Double Diamond

In April, Mitul Shah (Design Engineer at Vercel ), Cameron Collis (designer at Cursor ), and Jamey Gannon walked a packed room through their actual workflows. Mitul demoed his design-to-production process, a four-stage loop he uses to ship features, illustrated through his redesign of Vercel Workflows and the Slackbot he built on top of it. Cameron took the room through a recent project at Cursor...

Dylan Babbs, Co-Founder and CTO of Profound, represents a rare breed in tech: the design engineer turned founder who went from redesigning Uber’s navigation system to co-founding New York’s newest AI marketing unicorn in just 18 months. His journey from maps and data visualization to helping Fortune 500 companies stay visible in an AI-driven world reveals what happens when deep craft meets entrepr...

Jenny Wen, Design Lead at Anthropic, joined Double Diamond for a conversation about designing Claude, one of the most widely-used AI assistants in the world. From her early work on Dropbox Paper to bringing FigJam from concept to launch at Figma, Jenny has spent her career building collaboration tools that feel both powerful and deeply human. Today she’s applying that experience to designing inter...

Building the platform layer for AI-native apps People don’t open apps the way they used to. Increasingly, they tell an AI what they need and expect the right tool to just appear. John Allen, Co-Founder and CEO of Layo, is building the platform that makes that possible - turning existing products into AI-native experiences that live inside ChatGPT and other AI systems. From OpenAI’s app announcemen...

At a glance… When Carl Rivera became Shopify’s first Chief Design Officer in eight years, he inherited a team of 170+ designers across one of the world’s largest commerce platforms. But rather than optimize the existing system, Rivera chose transformation. His approach combines philosophical clarity about design’s role with hands-on building, from shipping code himself to creating internal tools t...

Software as Cultural Performance Los Toure from Danger Testing joined us for something completely different. Instead of our usual interview format, he performed three of his apps live, turning the audience into participants in his cultural experiments. Working with co-founder Marc Müller, Danger Testing operates on a radical thesis: with AI making software faster and cheaper to build, apps can bec...

Building the Canvas Above AI Models Ethan Proia is the Founding Head of Design at FLORA, a creative AI platform that’s unifying 50+ generative models across text, image, video, and audio into one coherent workspace built for flow, control, and creative agency. Before FLORA, Ethan spent years exploring spatial computing, mixed reality, and human-computer interaction, building immersive experiences...

Craft, Code, and Designing for Developers Xiulung Choy is Head of Design at Graphite, a developer tools startup reimagining code review with AI-native workflows. Before Graphite, Xiulung spent his career at the intersection of creativity and technology, leading design at Nest where he helped bring smart home products to life, managing design teams at Adobe Creative Cloud to build extensibility and...

Ramp’s Second Era: The Return to Zero-to-One Simon Corry is Senior Director of Product Design at Ramp, where he leads design for a company that’s rediscovering its startup DNA while operating at scale. Before Ramp, Simon spent 25 years navigating every evolution of digital design, from the pre-iPhone world through the app store explosion to today’s AI inflection point. He’s built teams, shipped pr...

From Chat to Alpha: Designing Useful Agents Arjun Mahesh is Head of Design at Hebbia. Before Hebbia, he spent time in the studio of Frank Gehry, then BCG, Kickstarter, Stripe, and Verse, bouncing between consumer and B2B work and building the muscles to ship in high-stakes domains. He lives at the intersection of architecture, computer science, and product design, and he brings that mix to a singl...