Dive Club 🤿

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 CoworkDan Shipper who is the CEO of Every and one of my favorite thinkers when it comes to AIAnd Bradley Ziffer who is a design engineer at RampIt’s a deep dive into AI design workflows at Anthropic, Ramp, and Every and I think you’ll enjoy it :)...

⭐️ Check out Andy’s course - Craft at Speed https://join.dive.club/maven-aff-andy-madrickUse code DIVECLUB for 15% offAndy 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 attention to detail.Some h...

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 toolsTommy’s current tool stack for AI design workWhat signals show AI fluency in job interviewsWhy internal tool building is the new career pathWhy now is the best time to grow in the design communityHow design workflows have bec...

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 visionRedesigning the shopping cart UXTaking a big bet on the shopping feedHow product strategy has changed with AIHow to get people excited about your ideasHow to make sure you don't overcook your appa lot moreKatarina mentioned John Rundle and Luke Dupont

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...

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 WealthS...

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 types of designer who get most amplified by AI- What...

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 wrangli...

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...

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...

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 expe...

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 an...

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: DIVE20Some highlights:Josh’s principles for great designMorphing strategies for micro-interactionsHow the value proposition of design is shiftingHe builds a custom pattern generator on the flyH...

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...

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 designersCam's vision for bespoke softwareThe #1 trait that Cam looks for in design hiresHow >90% of designers at Cash are shipping PRsWhat to do if you don't want to become an IC builderHow to create an emotional attachment to your productHow Cash has replaced the old engineering/product/design triadJulien Martin's episode...

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 influencing...

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...

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 citizenPositioning himself as a new design engineerAdding personality by experimenting with RiveHighlighting what matters most in his case studiesFlexing his craft muscles and nailed the finer details

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 career...

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 designersThe most underrated storytelling tacticDoing more with less while not burning outExamples of how AI is changing the design processHow design orgs should think about adopting AI toolsHow much coding is...