience that stretched both creativity and execution. It was both fun and rewarding to connect digital and physical touchpoints into a cohesive customer journey. Here are a few high-level takeaways from a product design perspective:
Human-centered AI personalization: As we refined our data-driven personalization, I focused on balancing machine recommend with empathy—ensuring that even as AI evolves, human interaction remains essential to creating genuinely exclusive for personalization context.
Minimum viable product: I designed multiple concepts and features, some of which were paused and switched to built from existing tools due to technical and time constraints—an expected part of a startup environment. Staying flexible yet focused on core customer value helped the team prioritize effectively and build momentum step by step.
Inclusiveness : While the initial focus was on menswear, we built personas that also represented anyone interested in wearing men’s clothing. This inclusive mindset shaped our language, visuals, and UX writing across the app and marketing, ensuring the experience felt welcoming and relevant to all users.
Accelerating Interactive Idea Exploration [Edit 2025]: Revisiting this project during my portfolio redesign reminded me how much creativity can now be unlocked through current-generation AI tools. I see exciting opportunities to push beyond past limitations, especially where technology, personalization, and emotion intersect in shaping modern fashion experiences.
This case study highlights just some facets of the work. If you’d like to explore more of the story, let’s connect!
This case study highlights just some facets of the work. If you’d like to explore more of the story, let’s connect!
This case study highlights just some facets of the work. If you’d like to explore more of the story, let’s connect!