Ridd
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
Where to listen?
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Episodes
Meaghan Choi - Designing Claude Code (and what's coming next) 08.07.2026 53:49
It kinda feels like how design operates at Anthropic is consistently 3-6 months ahead of the rest of the industry. As a result, Meaghan Choi ( https://x.com/meaghaneschoi ) (Design Lead for Claude Code) has quickly become a staple guest on this show. In today’s episode we go deep into her design process, how she uses the new Artifacts feature, how the shape of designer is evolving, and a lot more…...
Meng To - Codex superpowers for designers 30.06.2026 35:43
Meng To ( https://x.com/MengTo?lang=en ) is one of the people I keep tabs on to see how he's evolving his workflow as he builds his ideas with AI. So I sat down with him to get a look into what his process looks like now… (spoiler: he’s moved everything to Codex) We do a ton of screen-sharing and go deep into his strategies for prompting, how to get better outputs from the models, and more 👇 Some...
Loredana Crisan - Figma's big bets for the future of AI design 24.06.2026 50:13
This week we are going behind the scenes of Config 2026 with Loredana Crisan (Figma’s Chief Design Officer) https://www.linkedin.com/in/loredanacrisan/ We talk about Figma’s vision for AI, why design is having “an identity crisis and a renaissance at the same time,” and what it means to use AI to express what’s already in your head (not outsource creativity to it). It’s a clarifying conversation a...
Brett Williams - How a Visual Designer Became a Builder 16.06.2026 50:04
What does it look like when a designer with zero technical background commits to shipping something real? That’s what this week’s episode with Brett Williams is all about. He gives us a behind-the-scenes of his journey building Gather including: Brett’s process for iterating on a design Brett’s new prototyping.md skill workflow How Brett maintains control while building with AI Brett’s strategy fo...
Ron Goldin - Building your ideas as a design leader 09.06.2026 54:19
This week's episode is with Ron Goldin who has led design at Google, Shopify, UberEats, and in my opinion... he's the perfect example of what it looks like to thrive as a design leader in an AI world. So this week’s episode is a deep dive into his journey as a builder and it’s full of stories: Redesigning the Shopify checkout Ron’s unique research tactics for UberEats Building MTCHMKR from scratch...
How Anthropic, Every, & Ramp design with AI 02.06.2026 39:47
A couple of weeks ago I recorded my first ever episode in front of a live audience (at Ramp HQ in NYC) 🗽 So today I’m excited to share the panel discussion recording with 3 incredible guests: Meaghan Choi who is the design lead for Claude Code and Cowork Dan Shipper who is the CEO of Every and one of my favorite thinkers when it comes to AI And Bradley Ziffer who is a design engineer at Ramp It’s...
Andy Madrick - Why AI changed design handoff forever 26.05.2026 52:45
⭐️ 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...
Tommy Geoco - The state of the design industry right now 19.05.2026 1:00:00
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...
Katarina Batina - Making big bets with design 12.05.2026 55:23
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 m...
Rafa Conde - Make your designs memorable 05.05.2026 59:01
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 po...
Polly D’Arcy - Going from IC to VP of Design at Wealthsimple 28.04.2026 55:10
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 prese...
Brandon Jacoby - Seeing Taste vs. Creating Taste as a designer 21.04.2026 52:36
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 ta...
Brian Lovin - How to level up with AI as a designer 14.04.2026 55:04
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 buildin...
Ian Silber - What it's like designing at OpenAI 08.04.2026 45:10
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...
Marvin Schwaibold - Inside Shopify's New Product Design Studio 02.04.2026 54:36
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 hi...
Flora Guo - How to accelerate your design career with AI 25.03.2026 46:36
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. - Wha...
Kris Puckett - Becoming an AI-native designer 19.03.2026 52:57
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 b...
Josh Puckett - Crafting interfaces with uncommon care 12.03.2026 53:57
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...
Luis Ouriach - How are design systems changing? 10.03.2026 55:10
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 i...
Cameron Worboys - Inside an AI-native design org 05.03.2026 54:48
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 be...
Katie Dill - The new era of design at Stripe 23.02.2026 54:32
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...
Julien Martin - Why Amo's Design Hits Different 18.02.2026 57:58
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 A...
Tommy Smith - How side projects can land you a dream job 16.02.2026 39:58
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...
Ryan Stephen - Creativity, Storytelling, and Prototyping Playful Ideas 12.02.2026 40:28
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 spark...
Hannah Hearth - Design Careers in the Age of AI 09.02.2026 51:24
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...
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