Dive Club 🤿 - podcast cover

Dive Club 🤿

Riddrss.com

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

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Episodes

Andy Madrick - Why AI changed design handoff forever

⭐️ Check out Andy’s course - Craft at Speed https://join.dive.club/maven-aff-andy-madrick Use code DIVECLUB for 15% off Andy Madrick ( https://x.com/andymadrick ) is rethinking what it means to be a designer in 2026. While at Notion, he’s developed a workflow where he prototypes directly in code, ships frontend PRs, and uses AI tools like Cursor to own the final polish of user interfaces. In this episode we get a look into how he keeps all these things in motion and still designs with insane att...

May 26, 202653 minEp. 166

Tommy Geoco - The state of the design industry right now

Over the last few months, Tommy Geoco has went on site to study today’s top design teams (Vercel, Perplexity, Metalab, Ramp, etc.). So this week’s episode is a deep dive into all of the trends he’s seeing around AI workflows and where design is headed next. Some highlights: Why 59% of designers build their own tools Tommy’s current tool stack for AI design work What signals show AI fluency in job interviews Why internal tool building is the new career path Why now is the best time to grow in the...

May 19, 20261 hrEp. 165

Katarina Batina - Making big bets with design

How do the best designers shape strategy at companies like Shopify? That’s what today’s episode with Design Director Katarina Batina is all about. Some highlights: Balancing metrics and vision Redesigning the shopping cart UX Taking a big bet on the shopping feed How product strategy has changed with AI How to get people excited about your ideas How to make sure you don't overcook your app a lot more Katarina mentioned John Rundle and Luke Dupont...

May 12, 202655 minEp. 164

Rafa Conde - Make your designs memorable

Rafa Conde ( https://x.com/rafahari ) is a design engineer at Retro and one of the most creative designers I know. I still remember where I was when I first saw the video on his personal site ( https://rafa.design/ ) 😂 In this episode we unpack what it means to design experiences that bring delight :) Some highlights: - Finding ways to introduce delight - How to make users feel something - The power of humor in your design - How to lean into video as a superpower - Balancing accessibility and d...

May 05, 202659 minEp. 163

Polly D’Arcy - Going from IC to VP of Design at Wealthsimple

Imagine going from IC to leading the Wealthsimple design team in a few short years… That was Polly D’arcy’s ( https://www.linkedin.com/in/pollydarcy/ ) journey and today’s episode covers everything she’s learned along the way. We go deep into design leadership, craft, hiring, and a lot more. Some highlights: - Why Polly hires specialists over generalists - Tactics to nail your next portfolio presentation - What it looks like to lean into the moment with AI - How Polly defines design quality at W...

Apr 28, 202655 minEp. 162

Brandon Jacoby - Seeing Taste vs. Creating Taste as a designer

Capital, early Cash App, and most recently, X, all have one designer in common — [Brandon Jacoby]( https://x.com/JacobyBrandon ). In this episode Brandon is talking about how he’s combining his years of experience designing with fresh, high-functioning teams and is now launching an all-new independent practice to help founders push past good enough. He shares some really interesting thoughts on taste, being creative with AI, and how to thrive in a 0->1 environment. Some highlights: - The type...

Apr 21, 202653 minEp. 161

Brian Lovin - How to level up with AI as a designer

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 ...

Apr 14, 202655 minEp. 160

Ian Silber - What it's like designing at OpenAI

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 s...

Apr 08, 202645 minEp. 159

Marvin Schwaibold - Inside Shopify's New Product Design Studio

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 ...

Apr 02, 202655 minEp. 158

Flora Guo - How to accelerate your design career with AI

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 prod...

Mar 25, 202647 minEp. 157

Kris Puckett - Becoming an AI-native designer

Today's episode is with Kris Puckett 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...

Mar 19, 202653 minEp. 156

Josh Puckett - Crafting interfaces with uncommon care

What does it look like to demonstrate uncommon care in the way you design and build an interface? Josh Puckett has has spent nearly two decades designing products like Wealthfront, Dropbox and helping dozens of startups. But recently he released Interface Craft 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 ...

Mar 12, 202654 minEp. 155

Luis Ouriach - How are design systems changing?

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...

Mar 10, 202655 minEp. 154

Cameron Worboys - Inside an AI-native design org

Today's episode with Cameron Worboys (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 >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 o...

Mar 05, 202655 minEp. 153

Katie Dill - The new era of design at Stripe

A few weeks ago, Stripe launched their [new site ( https://stripe.com/ ) and reminded everyone who the 🐐 of web design is… So I asked their Head of Design, Katie Dill ( https://www.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 infl...

Feb 23, 202655 minEp. 152

Julien Martin - Why Amo's Design Hits Different

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 uniq...

Feb 18, 202658 minEp. 151

Tommy Smith - How side projects can land you a dream job

Today's episode is with Tommy Smith 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...

Feb 16, 202640 minEp. 150

Ryan Stephen - Creativity, Storytelling, and Prototyping Playful Ideas

Ryan Stephen ( https://x.com/Ryan__Stephen ) is a product designer at Microsoft, but the reason I wanted to interview him is because he's the man behind some of my favorite design experiments on Twitter. So in this episode Ryan gives us a behind-the-scenes look at his creative process, the tools in his stack, and how he approaches effective storytelling in design. Some highlights: - How Ryan sparks creativity - The power of putting your work on Twitter - How Ryan thinks about investing in his ca...

Feb 12, 202640 minEp. 149

Hannah Hearth - Design Careers in the Age of AI

Today's episode is with 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 d...

Feb 09, 202651 minEp. 148

Karl Koch - Tips for New Design Engineers

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 ...

Feb 04, 202646 minEp. 147

Why Rive is a big deal for the future of design

This episode is a deep dive into Rive —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 👀

Feb 02, 202644 minEp. 146

Best AI Coding Tools for Designers

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 - Tools listed: - Lovable ( https://lovable.dev/ ) - Figma Make ( https://www.figma.com/...

Jan 28, 202620 minEp. 145

Xavier Jack - How To Vibe Code in 3D

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 - Amie.so...

Jan 26, 202645 minEp. 144

Matt Sellers - What a top 1% design portfolio looks like

Last month the head of design at Lovable, Nad Chishtie , walked us through the portfolio of one of their recent design hires, Matt Sellers . 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 F...

Jan 21, 202633 minEp. 143

Stephen Haney - The 2026 AI Design Field Report (tools, process, and what's working)

There's been a heck of a debate around the future of coding and design tools lately... but what's actually happening inside of today's top teams? Where is all this headed and how does the future of our tools shape the role of a designer? Today's episode is with Stephen Haney ( https://x.com/sdothaney ) who is the founder of the new design tool Paper. And for the last few months he's studied how design teams actually use AI in their everyday roles... everything from tooling to prototyping to proc...

Jan 19, 202648 minEp. 142

Dessn - Is this the future of AI prototyping?

Gab and Nim are the co-founders of a startup called Dessn 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 repo and give me a little demo to see what’s possible. I’m pretty sold 👀...

Jan 14, 202634 minEp. 141

Henry Modisett - Inside Perplexity's design culture

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 ...

Jan 09, 202648 minEp. 140

Designer's toolkit for Claude Code

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. Kyle’s portfolio sit...

Jan 07, 202648 minEp. 139

The trick to AI prototyping with your design system

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? That's what today's episode is all about because we're talking with Lewis Healey ( https://x.com/Lewishealey ) and Kylor Hall ( https://www.linkedin.com/in/kylorhall/ ) about how they scaled AI prototyping at Atlassian. Some highlights 👇 - Their vision for a truly AI-native design system - What's worked to scale A...

Jan 02, 202653 minEp. 138

Enrico Tartarotti - How did one person design and build all of this?

Today's episode goes deep into all of the design details in a new video collaboration tool called Flask . 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 —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. Enri...

Dec 29, 202549 minEp. 137
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