Dive Club 🤿 - podcast cover

Dive Club 🤿

Ridd•rss.com

Where designers never stop learning šŸ’Ŗ

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 šŸ‘‰ Dive.club

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Episodes

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 AI How The Browser Co approaches prototyping Dustin’s perspective on MCP and agentic design How their definition of ā€œgoodā€ evolved from Arc to Dia Their process for exploring patterns for interacting with AI The ...

Jun 20, 2025•58 min•Ep. 112

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 application 3 weekly rituals that are perfect for remote teams What they’ve learned about designing AI experiences What we can learn from how their hype team operates How the design team has changed the way they collab with engineer...

Jun 16, 2025•2 hr 3 min•Ep. 111

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 watching āœˆļø...

Jun 11, 2025•13 min

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 culture Darrin’s expectation for how designers prototype How Shopify’s new AI mandate impacts designers Traits Darrin notices in promising younger designers What designers can learn from the best communicators at Shopify Why Darrin believes designers n...

Jun 06, 2025•1 hr 3 min•Ep. 110

Vibe designing with Subframe

There’s a new design tool called Subframe that’s officially caught my eye šŸ‘€ 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 šŸ‘Œ...

Jun 04, 2025•38 min

Ioana Teleanu - The right (and wrong) ways to design AI into your product

There are two types of companies today: Startups birthed out of AI Existing companies figuring out how to adapt to AI This 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 ref...

May 30, 2025•1 hr 4 min•Ep. 109

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 generalist What Jesse learned about managing lots of stakeholders Exploring different interaction modaliti...

May 23, 2025•58 min•Ep. 108

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 company How Stephen cultivates empathy in designers How Stephen views the traditional design role How Paper is paving the way for modern design tools How P...

May 16, 2025•55 min•Ep. 107

The untapped opportunity for design toolsšŸ’”

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-turman Nad Chishtie (1st designer at Lovable) https://www.dive.club/deep-dives/nad-chishtie Zach Leach (Head of Design at Gamma) https://www....

May 13, 2025•11 min

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 ā€œAI Pioneersā€ How Gamma designers prototype ideas in code How Zach has iterated on interaction patter...

May 09, 2025•46 min•Ep. 106

The new era of design leadershipšŸ’”

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 Airbn...

May 06, 2025•8 min

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 mistakes How communication skills build influence Mig’s strategy behind hiring junior designers How to succeed in executive product reviews Mig’s mandate to raise the design bar at Duolingo How Mig revamped design management at Duolingo...

May 02, 2025•1 hr 1 min•Ep. 105

How experienced designers drive alignmentšŸ’”

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 šŸ‘€ 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 Dropbox) ...

Apr 29, 2025•9 min

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 Claude What it’s like designing conversational UX flows How Kyle uses Claude in his personal design process Why Kyle only half-finished...

Apr 25, 2025•1 hr 2 min•Ep. 104

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 ā€œwhat does it look like to have agency in 2025?ā€ 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+...

Apr 22, 2025•9 min

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 companies Why you can’t think of AI products as just a tool How to invest in the right skills as a designer tod...

Apr 19, 2025•1 hr 6 min•Ep. 103

The strategy I’m stealing from GranolašŸ’”

There are two goals that designers almost always group together: Make a useful product Make it easy to understand But my interview with Sam Stephenson changed my thinking completely šŸ‘€ 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)...

Apr 15, 2025•6 min

Jack Brody - Designing Snapchat and the future of music

Jack Brody joined Snapchat as one of the early designers where he spent 10 years and eventually became Head of Product. So this week’s episode features a lot of lessons learned from the early design team at Snap and an inside look at what makes their culture so special. But we also go deep into Jack’s new role as the Chief Product Officer at Suno where he’s helping design the future of music. So we end up having quite the discussion on creative launchpads and the impact of AI. Some highlights: S...

Apr 11, 2025•1 hr 1 min•Ep. 102

6 tips to make your portfolio stand outšŸ’”

I’ve interviewed a lot of designers who have landed some pretty high profile roles and I’m starting to notice some trends šŸ‘€ So this video breaks down 6 portfolio tips that you can use to stand out.

Apr 09, 2025•13 min

Nad Chishtie - A new way to design and build with AI

Lovable has quickly become the go-to way I build my ideas with AI and this week we get to hear from their first designer Nad Chishtie . We go deep into what it takes to succeed as a founding designer and all of the ways AI is shaping modern product teams. Some highlights: Nad’s tips for collaborating creatively with AI tools How designers can be enablers instead of bottlenecks How Nad balances Figma with new AI tools like Lovable Why Lovable built and deleted a Figma-like layers panel What it’s ...

Apr 04, 2025•54 min•Ep. 101

Designing on expert mode

My #1 source of imposter syndrome is when I see designers prototyping beautiful interactions like this or even this . It’s one thing to create gorgeous interfaces, but crafting complex interactions from first principles is designing on expert mode. And it’s a big reason why Linear lists interactions as a requirement three separate times in their job description for principal designer . So this week’s episode is all about how to unlock the skill of interaction design šŸ‘‡ Gavin Nelson (Mobile desig...

Apr 01, 2025•9 min

Sam Stephenson - The journey of designing an AI product

I use Granola every single day and it’s quickly become a beloved product in the tech community. But it was a winding journey to get there… So in this episode their co-founder and designer, Sam Stephenson , gives a behind-the-scenes of what it was like going 0 → 1 with Granola : How to navigate the idea maze for an AI product What Sam has learned about prompt engineering What it takes to succeed as an early stage startup designer How they arrived at Granola’s breakthrough interaction pattern A gl...

Mar 28, 2025•51 min•Ep. 100

How Ramp and Plaid create a culture of craftšŸ’”

I’ve spent a lot of time studying how the best design teams operate and two of my favorites are Ramp and Plaid . So this episode shines a light on specific practices they put in place to create a culture of craft šŸ‘‡

Mar 25, 2025•7 min

Ellis Hamburger - Storytelling for today’s top startups

What do Raycast, Daylight, Amo, The Browser Co, and Mainframe all have in common? They all hired Ellis Hamburger to help tell their story. So this episode is a bit different... We're going to get away from the pixels and go deep into how you can use language to tell a compelling story about your product. Some highlights: How to tell a story that people care about Lessons from the Language team at Snapchat Breaking down specific copywriting strategies Questions to help you figure out your product...

Mar 21, 2025•57 min•Ep. 99

The challenge of designing AI productsšŸ’”

AI introduces an opportunity for all kinds of novel interaction patterns. But it creates a whole new category of design challenges too… And this episode breaks down the biggest challenge of all. Colin Dunn (Founder and Designer of Visual Electric) Maheen Sohail (Gen-AI designer at Meta) Tyler Angert (Founder of Patina Systems) Maggie Appleton (Design engineer at Normally) Ammaar Reshi (Head of Design at ElevenLabs)...

Mar 18, 2025•11 min

Alejandro Matamala Ortiz - Designing the future of AI video

This week’s episode is with Alejandro Matamala Ortiz , the cofounder and Chief Design Officer at Runway —one of the leading generative AI companies in the world today. The way they work is incredibly unique. So a big focus of this interview is digging into how AI is shifting the way products get built and what it all means for designers: How the lines are blurring between roles How AI flips the order of building new features What it means to ā€œcarveā€ AI products vs. build them How Alejandro belie...

Mar 14, 2025•46 min•Ep. 98

How to pitch your designs like a prošŸ’”

Most designers fall into the same trap when presenting their ideas. So this ~5 min episode breaks down how to pitch your designs like a pro. Chris Abad Gabe Valdivia

Mar 11, 2025•6 min

Christophe Tauziet - Plaid’s culture of craft, tips for CRIT, and lessons from early Facebook

This week’s episode is with Christophe Tauziet who is the Head of Design at Plaid —one of today’s leading fintech companies. We go deep into the ways he’s building a culture of craft and the rituals they’ve evolved to consistently sweat the details. There are a lot of practical processes and ideas in this episode. Some highlights: Keys to a great async video share out How to foster a winning CRIT environment Why Christophe implemented ā€œpolish reviewsā€ Ways to foster collaboration within a design...

Mar 07, 2025•55 min•Ep. 97

2 ways to make your design ideas compellingšŸ’”

You can have the greatest design concepts in the world, but none of that matters if they don't make it into production. So this episode is all about how to create an aura of inevitability around your ideas. It features stories from early Facebook, Webflow, and Figma šŸ‘‡ Vincent van der Meulen (Design engineer at Figma) Soleio pt. 1 / pt. 2 (second designer at Facebook) Kevin Wong (Head of product at Webflow)...

Mar 04, 2025•7 min

Aashman Goghari - Tackling complex design challenges at Palantir

Palantir is one of the most powerful products in existence today. It provides critical government and enterprise infrastructure from the factory floors to the front lines. You can literally build your own Airbnb on top of their development platform. But with great power comes lots of complexity… So in this week’s episode, Design Lead Aashman Goghari gives us a behind-the-scenes of what it’s like designing products at Palantir. Becoming better at ā€œproblem decompositionā€ Two patterns for handling ...

Mar 01, 2025•59 min•Ep. 96
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