Dive Club 🤿
Where designers never stop learning 💪Dive Club is an interview series hosted by Ridd that is designed to unlock knowledge from today's most prolific designers. We go deep into craft, storytelling, tools, design engineering, startups, and much more.You can find all of the episodes, key takeaways, and bonus resources here 👉 Dive.club
Designing the first ever tabletop game console
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
- Ho...
How AI is Changing Design Workflows
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.
Drew Wilson - How designers become builders and the future of tooling
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 tal...
Keys to craft: Supercut’s playbook for design excellence
Over the last few months one product has risen to the top of my inspiration list… ツSupercut (https://supercut.ai/)
The point of this episode is to figure out what it takes to consistently reach that level of excellence.
How do you maintain that level of attention to detail while preserving the speed that you need to hit when going 0 -> 1 on a new product?
This week's episode is with David (https://x.com/okuiux?lang=en) and [Neil](https://x.com/neiltak) the cofounders of Supercut which has quickly become one of my f...
Rooz Mahdavian - Designing frontier interfaces at Neuralink and Apple
We’re talking about craft in B2B SaaS... but what is it like designing for frontier interfaces like the Apple watch or even neural interfaces?
We find out in this week’s episode with Rooz Mahdavian. (https://x.com/roozm)
He’s the design engineer at Neuralink so we're about to get pretty nerdy and talk about what it’s like designing an experience that allows someone to use a computer with just their mind.
The level of detail and first-principles design thinking is truly impressive.
Some highlights:
- What i...
Escha Vera - Designing Perplexity’s Comet and Using AI Like an Artist
Imagine it’s your first day as a designer at Perplexity... and the VP of Design hands you the keys for their all-new AI browser, [Comet](https://www.perplexity.ai/comet).
That’s the story for [Escha Vera](https://x.com/eschadiol).
So this week’s episode is a deep dive into her design process and what it looks like to use AI like an artist.
- How she designed Comet onboarding experience
- Creating generative invite codes using multiple AI tools
- How she created the Perplexity design system...
Carl Rivera - Shopify’s big bet on design and craft as the differentiator
What does the perfect e-commerce platform look like in an AI era?
That’s the question Shopify’s Chief Design Officer Carl Rivera has set out to answer so this week’s episode is all about Shopify’s big bet on design and craft as the ultimate differentiator.
We go deep into:
- What happens when AI makes everyone a 7/10 designer
- What most design teams get wrong when casting vision
- How design can lead the creation of truly native AI experiences
- Why every designer at Shopi...
Catt Small - How staff designers build influence and lead as ICs
Only a select few have multiple episodes on Dive Club and today Catt Small joins the ranks.
She has a gift for turning messy ideas into practical next steps so it’s no wonder her Staff Designer course is one of the top-rated on Maven.
In this episode we go deep into all of the ways you can make an impact by building influence on your team and effectively casting vision for your product.
Some highlights:
The 2 ways to measure your influenceStrategies for getting distribution for your ideasHow to select the ideal fo...Sara Vienna - Taste, Meaning, and How to Stand Out in an AI world
What does it take to make people feel something with design...?
This week's guest is kind of an expert on the question.
Sara Vienna (https://x.com/sravienna?lang=en) , the Chief Design Officer at Metalab, talks about the responsibility that designers have to shape this AI world that we're entering without losing the heartbeat of a brand.
We don't hold back on the current state of the industry and what it feels like to be a designer today.
Some highlights:
- How to not get swept up in...
Gabe Valdivia - How to Thrive as an Independent Designer
I think we're entering a world where the market for fractional design is about to explode…
So this week's episode is with one of my favorite people in the industry, Gabe Valdivia.
We're going to explore his independent journey → how he made the jump, how he's evolved the practice in year two, and all of the lessons he's learned along the way.
Some highlights:
Gabe’s three-phase client modelHow to sell a client on fractional designGabe’s rules of thumb for pricing himselfHow Gabe’s new apprenticeship program worksHow Gabe vibe-coded his personal F...Behind the scenes of the Inflight startup pitch💡
Too much of designing a startup happens behind closed doors
So I want to work with the garage door open while building Inflight (https://www.inflight.co/) as much as possible.
You already saw a bunch of the nitty gritty UI details (https://www.youtube.com/watch?v=D39Dv9MSlhs)…
But when you’re going 0 to 1 on something, the storytelling piece is often the hardest part.
So this episode is a sneak peek of a recent presentation we gave in SF (and some behind-the-scenes commentary to go along with it).
Dan Winer - How to become more strategic and advance your career
What does it look like to advance your career in the age of AI?
That’s what this week’s episode with Dan Winer (Director of Product Design at Kit) is all about.
He shares insights from his top-rated Maven course "Strategy and Influence for Product Designers" (https://join.dive.club/dan-winer-course)
So if you want to learn how to go from pixel pusher to strategic partner then this is the episode for you 💪
Some highlights:
- Dan’s strategies for effective storytelling
- How to shine a light o...
Andy Zhang - From early Figma to design engineer at Windsurf
This week's episode is with Andy Zhang who was the lead design engineer at Windsurf. So we're going to shine a light on all of the ways you can make an impact as a design engineer including:
Owning more of the frontend polishThinking through design patterns and packaging featuresBridging the gap between technical features and intuitive UXSaying “no” to features to preserve the simplicity of the systemHe also shares some great stories and advice including:
What it was like working as an intern at Figma withVitaly Friedman - Beyond Chat: What's Next for AI Design Patterns
I’d bet real money that you have been on Smashing Magazine at some point in the last 18 years…
Good news is, this week I got to interview the founder, Vitaly Friedman, who is also one of the leading thinkers in UX right now.
In this episode we go deep into how AI is changing the way we interact with digital products and how our patterns and processes are evolving as a result.
Some highlights:
The use case for dynamic interfaces with AIHow to design a less painful refinement journeyThe best AI desi...From Uber to Apple to new design founder 💡
If I told you someone had a background as a senior designer at companies like Uber, Dropbox, Apple, and Patreon then you'd be pretty impressed, right?
Same.
But Adam Noffsinger walked away from all of that to start Alma (which you might remember from the Smith+Diction episode).
So this episode is a deep dive into what it really looks like to go 0→1 as a design founder.
Adam even walks us through his Figma file for Alma so if you’re interesting in startups or designing something from nothing, then I thin...
Pietro Schirano - AI just gave designers a promotion
This week’s episode is with Pietro Schirano who is the founder of the new design tool MagicPath and one of the true forward thinkers on AI. We go deep into the future of prototyping, design workflows, and what it takes to catalyze your career with AI.
Some highlights:
How design workflows will evolveUsing AI as a collaborator not just a toolHow Pietro was able to build influence at AnthropicWhy interactive prototypes are becoming table stakesWhat designers need to understand to master the modelsWhy design architects will be the highest paid role in the futurea lot mo...Why AI has changed prototyping forever
This week I got an inside look at Figma Make while talking to Holly and Nikolas all about the future of prototyping…
We get into real world use cases for different kinds of prototypes and how our workflow is evolving as designers.
One thing is abundantly clear, things aren’t so linear anymore.
Some highlights:
How Figma Make fits into your workflowRethinking what “high fidelity” means for a prototypeHow code is the glue and what it means for collaborationWhat are the less obvious use cases for prototyping with AIMeta prototyping with interactive playgrou...How product design works at Raycast 💡
Last month we did the ultimate Raycast Deep Dive, but there's a lot in there… so this week I want to highlight just the segment from the product design team.
We go deep into how they collaborate, why they’ve started shipping more code, and what it takes to build a culture obsessed with craft.
Don’t forget to use code DIVE20YT to get 20% off your first purchase of any Lovable plan ❤️ Valid until August 21, 2025. Go to dive.club/lovable to start creating
Full Raycast episode - The Raycast Deep Dive
Gunnar Gray - Designing Perplexity, shaders, and voice interfaces
This week, Gunnar Gray (Product Design Lead at Perplexity) dives into the art of designing AI-native experiences.
He shares lessons from shaping Voice Mode and how prototyping with AI is changing the design process at Perplexity.
Some highlights:
Why Perplexity is racing to get ideas into codeWhat it’s like designing at a hyper growth startupWhat it’s like designing dynamic voice experiencesGunnar’s journey learning metal shaders with CursorHow Gunnar strategically invests in his design skillseta lot morePerplexity - AI-powered search and discovery platformCursor - AI-powered code editorParticle News appRyo Lu - Designing the future of Cursor
Cursor is easily one of the most impactful companies in all of tech…
And this week's episode is with their Head of Design, Ryo Lu.
You might've heard of Ryo in this episode back when we talked about early Notion and systems design.
So this week we're going to get an inside look at how design operates at Cursor and all of Ryo's experiments with AI 👀
Some highlights:
What Ryo believes about the future of HCIHow Ryo handles a barrage of user feedbackHow Ryo approaches systems thinking at CursorHow Ryo unifi...Julian Lehr - How storytelling works at Linear
This week's episode is with Julian Lehr who is the storytelling lead at Linear
So we're going to step out of the pixels for this conversation and focus more on how you can get people excited about what you're designing.
Because in the age of AI, stories are what makes your product defensible.
So we're going to go deep into Julian's creative process and how he kinda thinks of his role more as packaging.
Some highlights:
Julian’s sources of inspirationUnderstanding Julian’s creative processThe new analogy that Julian is work...Emmet Connolly - Transitioning into the next era of design
You probably know Intercom… but did you know they recently incubated a new startup called Fin that has already surpassed the core business?
They’ve pulled off a massive transition to an AI-native product and design org so today we’re going behind-the-scenes with their VP of Design Emmet Connolly.
Some highlights:
Why Emmett believes designers will own the frontendThe opportunity for design systems in an AI-first worldWhat Emmett looks for when hiring designers in the AI eraWhy liquid glass represents the wrong direction for designHow Intercom’s AI product Fin overtook their core business...My playbook for vibe coding💡
In last week’s episode, the Head of Design at The Browser Company shared a totally new way to think about your portfolio.
He says one of the most valuable things you can demonstrate today is the ability to solve real problems with code (no matter how small).
I’m literally doing this with a side project right now and I’ve learned a lot so I decided to share my new playbook for vibe coding 👇
Teo Connor (VP of Design at Airbnb): https://www.dive.club/deep-dives/air-bnb
Alex Schl...
Dustin Senos - Designing Dia (the AI-native web browser)
Dia from The Browser Company has completely taken over the internet. We’re finally seeing what an AI-native browser can be and it’s pretty exciting :)
So this episode is a behind-the-scenes with their Head of Design, Dustin Senos.
Some highlights:
How to build a product strategy around AIHow The Browser Co approaches prototypingDustin’s perspective on MCP and agentic designHow their definition of “good” evolved from Arc to DiaTheir process for exploring patterns for interacting with AIThe #1 piece of advice Dustin would give younger designersa lot moreWe mentioned Nate Parrott’s...
The Ultimate Raycast Deep Dive (craft, AI, hype, & more)
This week’s episode is a first of its kind because we’re doing the ultimate deep dive into one of my favorite products: Raycast
We’ll here from the founders, design team, and even the hype team and go deep into all kinds of topics:
The hilarious story of Raycast’s YC application3 weekly rituals that are perfect for remote teamsWhat they’ve learned about designing AI experiencesWhat we can learn from how their hype team operatesHow the design team has changed the way they collab with engineersa lot moreThis is easily the most in-de...
Behind the scenes of my design founder journey
The last two weeks with Inflight have been the most exhilarating of my entire career…
So I want to use Dive Club to provide unprecedented levels of access to life as a design founder.
I’m talking about the messy behind-the-scenes, hideous Figma concepts, and all of the winding turns that we've taken to get where we're at today.
This is gonna be as raw as it gets.
And hopefully by shining a light on some of the things I'm learning, it turns into a video series that you want to keep w...
Darrin Henein - The new bar for design excellence at Shopify
This week's episode is with Darrin Henein who is the VP of Design at Shopify. We talk about how they create a culture of excellence and how AI is influencing the way they practice the design.
Some highlights:
What makes for a great design critique cultureDarrin’s expectation for how designers prototypeHow Shopify’s new AI mandate impacts designersTraits Darrin notices in promising younger designersWhat designers can learn from the best communicators at ShopifyWhy Darrin believes designers need to think beyond static prototypesa lot moreGKIII’s Cost of Craft articleFrenzy drop sales productAstronaut video...Vibe designing with Subframe
There’s a new design tool called Subframe that’s officially caught my eye 👀
So I asked their co-founder Filip Skrzesinksi to give us a demo and talk through their vision.
I found some of their AI interaction patterns fascinating (especially the way they approach prototyping and contextual edits).
If you’re interested in the future of design tooling then I think you’ll like this episode and you can use the code DIVECLUB to get your first month free 👌
Ioana Teleanu - The right (and wrong) ways to design AI into your product
There are two types of companies today:
Startups birthed out of AIExisting companies figuring out how to adapt to AIThis week’s episode is all about #2 because we get to hear from Ioana Teleanu who was the first AI designer at Miro and is now a dedicated AI+Design consultant.
So a big theme of this conversation is how to identify the right opportunities to design AI into a product that’s already working. Ioana shares a bunch of stories and lessons learned from her time at Miro as well as a refreshing perspective on A...
Jesse Kulp - Designing the Future of AI at Google
This week we get to hear from Jesse Kulp who is the original designer for Google AI Studio.
He shares what it was like going 0→1 as the sole designer and his ideas for where AI design is headed next
I think we're gonna look back in a couple years, the kind of silly stuff we're doing today and say it looks like child's play… Jesse Kulp
some highlights:
How Jesse transformed into the ultimate generalistWhat Jesse learned about managing lots of stakeholdersExploring different interaction modalities for AI in the futureHow to handle ambi...Stephen Haney - Paper's vision for the future of design tooling
Stephen previously co-founded Modulz which created Radix UI, now used by Vercel, Linear, and Jetsi.
Now he’s the founder of the most influential design tool on the market — Paper.
In this episode, Stephen gives us a look at how Paper is fundamentally changing the speed of traditional design flows.
Some highlights:
How to drive alignment as a companyHow Stephen cultivates empathy in designersHow Stephen views the traditional design roleHow Paper is paving the way for modern design toolsHow Paper is bringing creativity back to design tools through shadersa lot moreDavid Hoang Stra...The untapped opportunity for design tools💡
A year ago, it felt like AI-generated UI was about to have its moment. But now the landscape looks a LOT different than what people expected.
So this episode answers the question "what's next?"
Because there's still an untapped opportunity that I believe will become very real soon...
Kyle Turman (Designer at Anthropic) https://www.dive.club/deep-dives/kyle-turmanNad Chishtie (1st designer at Lovable) https://www.dive.club/deep-dives/nad-chishtieZach Leach (Head of Design at Gamma) https://www.dive.club/deep-dives/zach-leachJordan Singer (AI at Figma) https://www.dive.club/deep-dives/jordan-singerPranathi Peri (Product...Zach Leach - Principles for designing a great AI product
This week, Zach Leach (Head of Design at Gamma) gives a behind-the-scenes of what it’s like designing one of the hottest AI products in the world today.
He shares a ton of techniques and lessons learned from working with LLMs—including some ways to make AI fun again :) And we also learn what makes design at Gamma a bit unorthodox in all the best ways.
Some highlights:
What makes Gamma a team of “AI Pioneers”How Gamma designers prototype ideas in codeHow Zach has iterated on interaction patterns for AIHow to think about AI funct...The new era of design leadership💡
The more I study today's top design teams, the more clear it’s becoming that we're entering the era of a new type of design leader— one with taste and the skills necessary to uphold craft.
So this episode studies this new archetype of leader by highlighting clips from design leaders at Airbnb, Ramp, Duolingo, and more…
Alex Schleifer (Former Chief Design Officer at Airbnb)Mig Reyes (VP of Product Experience at Duolingo)Derek Briggs (Design + Code at Hypermode)Teo Connor (VP of Design at Airbnb)Diego Zaks (VP of Design at Ramp)Mig Reyes - Harsh truths that designers need to hear
Mig Reyes is the VP of Product Experience at Duolingo (and a design director at Instagram before that).
In this episode he shared a behind-the-scenes of how design operates at Duolingo (as well as some harsh truths designers need to hear).
Common portfolio review mistakesHow communication skills build influenceMig’s strategy behind hiring junior designersHow to succeed in executive product reviewsMig’s mandate to raise the design bar at DuolingoHow Mig revamped design management at DuolingoWhy Duolingo changed from “UX” to “Product Experience”a lot moreJacob Nielsen (commented on LinkedIn post)Brett Westervelt (VP of Design...How experienced designers drive alignment💡
I talk to a lot of designers at the pinnacle of their career…
So I’m always trying to figure out how they’ve evolved the way they practice design over the years.
Once I hear the same answer from a few different people I start to pay attention 👀
So here are a few trends I’m noticing for how the best designers get alignment on their teams.
Alex Cornell (Gen AI at Meta)Yuan Wang (Head of Design at Maven)Rich Arnold (Design Manager at Coinbase)Michael Wandelmaier (Principal Designer at...Kyle Turman - Designing Claude and collaborating with AI
Anthropic has quickly become a category-defining company and in this episode Kyle Turman (their first full-time designer) shares a behind-the-scenes of what it was like designing Claude.
If you’re interested in startups, AI products, or the art of prompting then this conversation will be right up your alley.
Some highlights:
Kyle’s story of wearing every hat for ClaudeWhat it’s like designing conversational UX flowsHow Kyle uses Claude in his personal design processWhy Kyle only half-finished his Claude designs in FigmaHow Kyle thinks about designing for emotion and feelingHow Kyle thinks about the fu...The window of opportunity for designers
There's a parallel I'm noticing between what's happening today with AI and what happened way back in 2013.
So this episode studies the early days of Snapchat, the emergence of high-fidelity prototyping tools, and answers the question “what does it look like to have agency in 2025?”
Jack Brody (Chief Product Officer at Suno)Jorn van Dijk (CEO of Framer)Julius Tarng (Research engineer at Anthropic)Tuhin Kumar (Head of Design at Luma AI)Maheen Sohail (Gen AI at Meta)Meng To (Founder of Design+Code)Tuhin Kumar - From Airbnb to Apple to designing with AI
Tuhin Kumar has designed at some of the most prolific companies in the world (early Facebook, Airbnb and Apple).
But everything’s changing in his new role…
Because now he’s the Head of Design at Luma AI which is one of the companies leading the charge on generative AI.
So this episode goes deep on how the value prop of design is shifting.
Some highlights:
The #1 trait of craft-oriented companiesWhy you can’t think of AI products as just a toolHow to invest in the right skills as a designer...The strategy I’m stealing from Granola💡
There are two goals that designers almost always group together:
Make a useful productMake it easy to understandBut my interview with Sam Stephenson changed my thinking completely 👀
So this episode breaks down Granola’s go-to-market strategy and why I’m copying it for my own startup.
Sam Stephenson (Co-founder of Granola)Colin Dunn (Co-founder of Visual Electric)