Dive Club 🤿AI is reshaping how we design and build software, creating huge opportunities for designers who experiment, adapt, and help define what the practice looks like next. This session is your opportunity to learn directly from some of the best in the industry.
Dive is where the best designers never stop learning 🤿
How AI is Changing Design WorkflowsDive Club 🤿2025-10-29 | AI is reshaping how we design and build software, creating huge opportunities for designers who experiment, adapt, and help define what the practice looks like next. This session is your opportunity to learn directly from some of the best in the industry.
Dive is where the best designers never stop learning 🤿
Now you can join advanced courses taught by the top designers to help you take a huge leap forward in your career 💪Brian Lovin - How to level up with AI as a designerDive Club 🤿2026-04-14 | When it comes to tools and workflows, Brian Lovin (https://x.com/brian_lovin) is someone I pay *very* close attention to.
He’s actually the one who first got me hooked on Conductor (https://www.conductor.build/) .
But times are changing (again 😅)…
So today’s episode is a deep dive into his design process and all of the ways he’s iterating on his approach to both *using* AI tools as well as *building* AI tools at Notion.
If you like getting into the weeds of how the best designers are wrangling AI then you’re going to love this episode.
Some highlights:
- Why his first Notion design offsite was so impactful - How Brian built Notion’s prototyping playground - Why Brian has started using Cursor again - Practical tips for prompting AI more effectively - Behind-the-scenes of Brian’s new side project - How to stay relevant as a designer in an AI world - + a *lot* more
- Agentation and Dialkit for frontend (agentation.com) , joshpuckett.me/dialkit) - Cursor and Conductor for coding (https://conductor.build/) - Brian’s side project Shiori (https://shiori.sh/)) - Max Schoening nerd snipes Brian (https://x.com/mschoening) - Karri’s issue tracking is dead article (https://linear.app/next)
Dive is where the best designers never stop learning 🤿
Now you can join advanced courses taught by the top designers to help you take a huge leap forward in your career 💪
Chapters 0:00 Intro 1:41 Joining Notion's design team 6:42 Designing with AI as a material 12:59 Brian's Notion prototyping playground 18:12 How design workflows have evolved 23:33 How Brian's tool stack has evolved 28:37 Strategies for coding with AI 34:06 Brian's bookmarking tool Shiori 43:18 AI is not magic 49:42 How Brian thinks about career strategy for designersIan Silber - What its like designing at OpenAIDive Club 🤿2026-04-08 | If you're like me you gotta be curious... what's it like designing at OpenAI?
So I’m excited to share today’s episode with you :)
It’s a deep dive with OpenAI’s Head of Product Design, Ian Silber (https://x.com/iansilber) .
Some highlights:
- The traits of the best systems thinkers at OpenAI - What makes the design culture at OpenAI unique - The vision for OpenAI's dynamic interface library - What it's like designing around chat as a primitive - What makes designing with AI as a material so unique - How tools like Codex are changing the practice of design - + a lot more
Now you can join advanced courses taught by the top designers to help you take a huge leap forward in your career 💪
Chapters 0:00 Intro 0:51 Ian's journey to OpenAI 6:41 What made designing at OpenAI unique 9:57 Designing outside of the pixels 14:51 Traits of the best systems thinkers at OpenAI 16:32 How to get your ideas shipped at OpenAI 18:35 How AI tools shift the practice of design 28:08 Design rituals at OpenAI 33:25 OpenAI's dynamic interface library 36:06 Understanding the capability gap 41:13 The culture of design at OpenAI 43:12 What Ian looks for in design candidatesMarvin Schwaibold - Inside Shopifys New Product Design StudioDive Club 🤿2026-04-02 | Remember when the Carl Rivera (https://www.dive.club/deep-dives/carl-rivera) told us about his vision to create the new Shopify Product Design Studio?
Well in this episode I got to sit down with [Marvin Schwaibold](https://x.com/MSchwaibold) from Molly studio who Shopify recently acquired to bring that vision to life.
We go deep into creativity, Marvin's journey with Molly, how he's building his ideas with AI, and a lot more.
Some highlights:
- How to become a well of creative ideas - How AI unlocks how designers work at Shopify - What design differentiation looks like at Shopify - What Marvin has learned diving into Claude Code - How designers at Shopify create and leverage internal tools - Behind-the-scenes of redesigning the famous Collins website - + a lot more
Now you can join advanced courses taught by the top designers to help you take a huge leap forward in your career 💪
Chapters 0:00 Intro 1:06 Marvin's design journey 7:31 Starting Molly Studio 9:27 Collaborating with Collins 14:41 How the Product Design Studio works at Shopify 17:54 How the Studio and product teams collaborate 22:03 The importance of motion and animation 23:48 Launching the new Shopify.design 29:32 The impact of working alongside Toby and Carl at Shopify 32:40 How AI unlocks designers at Shopify 37:39 Marvin's journey learning coding tools 46:24 Becoming a well of ideas 51:33 Design differentiation at ShopifyFlora Guo - How to accelerate your design career with AIDive Club 🤿2026-03-25 | Flora Guo (https://x.com/floguo) has one of the more impressive career trajectories of anyone I've interviewed on this show.
She's currently the founding design engineer at Paradigm. But before that Guillermo (Vercel CEO) personally DM'd her to join the Vercel team.
So we're going deep into career growth, design engineering, what it's like being a founding designer at an AI-native startup.
- What it’s like being a founding design engineer at Paradigm - The challenges of designing AI-first products that work at scale - Flora’s experiments with new design tools like Paper and Variant - What Flora learned working alongside top design engineers at Vercel - How Flora evolved her workflow with Claude Code over the past year - Mental models for using AI as a learning tool rather than just a task executor - + a lot more
Now you can join advanced courses taught by the top designers to help you take a huge leap forward in your career 💪
Chapters 0:00 Intro 7:04 The impact of sharing online 12:01 How Flora landed an internship at Vercel 17:57 Flora's Twitter experiments 20:55 Starting to tinker with v0 23:04 Flora's approach to learning 26:30 How Flora improves the way she works with Claude 28:52 Mental models for collaborating with AI 31:43 How Flora works at Paradigm 35:41 What it's like designing an AI native product 38:53 How Flora stays up to date with how tech is changingin the business of quality 📂 #figma #design #podcast #designsystemsDive Club 🤿2026-03-24 | 👉 Spotify - https://join.dive.club/Spotify 👉 Apple Pod - https://join.dive.club/Apple 👉 Full ep. on Youtube - https://join.dive.club/YoutubeKris Puckett - Becoming an AI-native designerDive Club 🤿2026-03-19 | Today's episode is with Kris Puckett (https://x.com/krispuckett) who has led design at Mercury, Dropbox, and now as a design manager at Stripe. His journey is the perfect example of what it looks like to lean into this moment in time with AI.
Some highlights:
- Behind the scenes of Kris’s Epilogue app - How to create custom skills with Claude Code - How to start building personal systems with AI - How Kris taught Claude to be a metal shader expert - Building internal tools and workflows with AI at Stripe - + a lot more
And if you want to go even deeper check out Kris's new course on learning to build your ideas with AI: heyneuma.com
Dive is where the best designers never stop learning 🤿
Now you can join advanced courses taught by the top designers to help you take a huge leap forward in your career 💪
Chapters 0:00 Intro 1:30 Kris's journey building Epilogue 9:58 Using AI to build metal shaders 14:27 Building workflow tools with AI 19:02 How to start building systems with AI 24:52 Creating skills with AI 30:04 Using AI to level up your personal life 33:26 Kris's explorations with OpenClaw 39:18 Positioning yourself with AI in today's job market 49:03 Behind the scenes of Kris's new websiteJosh Puckett - Crafting interfaces with uncommon careDive Club 🤿2026-03-12 | What does it look like to demonstrate uncommon care in the way you design and build an interface?
Josh Puckett (https://x.com/joshpuckett?lang=en) has has spent nearly two decades designing products like Wealthfront, Dropbox and helping dozens of startups.
But recently he released Interface Craft (https://www.interfacecraft.dev/) which is a library of everything he's learned about through the years about designing with “uncommon care” 👇
⭐ Use this code for 20% off Interface Craft: DIVE20
Some highlights:
- Josh’s principles for great design - Morphing strategies for micro-interactions - How the value proposition of design is shifting - He builds a custom pattern generator on the fly - How Josh makes storyboards to collaborate with AI - Walks us through how he designed the onboarding flow
Dive is where the best designers never stop learning 🤿
Now you can join advanced courses taught by the top designers to help you take a huge leap forward in your career 💪
Chapters 0:00 Intro 1:31 Designing the onboarding for Interface Craft 9:02 How to build a custom design tool 14:12 Continuing to pull on the library metaphor 19:49 Solving the 3 slider problem 27:47 Sweating the micro interaction details 35:48 Building the v0 and Claude gift experiences 41:27 How the value proposition of design is shiftingLuis Ouriach - How are design systems changing?Dive Club 🤿2026-03-10 | Today's episode is with Luis Ouriach (https://x.com/disco_lu) whose role as a designer advocate at Figma means he's constantly helping teams navigate this rapidly changing landscape... especially when it comes to design systems. So we're going to do a deep dive into the trends he's noticing and what it all means for designers.
Some highlights:
- How design systems are changing with AI - Luis’s ideas around agentic design systems - Pitfalls to avoid when adopting AI with your team - What trends we can ignore vs. what is really important - Luis’s journey as a builder and his career plan moving forward - What Figma's new integration with Claude and Codex unlocks
Now you can join advanced courses taught by the top designers to help you take a huge leap forward in your career 💪
Chapters 0:00 Intro 1:11 What's happening in design systems 6:59 What Luis is seeing in today's landscape 14:05 Why we shouldn't say "design system" 23:58 The gap between enterprise and startups 27:21 What the Figma MCP unlocks 37:27 Luis's journey with AI 44:22 How Luis thinks about his career moving forwardput your best foot forward 🕺💃 #podcast #design #hiring #portfolioDive Club 🤿2026-03-07 | 👉 Spotify - https://join.dive.club/Spotify 👉 Apple Pod - https://join.dive.club/Apple 👉 Full ep. on Youtube - https://join.dive.club/Youtube🗣️ hey, cool hover state! #podcast #craft #portfolio #hiring #design #uxuidesignDive Club 🤿2026-03-06 | 👉 Spotify - https://join.dive.club/Spotify 👉 Apple Pod - https://join.dive.club/Apple 👉 Full ep. on Youtube - https://join.dive.club/YoutubeCameron Worboys - Inside an AI-native design orgDive Club 🤿2026-03-05 | Today's episode with Cameron Worboys (https://x.com/camworboys) (Head of Product Design at Cash App) is an inside look at how an AI-native design org operates and the ways designers can thrive in this new world.
We go deep into:
- The new archetypes of designers - Cam's vision for bespoke software - The #1 trait that Cam looks for in design hires - How more than 90% of designers at Cash are shipping PRs - What to do if you don't want to become an IC builder - How to create an emotional attachment to your product - How Cash has replaced the old engineering/product/design triad
Now you can join advanced courses taught by the top designers to help you take a huge leap forward in your career 💪
Chapters 0:00 Intro 0:54 How the industry is changing 5:48 Evolving the practice of design at Cash App 13:16 How Friday demos work 15:58 How designers are transitioning into builders 22:41 The future archetypes of designers 30:19 Thoughts on hiring 33:38 Becoming a builder (or not?) 40:33 Bringing together the UX of Cash App and Square 45:18 The tension between systems and creativityJamey Gannon - Become an AI Creative Director with Nano Banana and MidjourneyDive Club 🤿2026-03-02 | Today's episode with Jamey Gannon (https://x.com/jameygannon?lang=en) is a deep dive into what it takes to be an effective creative director with AI.
Because there's clearly a moment in time right now where if you get comfortable with these tools you can really stand out in the market.
So Jamey gives us a behind-the-scenes of her process and it totally changed the way I think about the importance of prompting.
Some highlights:
- Why consistency is the #1 marker of AI tool mastery - Why direction is more important than prompting - What it takes to build a "daily taste practice" - Sneak peek of her work for the new MagicPath brand - How she thinks about positioning herself in today's market - + a lot more
Get 10% off Jamey's AI Creative Director course: (http://www.dive.club/jamey)
- Midjourney (AI image generation tool)
Dive is where the best designers never stop learning 🤿
Now you can join advanced courses taught by the top designers to help you take a huge leap forward in your career 💪
0:00 Intro 1:31 Direction over Prompting 5:04 Jamey's creative process 9:40 How Jamey thinks about tools 14:11 Refining output with Nano Banana 24:05 How to grow the skill of consistency 27:48 Positioning yourself as an AI designer 30:59 Jamey's AI Creative Director course 36:13 Taste through reps 48:57 Why Jamey isn't going the agency routelets get down to business 😎 #hiring #prototype #design #designer #career #podcastDive Club 🤿2026-02-27 | 👉 Spotify - https://join.dive.club/Spotify 👉 Apple Pod - https://join.dive.club/Apple 👉 Full ep. on Youtube - https://join.dive.club/YoutubeStripes new website 📝 #uxdesign #uidesign #stripe #stripedesign #podcastDive Club 🤿2026-02-25 | 👉 Spotify - https://join.dive.club/Spotify 👉 Apple Pod - https://join.dive.club/Apple 👉 Full ep. on Youtube - https://join.dive.club/YoutubeKatie Dill - The new era of design at StripeDive Club 🤿2026-02-23 | A few weeks ago, Stripe launched their new site (stripe.com) and reminded everyone who the 🐐 of web design is…
So I asked their Head of Design, Katie Dill (linkedin.com/in/katie-dill-79168b3) , to walk us through some of the tiny design decisions that make it so special.
But we also did a deep dive into how the *practice* of design is evolving at Stripe and everything they’re doing to push past the status quo.
Some highlights:
- How the “call for a new aesthetic” is influencing design culture at Stripe - How their internal tool Protodash is changing the way designers prototype - The most important signals that Katie looks for when hiring designers - What the concentration of craft looks like in an AI era - + a *lot* more
Now you can join advanced courses taught by the top designers to help you take a huge leap forward in your career 💪
Chapters 0:00 Intro 1:16 The design decisions on the new stripe dot come 15:37 Beauty as the new business tool 22:14 How AI is changing the way design at Stripe works 30:41 What it takes to push past the status quo 37:24 Feedback and collaboration at Stripe 41:49 Hiring designers at Stripe 46:10 The traits of the best designers at STripe 49:04 How Katie is evolving her approach to leadershippick up the hammer 🛠️ #aipromptengineering #podcast #diveclub #designDive Club 🤿2026-02-19 | 👉 Spotify - https://join.dive.club/Spotify 👉 Apple Pod - https://join.dive.club/Apple 👉 Full ep. on Youtube - https://join.dive.club/Youtuberead...or dont! ✌️ #podcast #portfolio #design #uxuidesign #diveclubDive Club 🤿2026-02-18 | 👉 Spotify - https://join.dive.club/Spotify 👉 Apple Pod - https://join.dive.club/Apple 👉 Full ep. on Youtube - https://join.dive.club/YoutubeJulien Martin - Why Amos Design Hits DifferentDive Club 🤿2026-02-18 | As software becomes easier to create than ever, what does it look like to truly differentiate with design?
Today's episode with Julien Martin (https://x.com/julienmartin_?lang=en) is an attempt to answer that question.
He was the Head of Design at Zenly, Snapchat, and Amo which is some of the most uniquely impressive consumer design I've ever seen.
Some highlights:
- Behind the scenes of early Amo explorations - How the composition of design orgs is changing - The unlock that led to Amo's unique visual language - Julien’s advice for how to succeed in today’s job market - The untold story of how Julien joined in the early days of Behance - Why side projects are now the strongest signal when hiring designers
- Andy Allen (https://www.dive.club/deep-dives/andy-allen) (referenced multiple times for his “not boring” article and Camera app) - Off Market (offmarketjobs.substack.com) (Julien’s talent agency for designers) - Retro app (https://retro.app/) and Duolingo (duolingo.com) (mentioned as inspiration)
Chapters 0:00 Intro 1:33 How Julien wound up at Behance 10:42 What Julien learned from Matias and Scott 13:53 The Zenly story 18:17 Act 2: The Amo story 21:50 Amo creative direction 32:07 Finding the right level of novelty 36:03 Reverse-engineering the culture of Amo 42:08 What Julien looked for in hiring 44:38 The rising importance of side projects 48:37 What's changing in today's job market
Dive is where the best designers never stop learning 🤿
Now you can join advanced courses taught by the top designers to help you take a huge leap forward in your career 💪Tommy Smith - How side projects can land you a dream jobDive Club 🤿2026-02-16 | Today's episode is with Tommy Smith (tommy-s.co.uk) who recently landed a new role as a part of the Dive Talent Network.
So we're doing a deep dive into what makes his portfolio so effective:
- Making his side project a first-class citizen - Positioning himself as a new design engineer - Adding personality by experimenting with Rive - Highlighting what matters most in his case studies - Flexing his craft muscles and nailed the finer details
Dive is where the best designers never stop learning 🤿
Now you can join advanced courses taught by the top designers to help you take a huge leap forward in your career 💪
Chapters 0:00 Intro 1:01 Tommy's portfolio strategy 3:20 Experimenting with Rive 6:46 Making side projects a first-class citizen 12:12 Growing as a design engineer 22:02 Other details in Tommy's portfolio 25:55 Advice for aspiring design engineers 29:22 Tommy's Case Study Strategy 33:59 The role of Figma in Tommy's processRyan Stephen - Creativity, Storytelling, and Prototyping Playful IdeasDive Club 🤿2026-02-12 | Today I’m talking with Ryan Stephen (https://x.com/Ryan__Stephen) , a Microsoft product designer behind some of my favorite design experiments on Twitter.
He gives us a behind-the-scenes look at his creative process, the tools in his stack, and how he approaches effective storytelling in design.
The episode features some seriously cool interaction demos, so if you’re into spatial design, this one is for you 👇
Some highlights:
- How Ryan sparks creativity - The power of putting your work on Twitter - How Ryan thinks about investing in his career - Ryan’s mental model for fidelity and prototyping - The lessons Ryan’s learned about effective storytelling - The tools and techniques Ryan uses to make ideas feel real - + a lot more
Dive is where the best designers never stop learning 🤿
Now you can join advanced courses taught by the top designers to help you take a huge leap forward in your career 💪
Chapters 0:00 Intro 8:14 Ryan's ideation process 12:55 Making software jigs 19:08 The value of sharing your work on Twitter 22:47 Tactics for sparking creativity 27:43 Ryan's motivation 31:19 How Ryan is investing in his career moving forwardHannah Hearth - Design Careers in the Age of AIDive Club 🤿2026-02-09 | Today's episode is with Hannah Hearth (https://x.com/hannah_hearth) who recently became the Head of Product Design at Vercel. We talk about all of the changes that are happening in our industry and what it all means for designers. Everything from how AI tools are changing the practice of design to how this impact the way we think about our career paths.
Some highlights:
- Hannah’s #1 trait for great designers - The most underrated storytelling tactic - Doing more with less while not burning out - Examples of how AI is changing the design process - How design orgs should think about adopting AI tools - How much coding is happening on the Vercel design team - Preserving craft and design thinking with collapsed timelines - + a *lot* more
Dive is where the best designers never stop learning 🤿
Now you can join advanced courses taught by the top designers to help you take a huge leap forward in your career 💪
Chapters 0:00 Intro 1:03 Hannah's interview process at Vercel 5:06 The new era of design leadership 8:25 Making sense of shrinking design teams 10:06 Implementing new AI tools in design process 16:01 How AI is changing design process 18:58 The #1 trait of a great designer 24:56 How much Vercel designers are getting in the code 27:41 The new table stakes for portfolios 34:04 What to do if you don't spike in craft 35:35 The new career paths for designers 37:33 Example of effective storytelling 40:46 Design systems careers 43:41 Why more designers are returning to IC work 47:47 How Hannah's experience at Webflow shaped her leadership approachKarl Koch - Tips for New Design EngineersDive Club 🤿2026-02-04 | Get 10% off Karl's Become a Design Engineer course: https://join.dive.club/karl
Today’s episode is with Karl Koch (https://x.com/_kejk?lang=en) and it’s filled with practical tips for new design engineers looking to push past what AI gives you out of the box.
We go deep into:
- Adopting the design engineering mindset - What the job market looks like for design engineers - The difference between frontend and design engineers - Specific language to create better interaction design - The details Karl is sweating in his role at Duck Duck Go - + a *lot* more
Get 10% off Karl's Become a Design Engineer course: https://join.dive.club/karl (https://join.dive.club/karl)
Dive is where the best designers never stop learning 🤿
Now you can join advanced courses taught by the top designers to help you take a huge leap forward in your career 💪
Chapters 0:00 Intro 1:32 AI pitfall to avoid 14:24 Relying on Inspect to solve visual problems 18:04 How to grow your technical muscle as a designer 25:33 Karl's design engineer role at Duck Duck Go 31:56 The design engineering mindset 33:58 The job market for design engineers 37:56 Finer details on Karl's personal site 42:34 The trap you can fall intoWhy Rive is a big deal for the future of designDive Club 🤿2026-02-02 | This episode is a deep dive into Rive (https://rive.app/)—the engine powering experiences like Spotify Wrapped, next-gen car dashboards, and so much more.
After hearing Luigi and Guido Rosso’s vision for the future of interactive software, I’m convinced it will be a big deal for designers 👀
Dive is where the best designers never stop learning 🤿
Now you can join advanced courses taught by the top designers to help you take a huge leap forward in your career 💪
Chapters 0:00 Intro 0:51 Rive in Spotify and Duolingo 4:51 Why Rive is so much more than motion 5:38 The Rive journey 14:08 The new "Creative" builder 18:47 How Rive built vector feathering 24:13 Scripting with AI in RiveThe Best AI Coding Tools for DesignersDive Club 🤿2026-01-28 | One of the biggest parts of my design practice is knowing which tool to reach for when coding with AI.
There are a *lot* of options and they’re changing every week 😅
So in this episode, I break down:
1. The mental model I use to think about different types of AI coding workflows 2. How that model guides which tools I actually reach for day to day 3. The new AI coding product I’m completely hooked on right now
Now you can join advanced courses taught by the top designers to help you take a huge leap forward in your career 💪Xavier Jack - How To Vibe Code in 3DDive Club 🤿2026-01-26 | Sometimes you open up a website and it's so good that you're left wondering... how the heck did they pull that off?
In this episode the designer of the original Amie website, Xavier Jack (https://x.com/KMkota0) , is going to give us a little tutorial of what it looks like to bring web experiences to life with 3D.
Some highlights:
- How he prototyped the viral Amie website - How he made the Amie interactive balloons from scratch - How he uses mental models to understand 3D design tools
Now you can join advanced courses taught by the top designers to help you take a huge leap forward in your career 💪
Chapters 0:00 Intro 1:08 Backstory of the Amie website 11:24 Minimal websites vs. Immersive websites 17:33 Prototyping more of the Amie website 22:25 How to start experimenting with 3D effects 24:34 Blender crash course 31:02 Moving into Cursor 33:06 Understanding WebGL and ThreeJS 39:47 Adding interactivity to your 3D sceneMatt Sellers - What a top 1% design portfolio looks likeDive Club 🤿2026-01-21 | Last month the head of design at Lovable, Nad Chishtie (https://www.dive.club/deep-dives/nad-chishtie-lovable) , walked us through the portfolio of one of their recent design hires, Matt Sellers (https://www.lfs.gd/) . He’s one of the designers they just hired from the Dive Talent Network (https://www.dive.club/talent-network) and his website is what a top 1% portfolio looks like.👀
So today's episode is a behind-the-scenes of what it *actually* takes to create a portfolio that gets you hired at one of today's top startups.
He shares some really tactical mental models that I think everyone can benefit from.
Some highlights:
- Why Matt removed 80%+ of his work - What made Matt's micro copy so effective - How Matt built his micro animations in Framer - The finer details of Matt’s portfolio and micro-interactions - How Matt changed his portfolio strategy and why it worked - What it takes to make your portfolio an experience rather than a catalog - + a *lot* more
Nad Chishtie’s episode (https://www.dive.club/deep-dives/nad-chishtie-lovable)
Dive is where the best designers never stop learning 🤿
Chapters 0:00 Intro 1:25 How Matt changed his portfolio strategy 7:34 Sweating microcopy details 12:51 Designing an experience instead of a catalogue 16:09 The finer details of Matt's portfolio 18:12 How Matt built his micro interactions in Framer 25:54 How important is mobile design really? 28:59 Key takeaways and final advice
Now you can join advanced courses taught by the top designers to help you take a huge leap forward in your career 💪The 2026 AI Design Field Report (tools, process, and whats working)Dive Club 🤿2026-01-19 | There's been a heck of a debate around the future of coding and design tools lately... but how are today’s top teams actually using AI?
Well, Stephen Haney (founder of the new design tool Paper) spent the last few months talking with teams like Shopify, Notion, etc. to find out.
He turned it into a bit of an AI Design Field Report and there are a lot of interesting nuggets in there.
So in today’s episode he walks us through some of his key findings and how that's shaping his product strategy for Paper.
Some highlights:
- How AI adoption looks at startups vs. big companies
- Which AI tools are the most popular in today’s top teams
- Which Twitter trends you can safely ignore as a designer
- What Stephen thinks about the great Ryo vs. Karri debate
- The localhost sharing problem and how teams are solving it
- Where Stephen thinks the future of design tools is headed next
Now you can join advanced courses taught by the top designers to help you take a huge leap forward in your career 💪
Chapters 0:00 Intro 1:02 The new version of "should designers code?" 3:36 Stephen's continuum for building products 11:56 What Stephen has learned researching today's top design teams 15:10 Claude Code/Cursor vs. AI prototyping tools 18:05 An example of designers shipping at startups 19:51 The new Localhost problem 24:26 Is AI prototyping actually faster? 27:30 The network effects of AI 30:53 How Paper's product strategy has evolved 37:53 The changing role of design tools as the source of truth 39:25 Paper's Tailwind partnership 41:54 Stephen's advice to designersDessn - Is this the future of AI prototyping?Dive Club 🤿2026-01-14 | Gab (linkedin.com/in/gabriella-hachem) and Nim (linkedin.com/in/nim-cheema) are the co-founders of a startup called Dessn (https://join.dive.club/dessn-content) which allows designers to prototype in the context of their production codebase (without any of the setup).
So I asked them to hook it up to the Inflight (inflight.co) repo and give me a little demo to see what’s possible.
I’m pretty sold 👀
Dive is where the best designers never stop learning 🤿
Now you can join advanced courses taught by the top designers to help you take a huge leap forward in your career 💪
Chapters 0:00 Intro 0:45 Creating an animation playground in Dessn 5:10 The power of designing in production 6:07 Prototyping Inflight using Dessn 9:05 The aura of inevitability designing in code 14:24 How Dessn works under the hood 16:29 Scaling explorations and leaning into curation 19:05 Prompting vs. pixel pushing 25:09 Previewing Dessn's canvas UX 27:31 What tomorrow's design tools mean for the role of designer 28:55 Figuring out what to ship 30:54 The importance of design in an AI world 32:49 Dessn's upcoming milestonesHenry Modisett - Inside Perplexitys design cultureDive Club 🤿2026-01-09 | Someone asked me recently... if you had to join a design team, who would you want to work for?
And my answer was easy... Perplexity
So today's episode with Henry Modisett (https://x.com/henrymodis) (Perplexity's VP of Design) is a deep dive into what makes their design culture so special.
Some highlights:
- How to create a culture of decisiveness - What signals Henry is looking for in designers - Factors that influence Henry’s leadership style - How to lay the right foundation for your design org - Why Henry is doing feedback differently at Perplexity - Henry’s strategies for building world class design teams - + a *lot* more
Chapters 0:00 Intro 1:13 What's changed for Henry and Perplexity 6:44 The current state of Perplexity's design team 8:49 Henry's strategies for building design teams 12:31 What signals Henry is looking for in designers 14:37 Why Henry just hired a new design intern 18:39 How to lay the right foundation for your design team 26:22 Where Henry drew inspiration as a leader 31:11 Letting the problems dictate the process 34:17 Building a culture of decisiveness 38:35 How Perplexity thinks about design collaboration 41:55 How feedback happens at Perplexity 43:15 Navigating the challenges of scale
Dive is where the best designers never stop learning 🤿
Now you can join advanced courses taught by the top designers to help you take a huge leap forward in your career 💪Designers toolkit for Claude CodeDive Club 🤿2026-01-07 | Kyle Zantos is leading the new UX Tools Labs where he's responsible for figuring out what matters for new design tools and workflows.
As a result, he's pretty quickly become my go-to source as I transition into more of a builder with AI.
So this conversation is a deep dive into very specific tactics you can use on your own design engineering journey.
We'll go through recommended tools, workflows, and Kyle's process for building a design engineering "Skill" using Claude Code.
- Jhey Tompkins: https://x.com/jh3yy - Derek Briggs: https://x.com/PixelJanitor - Will King: https://x.com/willking - Emil Kowalski: https://x.com/emilkowalski - Jakub Krehel: https://jakub.kr/
Dive is where the best designers never stop learning 🤿
Chapters 0:00 intro 1:26 Tinkering with Cursor's new updates 10:35 Building an audio animation tool 14:04 Using external inspiration inside of Claude 19:08 Creating a design engineering skill in Claude 29:01 Using Leva control panels 34:53 The strategy for your global Claude guideline file 41:19 How to think about your tool stack 45:01 Kyle's personal system for learning
Now you can join advanced courses taught by the top designers to help you take a huge leap forward in your career 💪The trick to AI prototyping with your design systemDive Club 🤿2026-01-02 | We talk a lot about using AI at startups…
But what are more established companies doing to scale AI prototyping?
What are the best ways to use AI to prototype with your design system?
- Their vision for a truly AI-native design system - What's worked to scale AI prototyping adoption - Tips for reducing hallucinations when prototyping - ways to help AI make sense of your design system - Their novel approach to prototyping with “templates” - How the role of design system designers is changing with AI - + a *lot* more
Chapters 0:00 Intro 1:20 Atlassian's goals with AI prototyping 6:51 Why templates are Atlassian's secret sauce 11:09 Adding "recipes" to templates 13:17 Their process to integrating the design system 16:28 Writing effective instructions for AI 22:42 Closing hallucination gaps 27:19 How to drive adoption at your org 32:47 Strategies for maintaining the system 41:48 How the role of design system designer is changing 45:57 Where prototyping with AI is headed next
Dive is where the best designers never stop learning 🤿
Now you can join advanced courses taught by the top designers to help you take a huge leap forward in your career 💪Enrico Tartarotti - How did one person design and build all of this?Dive Club 🤿2025-12-29 | Today's episode goes deep into all of the design details in a new video collaboration tool called Flask (https://flask.do/) .
But the reason I’m so inspired by this product goes far beyond the UI/UX…
Flask is designed and built by one person— Enrico Tartarotti (https://x.com/EnriTarta) —who was a PM before this so his journey is the perfect example of what it looks like to thrive as a generalist builder.
So this episode tells the story of what it took to build a well-crafted product and all of the lessons that he learned along the way.
Enrico references the Mom Test (momtestbook.com) for user research and the episode with the Supercut Founders (https://www.dive.club/deep-dives/supercut) .
Dive is where the best designers never stop learning 🤿
Now you can join advanced courses taught by the top designers to help you take a huge leap forward in your career 💪Nad Chishtie - How to get hired as a designer at LovableDive Club 🤿2025-12-19 | As one of the fastest growing companies in the world, Lovable is scaling their design team by tapping into the Dive Talent Network (https://www.dive.club/talent-network) .
So I interviewed their Head of Design, Nad Chishtie (https://x.com/nadonomy) , to learn everything I can about how to get hired as a designer at Lovable.
Some highlights:
- A breakdown of a recent design hire’s portfolio - How to avoid getting your portfolio screened out - How to crush the later stages of the hiring process - How you can win Nad over with side projects alone - What to do if you’re not confident in your visual skills - The 2 things Nad cares most about when hiring designers Dive is where the best designers never stop learning 🤿
Chapters 0:00 Intro 1:24 What Nad is seeing in the market 5:39 What Nad looks for in designers 6:58 Designers own things end to end 10:56 Where Lovable sources designers 12:37 Portfolio mistakes 17:47 An example of a portfolio that got hired at Lovable 27:26 How to succeed if you're not craft focused 32:23 The power of side projects 40:33 How the interview process works at Lovable 44:02 How to succeed in a portfolio review 45:57 How Nad things about the role of metrics in portfolios 48:10 How to succeed in paid work trials 50:26 How much Nad cares about candidates using AI 54:47 Traits of successful designers at Lovable
Now you can join advanced courses taught by the top designers to help you take a huge leap forward in your career 💪just go build 🛠️ #hiring #designer #podcastDive Club 🤿2025-12-17 | 👉 Spotify - https://join.dive.club/Spotify 👉 Apple Pod - https://join.dive.club/Apple 👉 Full ep. on Youtube - https://join.dive.club/YoutubeRoman Tesliuk - From side projects to leading web design at Eleven LabsDive Club 🤿2025-12-15 | What does it look like to own web design for one of the fastest growing AI companies in the world?
And how do you get that opportunity if you don’t have companies like Apple or Airbnb on your resumé?
That’s what this episode with Roman Tesliuk (https://x.com/RomaTesla) is all about.
He walks us through the Eleven Labs Figma and talks about the tiniest of design decisions all the way to how he’s building a scalable website system.
We also go deep into Roman's side projects and all of the ways he's becoming a builder with AI 💪
Roman’s App Stacks project - https://appstacks.club/ and portfolio site - pixelwrld.co
Chapters 0:00 Intro 2:13 Initial visual concepts 6:33 Designing the conversational agents page 9:45 Roman's process for interactions and animations 12:45 Building a pattern generator 14:40 Exploring technical illustrations 17:34 Designing the Music page 22:21 Being intentional about imagery and UI comps 24:31 Redesigning the Text to Speech page 30:26 Transitioning gradients 32:24 The system for imagery and graphics 33:33 Roman's journey to get to Eleven Labs 35:41 Creating App Stacks 38:54 The story behind Roman's personal website 42:28 Roman's latest side project 44:30 Roman's advice for designers who want to build 48:01 How much Roman designs in Figma first 51:13 Roman's advice for people about social media
Dive is where the best designers never stop learning 🤿
Now you can join advanced courses taught by the top designers to help you take a huge leap forward in your career 💪Unlocking your design brain 🔓 #gamedesign #interactivedesign #uxuidesign #podcastDive Club 🤿2025-12-12 | 👉 Spotify - https://join.dive.club/Spotify 👉 Apple Pod - https://join.dive.club/Apple 👉 Full ep. on Youtube - https://join.dive.club/Youtubefuture-proofing 🦾 #coding #design #aiDive Club 🤿2025-12-11 | 👉 Spotify - https://join.dive.club/Spotify 👉 Apple Pod - https://join.dive.club/Apple 👉 Full ep. on Youtube - https://join.dive.club/YoutubeMy Favorite Prototype I’ve Ever MadeDive Club 🤿2025-12-10 | Last week I was prototyping some new features for Inflight (https://join.dive.club/inflight) and discovered an entirely new workflow using Claude Code.
Now I’m hooked.
So I decided to make an episode that shows my process step by step along with some of the key things I’ve learned about prototyping with AI.
Be warned… once you try it you’re not going to want to go back 😅
- Here’s my tweet (https://x.com/ridd_design/status/1996617560582951128?s=20) showing a glimpse of the prototype - Here’s Jakub’s Twitter (https://x.com/jakubkrehel) that I showcased
Dive is where the best designers never stop learning 🤿
Now you can join advanced courses taught by the top designers to help you take a huge leap forward in your career 💪us 🤝 design systems #opacityai #designsystems #uxuidesign #podcastDive Club 🤿2025-12-08 | 👉 Spotify - https://join.dive.club/Spotify 👉 Apple Pod - https://join.dive.club/Apple 👉 Full ep. on Youtube - https://join.dive.club/YoutubeSneak peek of MDS’s creative processDive Club 🤿2025-12-08 | I’ve probably learned more about visual design from MDS (https://x.com/mds) than anyone in the design community.
So I wanted to go deep into the creative process behind the all-new Shift Nudge website (shiftnudge.com) to see how he explores visual ideas.
He takes us through his Figma file that is full of *very* good ideas that didn't ship.
And he even shows us how he built his own Mosaic tool in v0 which became the core motif of the site.
So if you're interested in seeing the windy creative process behind one of the truly great designers today then I think you're going to enjoy this one.
Chapters 0:00 Intro 1:08 Initial creative process 11:15 A more simplified concept 13:13 I've been pronouncing Neue wrong this whole time 14:47 Starting to build custom vibe-coded tools 21:44 Starting to play with Mosaic images 30:30 Landing the plane once he had the core motif 44:35 MDS's final advice 52:53 MDS's process in Figma 54:39 Getting weird with the 404 page 57:18 Diagraming context for Claude
Dive is where the best designers never stop learning 🤿
Now you can join advanced courses taught by the top designers to help you take a huge leap forward in your career 💪Steve Ruiz - Is the canvas the future for AI?Dive Club 🤿2025-12-01 | I get shown a *lot* of tool demos and one thing is clear…
Canvas-based UX will play a pivotal role in how we interface with AI.
So I interviewed Steve Ruiz (https://x.com/steveruizok) who is the founder of tldraw (https://tldraw.dev/) where he's spent over 3 years and $5 million dollars building the perfect canvas (which powers many of the startups that we've studied on this show).
Some highlights:
- Why he’s been obsessing over fairies - Steve’s principles for good tool design - How he was able to learn to code so quickly - What Steve’s learned through his AI experiments - How he’s thinking about the future of agentic design - + a *lot* more
Chapters 0:00 Intro 1:14 Steve's design origin story 8:30 Steve's learning journey 13:06 Obsessing over arrows 18:54 Steve's tellestration journey 24:46 Principles of great tool design 31:51 The canvas as a foundational paradigm 37:36 Steve's AI experiments with agents 42:52 Designing more agentic workflows
Dive is where the best designers never stop learning 🤿
Now you can join advanced courses taught by the top designers to help you take a huge leap forward in your career 💪Emily Campbell - AI UX Deep DiveDive Club 🤿2025-11-24 | In one of the most popular episodes yet, Vitaly Friedman talked about what’s next for AI design patterns (https://www.dive.club/deep-dives/vitaly-friedman) .
In that episode he frequently referenced Shape of AI (shapeof.ai) which is an incredible database of AI design patterns.
So I wanted to get to the source and go deep with the creator [Emily Campbell](linkedin.com/in/emmiecampbell) to learn how to design great AI experiences. Because she’s studied AI products more than just about anyone I’ve ever seen 👀
Some of my favorite highlights:
- Ways to build trust in agentic products - Her favorite patterns for enhancing prompts - The traits she looks for when hiring AI designers - + a *lot* more
- Shape of AI (shapeof.ai) (her database of patterns) - Poke app (https://x.com/interaction/status/1965093198482866317/video/1) from Interaction
Chapters 0:00 Intro 0:31 Emily's model for designing AI products 10:13 Emily's catalogue of AI patterns 12:07 Walking through AI pattern inspirations 18:42 AI pattern deep dive 24:27 Baking trust into an AI UX 28:30 Ethical questions with designing for AI 31:18 Designing for AI at HackerRank 33:14 Importance of getting into code more quickly 36:49 How AI changes are impacting the way Emily thinks about hiring 38:53 Why HackerRank is leaning into brand designers
Dive is where the best designers never stop learning 🤿
Now you can join advanced courses taught by the top designers to help you take a huge leap forward in your career 💪Geoffrey Litt - The Future of Malleable SoftwareDive Club 🤿2025-11-14 | AI is fundamentally shifting the way we think about digital products and the core deliverables that we're bringing to the table as designers.
So I asked Geoffrey Litt (https://x.com/geoffreylitt) (Design Engineer at Notion) to share his vision for the future of malleable software and AI system design.
Here’s some highlights:
- The keys to effective system design - Geoffrey’s workflow for “working like a surgeon” - Why too many products become “nightmare bicycles” - The principles of malleable software vs. disposable software - Why version control is the most important AI interaction problem - Inside Geoffrey’s malleable software experiments at Ink & Switch - + a *lot* more
⭐️ You can use the code DIVECLUB to get 20% off your first month of Lovable Pro 1!
Chapters 0:00 Intro 1:18 Geoffrey's background in design 5:15 His experiments at Ink & Switch 8:00 Geoffrey's role at Notion 13:58 Exposing structure in system design 17:54 Designing AI Chat Interactions 21:47 The potential for canvas-based UIs 23:18 The Version Control Problem 29:57 Malleable software vs. dynamic interfaces 40:22 How the role of designer changes 48:34 Coding like a surgeon 52:50 Advice for designers trying to become more technical
Dive is where the best designers never stop learning 🤿
Now you can join advanced courses taught by the top designers to help you take a huge leap forward in your career 💪You can just build your own design tools nowDive Club 🤿2025-11-12 | There’s a new trend I’m noticing… designers are vibe coding custom tools to create new visual effects or speed up existing workflows.
And it’s awesome 💥
A few weeks ago Nick Pattison showed us [how he builds pattern tools in Lovable (youtube.com/watch?v=5ADHIIBtzQw). And today we get to hear from Ryan Miyoshi (https://x.com/ryry__mimi) about how he creates custom tools for his work as the Head of Design at Column (column.com) .
We get a behind-the-scenes of 4 different tools:
- 2 for creating custom image effects - 1 for generating branded charts - 1 node-based workflow for creating customer posters
But even more important than the specific tools is Ryan’s mentality. If you have his level of agency and determination then AI gives you superpowers 💪
Chapters 0:00 Intro 4:51 Ryan's thumbnail tool 9:21 The strategy for your new tool 10:59 How to build your own tool 14:43 How long it took Ryan to build these tools 21:32 Debugging dithering effects 25:58 Ryan's ComfyUI tool
Dive is where the best designers never stop learning 🤿
Now you can join advanced courses taught by the top designers to help you take a huge leap forward in your career 💪Ryan Scott - The skills that get designers promotedDive Club 🤿2025-11-07 | Craft gets you hired.
But business impact gets you promoted.
So this week’s episode with Ryan Scott (linkedin.com/in/ryanscottcreative) is a deep dive into how designers can think strategically about their career.
He shares a ton of lessons from his PM Masterclass for designers (https://join.dive.club/ryan-scott-pm-masterclass-affiliate) :
- What it looks like to grow your product muscles - The right (and wrong) ways to get buy-in for your ideas - Strategies for making data a part of your design practice - Ways to spot new strategic opportunities for your company - How to position your work to be compelling to a business leader - What Ryan learned making big ideas happen at Airbnb and Doordash - + a *lot* more
⭐️ Get $100 off Ryan’s course when you us the code DIVECLUB
Chapters 0:00 Intro 1:23 Understanding the state of the market today 6:06 How designers can respond to today's market 10:02 What to do if you don't have metrics to back up your work 15:57 How to think strategically about your design career 19:42 How to move down the product path 27:27 How designers can find new opportunities for the business 31:43 How to introduce your ideas to decision-makers 35:14 How to grow the skill of prioritization 44:33 How to make data a part of your design practice 49:07 Looking for outliers in the data 54:08 Sneak peek of Ryan's courses on Maven
Dive is where the best designers never stop learning 🤿
Now you can join advanced courses taught by the top designers to help you take a huge leap forward in your career 💪Making Claude Code less scary for designersDive Club 🤿2025-11-05 | The best way to learn isn’t always to find the top expert in the field…
I much prefer to find the person who is one rung above me on the learning ladder. Often they’re the right person to explain how I can take those next few steps.
This is especially true when it comes to coding with AI and that’s what this episode is all about.
We’re talking with Kyle Zantos (https://x.com/kylezantos) who didn’t touch code at all until the last ~year. But since then he’s went all in on building with AI so today he’s going to walk us step-by-step through his workflow including:
- How he plans his projects - How he scaffolds in v0 - How to get up and running with Claude Code - His strategies for prompting and debugging - + a *lot* more
Chapters 0:00 Intro 3:29 How to plan projects with Claude 12:47 Creating a prompt to scaffold in v0 16:37 Why Kyle scaffolds in v0 26:08 Debugging when your prompts don't work 29:12 How to treat AI like a collaborator 35:59 How to go from v0 to Claude Code 43:05 How to use MCPs with Claude Code 45:55 How to get your environment up and running 48:38 How to think about Github Desktop
Dive is where the best designers never stop learning 🤿
Now you can join advanced courses taught by the top designers to help you take a huge leap forward in your career 💪its not that hard... 😬 #uxuidesign #podcast #design #code #codingDive Club 🤿2025-10-31 | 👉 Spotify - https://join.dive.club/Spotify 👉 Apple Pod - https://join.dive.club/Apple 👉 Full ep. on Youtube - https://join.dive.club/YoutubeDesigning the first ever tabletop game consoleDive Club 🤿2025-10-31 | Board (https://board.fun/) has taken over social social media (and for good reason).
It’s one of the most obvious yet innovative products I’ve ever seen.
So as soon as Kevin Twohy (https://x.com/kevintwohy) shared a preview with me I knew we had to do an interview to get the behind-the-scenes (spoiler: I did buy it lol).
So this episode is a deep dive into his design process for the first ever tabletop game console:
- What he learned about prototyping hardware products - How they figured out the “brand moves” for Board - How Kevin makes the most of AI tools - + a *lot* more
Now you can join advanced courses taught by the top designers to help you take a huge leap forward in your career 💪Drew Wilson - How designers become builders and the future of toolingDive Club 🤿2025-10-24 | Imagine a world where handoff no longer exists and designers are moving fluidly in code…
Drew Wilson (https://x.com/drewwilson) is one of the people pulling that future into the present so this week’s episode is a deep dive into his vision for the new design tool Opacity (https://opacity.app/) .
Some highlights:
- How team structures are changing - How to stand out when everyone is a builder - What design’s “Github moment” will look like - The fracturing of the market for design talent - How Drew is approaching this startup differently - Where the new technical threshold is for designers - + a *lot* more
Drew is also building his new IDE called Loop - https://loupe.build/
Chapters 0:00 Intro 1:11 Why Drew is starting Opacity 9:10 What's the future of "designer" 13:22 The importance of components in an AI world 21:24 Product strategy when the table stakes are high 28:55 Iteration over Prototyping 36:24 The new technical threshold for designers 40:27 How to differentiate yourself as a designer 48:07 The types of designers that Drew wants to hire 52:20 Upcoming milestones for Opacity 53:19 How Drew is doing things differently as a design founder
Dive is where the best designers never stop learning 🤿