Double Diamond

Chatting product, design, and the future - live in NYC. doublediamondnyc.substack.com

Double Diamond is a technology podcast hosted by Unknown Host, with 10 episodes on record and a Required Pod Score of 80. PitchCentric scores this show on Booking Probability, Listen Score, and live audience signals refreshed every 24 hours.

Unknown Host hosts Double Diamond, a technology show with 10 episodes published.

Our AI reads these to draft pitches. Use them as grounding for a pitch that cites a real guest and a specific topic.

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  Double Diamond

  Demo Night ft. Mitul Shah (Design Eng at Vercel), Cameron Collis (Design at Cursor), and Jamey Gannon

  May 19, 202655 minS0

  <p>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 end to end, from low-fidelity Figma to the custom prototype playground his team uses to the production monorepo. Jamey, one of the most respected AI-forward creative directors working today, closed with a foundation anyone design-minded can...

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  Double Diamond

  Dylan Babbs - Co-Founder & CTO of Profound

  Mar 25, 20261h 1mS0

  <p>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 entrepreneurial ambition.</p><p>At a glance…</p><p>Dylan describes his philosophy of not compromising on quality even when scaling rapidly, believing that design serves as a company’s “front door” and first impression that can kickstart th...

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  Double Diamond

  Jenny Wen - Design Lead at Anthropic

  Mar 17, 20261h 5mS0

  <p>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 interfaces for intelligence itself, leading design for Claude Cowork and helping shape how millions of people interact with AI.</p><p>At a glance…</p><p>Jenny describes designing AI products as fundamentally different from trad...

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  Double Diamond

  John Allen - CEO & Co-Founder of Layo

  Mar 5, 202657 minS0

  <p>Building the platform layer for AI-native apps</p><p>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 announcement in October to having paying enterprise customers in early 2026, John has moved with urgency matched to his conviction: the next operating system is a conversation. We sat down to talk...

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  Double Diamond

  Carl Rivera - Chief Design Officer at Shopify

  Feb 19, 20261h 21mS0

  <p>At a glance…</p><p>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 that replace industry standards like Figma presentations.</p><p>What makes Rivera unique is how he operates simultaneously as strategic leader and individual contributor. During our evening at the Flatiron studio, he live-demoed internal tools his team bui...

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