Dive Club 🤿

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

- Tokyo Design Forum (February 2026) - https://www.tokyodesignforum.com/
- UI Engineering 101 by Mariana Castillo and Derek Briggs - https://maven.com/pixeljanitor/uiengineering-101-for-designers
- We talked about Rauno Freiberg's portfolio (Vercel design engineer) - https://rauno.me/
- New tools: Paper - https://join.dive.club/paper-ad-email

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

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 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

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

Luis’s agentic design systems article: https://medium.com/@disco_lu/building-agentic-design-systems-the-future-of-ai-enhanced-design-6ad0470cf1e3

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 old engineering/product/design triad

Julien Martin's episode - https://www.dive.club/deep-dives/julien-martin