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Even the most successful websites eventually need a redesign. Take Stripe for example. After six years with the same homepage, Stripe recently unveiled a brand new site that reflects how the company has evolved over the past few years. So when is the time right for a new landing... page? And what should you prioritize in the redesign? In this episode of Design Review, YC’s Aaron Epstein sat down Stripe’s Head of Design Katie Dill (Katie Dill) to pull the curtain back on their high profile redesign and to discuss how their team is evolving in a world dominated by new AI design tools. 00:30 - The Old Site 05:30 - “What is the point of a website?” 06:00 - Breaking down the new homepage 07:10 - The GDP counter (and how Stripe builds trust) 08:45 - The Bento Box that fixed the homepage 11:37 - Why great design feels effortless 15:40 - Craft, iteration, and getting it right 19:11 - Inside Stripe’s design process 27:10 - How AI is changing design 35:00 - The fight against mediocrity 40:00 - Walking the Store: Stripe’s Secret to Better Product Designshow more

Y Combinator

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In this special episode of Design Review, YC General Partner Aaron Epstein and YC Product Designer eve break down how they went about redesigning the YC homepage from the ground up. They’ll discuss the motivations for the redesign, the unconventional process they took and lessons for founders building their own sites. 00:00 — Designing A New Website 01:00 — The Old Homepage 02:30 — Centering the Story on Founders 04:00 — The New Vision: Inspire, Don’t Sell 05:30 — Visualizing Founder Transformation 07:00 — Letting Founders Speak for Themselves 08:45 — Bringing YC’s Network to Life 12:00 — Minimal Design 17:00 — The Future of Interactive Web Design

In this special episode of Design Review, YC General Partner Aaron Epstein and YC Product Designer eve break down how they went about redesigning the YC homepage from the ground up. They’ll discuss the motivations for the redesign, the unconventional process they took and lessons for founders building their own sites. 00:00 — Designing A New Website 01:00 — The Old Homepage 02:30 — Centering the Story on Founders 04:00 — The New Vision: Inspire, Don’t Sell 05:30 — Visualizing Founder Transformation 07:00 — Letting Founders Speak for Themselves 08:45 — Bringing YC’s Network to Life 12:00 — Minimal Design 17:00 — The Future of Interactive Web Design

Y Combinator

25,247 views • 5 months ago

First of Kind: The Katie Dill interview What can flying airplanes teach us about design? I dive into this answer and more when I sat down with Katie Dill, Stripe head of design, at their beautiful office this winter. Katie Dill has built world-class teams at three iconic companies—Stripe, Lyft and Airbnb—proving that thoughtful design can shape quality at industrial scale. 00:00 – Intro: It's All About Mileage 02:18 – What Flying Teaches You About Design 07:01 – From History to Design School 10:30 – The IDEO Moment 18:01 – Saying Yes to the Scary Thing 19:46 – The Chair Pullback 21:16 – The Gray Room at Airbnb 25:47 – Breaking Down the Ivory Tower 30:05 – Put In the Mileage 33:35 – Beauty Builds Trust 36:53 – Steam Gauges and Simple Systems 38:53 – The Best Checkout in the World Quality Control with Katie Dill S2:E3 Hosted by Soleio and coproduced with Room 3 Proudly sponsored by: Framer Cursor Vercel Profound

First of Kind: The Katie Dill interview What can flying airplanes teach us about design? I dive into this answer and more when I sat down with Katie Dill, Stripe head of design, at their beautiful office this winter. Katie Dill has built world-class teams at three iconic companies—Stripe, Lyft and Airbnb—proving that thoughtful design can shape quality at industrial scale. 00:00 – Intro: It's All About Mileage 02:18 – What Flying Teaches You About Design 07:01 – From History to Design School 10:30 – The IDEO Moment 18:01 – Saying Yes to the Scary Thing 19:46 – The Chair Pullback 21:16 – The Gray Room at Airbnb 25:47 – Breaking Down the Ivory Tower 30:05 – Put In the Mileage 33:35 – Beauty Builds Trust 36:53 – Steam Gauges and Simple Systems 38:53 – The Best Checkout in the World Quality Control with Katie Dill S2:E3 Hosted by Soleio and coproduced with Room 3 Proudly sponsored by: Framer Cursor Vercel Profound

Soleio

28,871 views • 4 months ago

Cursor Head of Design Ryo Lu (Ryo Lu) has spent his career at the intersection of design and engineering—from building fan sites as a kid to designing products at Stripe, Asana, and Notion. Now he's rethinking how software itself gets made. On this episode of Design Review, Ryo joins YC's Aaron Epstein to break down how great product websites communicate what a company does. They walk through sites from early-stage startups, calling out the small choices in structure, clarity, and brand that help users understand a product instantly— and the ones that get in the way. 00:00 - Intro 01:00 - Crunched 05:30 - Velvet 09:00 - Klavis AI 14:30 - Code Crafters 20:40 - Slashy 22:50 - Freya 26:00 - Finta 30:30 - Vibeflow

Y Combinator

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how do you future-proof your design career when everything is changing so quickly? I get asked that question a lot... so I interviewed Hannah Hearth (the new Head of Product Design at Vercel) to talk about design career strategy in the age of AI 👇

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178,646 views • 11 months ago

In this episode of Design Review, Aaron Epstein sits down with Jorn van Dijk, the CEO and Co-founder of Framer. Together they unpack the brutal “gray zone” between early revenue and real product-market fit, the pivot that reignited their growth, and how to adapt as AI reshapes how we build and design software. 00:00 - Intro to Jorn van Dijk, the CEO and co-founder of Framer 00:34 - Framer’s Scale: $2B Valuation, 120 People around the globe 01:06 - Jorn’s Design Roots 01:49 - Why Dutch Design Culture Is So Strong 03:43 - Sofa: The Studio That Shaped Jorn (and His Co-Founder) 04:39 - Building Mac Products: Checkout, Versions, Kaleidoscope 06:13 - Apple Design Awards And A Game Changing Email 07:24 - Facebook Acquisition: Why They Wanted Designers 09:27 - Culture Shock: From 15-Person Studio to Facebook Scale 10:27 - Leaving Facebook: Intentionally Learning to Build a Big Company 13:12 - Early Experiments: Bitcoin App, Fashion App, Framer Prototype Tool 18:37 - The Plateau: Why Framer Studio Hit a Ceiling Around $4–5M ARR 23:52 - The Decision: Sell, Quit, or Pivot 25:30 - The Big Insight: People Hate Rebuilding 34:55 - AI + Design: What’s Changing & What Isn’t

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Y Combinator

18,957 views • 5 months ago

My conversation with Frank J. Guzzone, the Head of Design at Thrive Capital. Frank’s career journey is an unconventional one. He started as a medical scribe at a hospital center outside of DC before switching careers and moving to New York City to work with some of the largest global brands, and most recently building the design function at Thrive Capital from the ground up. His design philosophy blends scientific rigor with creative intuition. In his mind, the best design feels effortless, but you should sweat every detail to get there. Frank is an incredible designer and an even better person. We discuss his life story, the mechanics of great design, how to name a company, his work at Thrive and much more. Hope you enjoy! Timestamps: 00:00 Intro 01:57 Hospitality and Hard Work 03:06 Choosing UVA Over Art School 07:37 Early Creative Outlets 13:49 Oscar Health 23:02 Going Viral on Instagram 25:06 Freelancing for Apple, Rimowa, and More 31:32 Building Thrive's design function 37:52 How to Name a Startup 42:12 Design as an expression of Thrive's values 47:20 Why Good Design is Invisible 48:48 Design Fellowship 57:08 Work-Life Balance 59:43 Adaptation is a Superpower

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AI isn't just changing the tools designers use. It's changing the way they think, prototype, and build. In this episode of Design Review, YC Head of Design eve joins Aaron Epstein to share the AI-first workflow she uses to design products, websites, and events. Using projects like Paxel, STATE OF THE ART, and YC Startup School as examples, she explains how coding agents are transforming everything from rapid prototyping and branding to design systems, and why the biggest bottleneck is no longer software. It's imagination. 00:00 - Eve's AI-First Design Workflow 01:27 - Why She Designs With Her Voice 03:44 - Paxel: Spotify Wrapped for Coding Sessions 07:13 - Building Tools for Yourself 11:01 - Turning Coding Transcripts Into Feedback 12:53 - The Story Behind SOTA Zine 16:57 - Designing With Context, Not Prompts 21:07 - How to Get Better AI Design Outputs 23:20 - Building an Interactive Map of San Francisco 25:17 - Behind Startup School's Visual Identity 29:59 - The Future of Design

Y Combinator

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Chris Powers

64,474 views • 2 years ago

Are you kidding me? This is the best website design experience I've had in a long, long time. Shopify just won my heart with this new Winter Edition web design! Seriously, the bar for good design is so high right now. With all the AI slop out there, the only word-of-mouth you can rely on is having great design taste and building a cult around it. Just take Prime Intellect - ultimate design taste. Why wouldn't I send this to my friends or post it online organically? The moat is good design, folks - it's so important with all the AI slop we're seeing today. tobi lutke please give your design team a big big raise!

Are you kidding me? This is the best website design experience I've had in a long, long time. Shopify just won my heart with this new Winter Edition web design! Seriously, the bar for good design is so high right now. With all the AI slop out there, the only word-of-mouth you can rely on is having great design taste and building a cult around it. Just take Prime Intellect - ultimate design taste. Why wouldn't I send this to my friends or post it online organically? The moat is good design, folks - it's so important with all the AI slop we're seeing today. tobi lutke please give your design team a big big raise!

Archie Sengupta

239,258 views • 6 months ago

THE LIBRARY OF MINDS: EPISODE 3 - Soleio Cuervo (Soleio) Early designer at Facebook & Dropbox, co-inventor of the Like button, and design-driven investor behind Figma, Perplexity, and Delphi. We discuss: • The untold story of the Facebook Like button • Defining the role of “Product Designer” at Facebook • Building world-class design cultures at scale • Balancing speed vs. excellence in product teams • When intuition fails - and data saves you Plus: Lessons in hybrid designer-engineers, hackathon culture, trust & safety, and how AI is redefining great UX. Bonus: Soleio on utility vs. beauty, system-centric design, and why digital minds might be the next design frontier. (00:00) - Intro (01:00) - Who is Soleio Cuervo (02:00) - Early web days: The origins of product design (04:37) - Inventing the ‘product designer’ role at Facebook (07:43) - Culture of speed, ownership, and building at Facebook (11:45) - Shipping fast: The story of Facebook’s Like button (13:54) - When to persist and when to quit: Loonshots, ‘false fails’, and user onboarding at Facebook (17:49) - Transitioning cultures: From Facebook’s speed to Dropbox’s trust (20:54) - Balancing speed with excellence: Lessons for AI-era startups (22:28) - Is speed or quality a stronger differentiator in today’s tech world? (24:35) - Can design be a moat in the age of AI? (27:35) - Rethinking UX in an AI-native world (29:08) - Why Soleio invested in Delphi: The “Oprahbot” idea and digital minds

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Dara

75,367 views • 9 months ago

The lack of "feature design" is why so many products over time feel hollow or messy. This isn't visual design. This isn't architectural design. I thought that a short video lecture of what feature design is and a real case study of applying it in Ghostty would be helpful. Feature design is the planning step behind how you're going to solve one or more user problems with a product feature: what that feature looks like, how it feels, and not just how its going to tactically solve these specific problems, but how that solution is going to interface with the edges of other features that currently exist or are planned to exist in the future.

The lack of "feature design" is why so many products over time feel hollow or messy. This isn't visual design. This isn't architectural design. I thought that a short video lecture of what feature design is and a real case study of applying it in Ghostty would be helpful. Feature design is the planning step behind how you're going to solve one or more user problems with a product feature: what that feature looks like, how it feels, and not just how its going to tactically solve these specific problems, but how that solution is going to interface with the edges of other features that currently exist or are planned to exist in the future.

Mitchell Hashimoto

155,878 views • 7 months ago

i have heard that saas is dead and now more recently that design is dead? i brought in two of the greatest designers that i know in Hannah Ahn and resham to address this and read some tweets and ads and such with me. hannah also listed fonts to failure. 00:00 - When you’re friends with me there are special privileges 01:50 - How to tell when a design is made by AI 06:05 - Taste requires intention 10:00 - More AI tells in design 14:15 - Kyle Chayka reaction 16:25 - Is Figma dead? 24:41 - Joseph Alessio reaction 26:42 - Fernando 🌺🌌 reaction 29:26 - Max Marchione jump scare 30:40 - AI does not understand UX 34:27 - Jason Levin reaction 36:41 - Who has the coolest design right now? 40:35 - More Joseph Alessio

i have heard that saas is dead and now more recently that design is dead? i brought in two of the greatest designers that i know in Hannah Ahn and resham to address this and read some tweets and ads and such with me. hannah also listed fonts to failure. 00:00 - When you’re friends with me there are special privileges 01:50 - How to tell when a design is made by AI 06:05 - Taste requires intention 10:00 - More AI tells in design 14:15 - Kyle Chayka reaction 16:25 - Is Figma dead? 24:41 - Joseph Alessio reaction 26:42 - Fernando 🌺🌌 reaction 29:26 - Max Marchione jump scare 30:40 - AI does not understand UX 34:27 - Jason Levin reaction 36:41 - Who has the coolest design right now? 40:35 - More Joseph Alessio

atlas

38,812 views • 19 days ago

Only 2% of the public believes that a new development will improve their area. No wonder they fight them! Create Streets’s Nicholas Boys Smith (Nicholas Boys Smith) joined the Works in Progress Podcast to explain what planners and developers have been getting wrong, how to create places people like, and the createstreets tricks for winning over NIMBYs. Listen for Nicholas's views on urbanism and my (and Ben Southwood's) provocations. We debated 'giga density', cul-de-sacs, big roads, repetitive designs, and knocking down so-called historic streets. Links to listen and subscribe below. 00:00:00 - Gentle density 00:08:34 - Pattern books and design codes 00:17:18 - Why people don't like new buildings 00:25:28 - How to design a network of streets 00:34:08 - I defend tower blocks 00:43:40 - Historic preservation is a front 00:49:29 - Against 'traffic modernism' 01:01:46 - The politics of housing reform today 01:08:21 - Great streets around the world

Only 2% of the public believes that a new development will improve their area. No wonder they fight them! Create Streets’s Nicholas Boys Smith (Nicholas Boys Smith) joined the Works in Progress Podcast to explain what planners and developers have been getting wrong, how to create places people like, and the createstreets tricks for winning over NIMBYs. Listen for Nicholas's views on urbanism and my (and Ben Southwood's) provocations. We debated 'giga density', cul-de-sacs, big roads, repetitive designs, and knocking down so-called historic streets. Links to listen and subscribe below. 00:00:00 - Gentle density 00:08:34 - Pattern books and design codes 00:17:18 - Why people don't like new buildings 00:25:28 - How to design a network of streets 00:34:08 - I defend tower blocks 00:43:40 - Historic preservation is a front 00:49:29 - Against 'traffic modernism' 01:01:46 - The politics of housing reform today 01:08:21 - Great streets around the world

Sam Bowman

61,966 views • 9 months ago