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PODCAST

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

arts design

All Episodes

54:08

Gunnar Gray - Designing Perplexity, shaders, and...

Dive Club 🤿 ·

2025/07/18

This week, Gunnar Gray (Product Design Lead at Perplexity) dives into the art of designing AI-native experiences.He shares lessons from shaping Voice Mode and how prototyping with AI is changing the design process at Perplexity.Some highlights:Why Perplexity is racing to get ideas into codeWhat it’s like designing at a hyper growth startupWhat it’s like designing dynamic voice experiencesGunnar’s journey learning metal shaders with CursorHow Gunnar strategically invests in his design skillseta lot

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57:28

Ryo Lu - Designing the future of Cursor

Dive Club 🤿 ·

2025/07/11

Cursor is easily one of the most impactful companies in all of tech…And this week's episode is with their Head of Design, Ryo Lu.You might've heard of Ryo in this episode back when we talked about early Notion and systems design.So this week we're going to get an inside look at how design operates at Cursor and all of Ryo's experiments with AI 👀Some highlights:What Ryo believes about the future of HCIHow Ryo handles a barrage of user feedbackHow Ryo approaches systems thinking at CursorHow Ryo

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51:09

Julian Lehr - How storytelling works at Linear

Dive Club 🤿 ·

2025/07/02

This week's episode is with Julian Lehr who is the storytelling lead at LinearSo we're going to step out of the pixels for this conversation and focus more on how you can get people excited about what you're designing.Because in the age of AI, stories are what makes your product defensible.So we're going to go deep into Julian's creative process and how he kinda thinks of his role more as packaging.Some highlights:Julian’s sources of inspirationUnderstanding Julian’s creative processThe new analogy

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63:33

Emmet Connolly - Transitioning into the next era of...

Dive Club 🤿 ·

2025/06/27

You probably know Intercom… but did you know they recently incubated a new startup called Fin that has already surpassed the core business?They’ve pulled off a massive transition to an AI-native product and design org so today we’re going behind-the-scenes with their VP of Design Emmet Connolly.Some highlights:Why Emmett believes designers will own the frontendThe opportunity for design systems in an AI-first worldWhat Emmett looks for when hiring designers in the AI eraWhy liquid glass represents

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8:32

My playbook for vibe coding💡

Dive Club 🤿 ·

2025/06/25

In last week’s episode, the Head of Design at The Browser Company shared a totally new way to think about your portfolio.He says one of the most valuable things you can demonstrate today is the ability to solve real problems with code (no matter how small).I’m literally doing this with a side project right now and I’ve learned a lot so I decided to share my new playbook for vibe coding 👇Teo Connor (VP of Design at Airbnb): https://www.dive.club/deep-dives/air-bnbAlex Schleifer (former Chief Design

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58:25

Dustin Senos - Designing Dia (the AI-native web browser)

Dive Club 🤿 ·

2025/06/20

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 AIHow The Browser Co approaches prototypingDustin’s perspective on MCP and agentic designHow their definition of “good” evolved from Arc to DiaTheir process for exploring patterns for interacting with AIThe #1 piece of

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123:25

The Ultimate Raycast Deep Dive (craft, AI, hype, & more)

Dive Club 🤿 ·

2025/06/16

This week’s episode is a first of its kind because we’re doing the ultimate deep dive into one of my favorite products: RaycastWe’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 application3 weekly rituals that are perfect for remote teamsWhat they’ve learned about designing AI experiencesWhat we can learn from how their hype team operatesHow the design team has changed the way they collab with engineersa lot

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12:42

Behind the scenes of my design founder journey

Dive Club 🤿 ·

2025/06/11

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 ✈️

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63:28

Darrin Henein - The new bar for design excellence at...

Dive Club 🤿 ·

2025/06/06

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 cultureDarrin’s expectation for how designers prototypeHow Shopify’s new AI mandate impacts designersTraits Darrin notices in promising younger designersWhat designers can learn from the best communicators at ShopifyWhy Darrin believes designers need to

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37:52

Vibe designing with Subframe

Dive Club 🤿 ·

2025/06/04

There’s a new design tool called Subframe that’s officially caught my eye 👀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 👌

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64:27

Ioana Teleanu - The right (and wrong) ways to design...

Dive Club 🤿 ·

2025/05/30

There are two types of companies today:Startups birthed out of AIExisting companies figuring out how to adapt to AIThis 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 refreshing

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58:00

Jesse Kulp - Designing the Future of AI at Google

Dive Club 🤿 ·

2025/05/23

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 nextI 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 Kulpsome highlights:How Jesse transformed into the ultimate generalistWhat Jesse learned about managing lots of stakeholdersExploring different interaction modalities for AI

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55:20

Stephen Haney - Paper's vision for the future of...

Dive Club 🤿 ·

2025/05/16

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 companyHow Stephen cultivates empathy in designersHow Stephen views the traditional design roleHow Paper is paving the way for modern design toolsHow Paper is

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10:38

The untapped opportunity for design tools💡

Dive Club 🤿 ·

2025/05/13

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

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46:15

Zach Leach - Principles for designing a great AI product

Dive Club 🤿 ·

2025/05/09

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 “AI Pioneers”How Gamma designers prototype ideas in codeHow Zach has iterated on interaction patterns for

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7:48

The new era of design leadership💡

Dive Club 🤿 ·

2025/05/06

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 Airbnb)Diego

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60:47

Mig Reyes - Harsh truths that designers need to hear

Dive Club 🤿 ·

2025/05/02

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 mistakesHow communication skills build influenceMig’s strategy behind hiring junior designersHow to succeed in executive product reviewsMig’s mandate to raise the design bar at DuolingoHow Mig revamped design management at DuolingoWhy

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8:39

How experienced designers drive alignment💡

Dive Club 🤿 ·

2025/04/29

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 👀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)Aashman

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61:59

Kyle Turman - Designing Claude and collaborating with AI

Dive Club 🤿 ·

2025/04/25

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 ClaudeWhat it’s like designing conversational UX flowsHow Kyle uses Claude in his personal design processWhy Kyle only half-finished his

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8:48

The window of opportunity for designers

Dive Club 🤿 ·

2025/04/22

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 “what does it look like to have agency in 2025?”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+Code)

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