AI Originality, Bolt-on AI, Special Guest: Fin's VP of Product Design Thom Rimmer

Episode 20 - Figma Design Agent, 2026 AI in Design Report, Synthetic Customers, Llewyn Paine on UXR

This week we talk about Figma's new design agent integrated right on the canvas, the 2026 State of AI in Design Report, and Bain's experiment with synthetic customers. Then Dan interview Llewyn Paine about the future of UXR and design and gives a preview of the Rosenfeld Designing with AI Conference 2026 https://rosenfeldmedia.com/designing-with-ai/ [https://rosenfeldmedia.com/designing-with-ai/] Show Notes: * The Figma Design Agent is Here | Figma Blog [https://www.figma.com/blog/the-figma-agent-is-here/] * State of AI in Design [https://stateofaidesign.com/] * Synthetic Customers Earn Their Stripes | Bain & Company [https://www.bain.com/insights/synthetic-customers-earn-their-stripes/] * https://www.linkedin.com/in/llewyn/ [https://www.linkedin.com/in/llewyn/]

AI Originality, Bolt-on AI, Special Guest: Fin's VP of Product Design Thom Rimmer

When you collaborate with AI on a piece of work, whose thinking is it, really? That question runs underneath what a lot of designers and creatives are arguing about right now, and this week on AI and Design, Nik and Dan dig in. We start with Giorgio Schirò's "The thinking was never just mine," which uses Andy Clark and David Chalmers' "extended mind" theory to argue that creativity has always been distributed: our taste comes from books, films, teachers, and a thousand inputs we don't normally count. AI doesn't invent this loop; it just makes it faster and leaves receipts. Then we turn to Revanth Krishna's "Don't Simply Bolt On AI, Rethink From the Ground Up," using Anthropic's new Claude for Small Business as a worked example of what AI-native enterprise software might actually look like — and what trust and brand mean when the AI inside your tool isn't built by the company whose name is on the box. Our guest is Thom Rimmer, VP of Product Design at Fin. Thom tells the story of how his company decided, over a single weekend in late 2022, to bet the entire business on AI and rebuild from the ground up. We get into what that did to the org: 95% of PRs now authored by Claude Code, designers shipping production code, the design system's source of truth moving from Figma to markdown files, and what's left of the design job when the artifacts get cheap. LINKS UI for AI https://uiforai.design [https://uiforai.design] The Thinking Was Never Just Mine https://uxdesign.cc/the-thinking-was-never-just-mine-9b73cc04c837 [https://uxdesign.cc/the-thinking-was-never-just-mine-9b73cc04c837] Don’t simply bolt on AI. Rethink from the ground up. https://uxdesign.cc/dont-simply-bolt-on-ai-rethink-from-the-ground-up-ae73a9093cd2 [https://uxdesign.cc/dont-simply-bolt-on-ai-rethink-from-the-ground-up-ae73a9093cd2] Introducing Claude for Small Business https://www.anthropic.com/news/claude-for-small-business [https://www.anthropic.com/news/claude-for-small-business] Operator https://fin.ai/operator [https://fin.ai/operator]

Cognitive Surrender, Speed isn't The Bottleneck, and special guest PM Thomas Groendal

Wharton researchers fed people AI-generated answers, half of them deliberately wrong. The participants accepted them 73% of the time — and their confidence went up. They're calling it "cognitive surrender." Nik and Dan dig into what separates it from plain old cognitive offloading, and the design moves that might pull people back. Then: Ethan Ding's "Claude Code Is Not Making Your Product Better," and why taste, not coding speed, is the bottleneck for product quality. Finally, Tom Groendal, Senior Product Manager at CACI's DarkBlue Intelligence Group, on what AI actually looks like inside a working product team: melting role boundaries, a "product brain" repo that doubles as institutional memory, and the new role that keeps surfacing in conversation after conversation — the context manager. LINKS Thinking - Fast, Slow, and Artificial: How AI is Reshaping Human Reasoning and the Rise of Cognitive Surrender https://papers.ssrn.com/sol3/papers.cfm?abstract_id=6097646 [https://papers.ssrn.com/sol3/papers.cfm?abstract_id=6097646] Cognitive Surrender https://addyosmani.com/blog/cognitive-surrender/ [https://addyosmani.com/blog/cognitive-surrender/] Creative Tools: The Case for Keeping AI Unfinished https://medium.com/ui-for-ai/creative-tools-the-case-for-keeping-ai-unfinished-80c601821b53 [https://medium.com/ui-for-ai/creative-tools-the-case-for-keeping-ai-unfinished-80c601821b53] claude code is not making your product better https://ethanding.substack.com/p/claude-code-is-not-making-your-product [https://ethanding.substack.com/p/claude-code-is-not-making-your-product] Obviously Awesome (book) https://amzn.to/433nIkR [https://amzn.to/433nIkR]

Agent Users, New Design Team Structures, Team Dynamics, AI Chat Problems, Constraints Not Prompts

Dan and Nik talk about how to design for your next user being an agent, the impact of AI on team structure and dynamics, the challenge of memory and recall in conversation-based AI systems, and the shift towards AI experience design focused on constraints, not prompts. Chapters * 00:00 Your Next User is an Agent * 12:23 Rethinking the Shape of Design Teams in AI World * 17:03 The Impact of AI Efficiency on Team Interactions * 24:39 The Forgotten Conversation Problem in AI * 31:14 The End of Prompting: AI Experience Design with Constraints LINKS Your product has a new user. It’s not human. https://www.elenaverna.com/p/your-product-has-a-new-user-its-not [https://www.elenaverna.com/p/your-product-has-a-new-user-its-not] Rethinking the shape of design teams in an AI world https://uxdesign.cc/rethinking-the-shape-of-design-teams-in-an-ai-world-82f986bf9a27 [https://uxdesign.cc/rethinking-the-shape-of-design-teams-in-an-ai-world-82f986bf9a27] The “Bug-Free” Workforce: How AI Efficiency Is Subtly Disrupting The Interactions That Build Strong Teams https://www.smashingmagazine.com/2026/04/bug-free-workforce-ai-disrupting-teams/ [https://www.smashingmagazine.com/2026/04/bug-free-workforce-ai-disrupting-teams/] The forgotten conversation problem in AI chat https://uxdesign.cc/the-forgotten-conversation-problem-in-ai-chat-4d3d0c3ea525 [https://uxdesign.cc/the-forgotten-conversation-problem-in-ai-chat-4d3d0c3ea525] The End of Prompting: Why the Future of AI Experience Design Is Constraint-First https://uxmag.com/articles/the-end-of-prompting-why-the-future-of-ai-experience-design-is-constraint-first [https://uxmag.com/articles/the-end-of-prompting-why-the-future-of-ai-experience-design-is-constraint-first]

Deep Dive: AI Skills (with Google's MC Dean)

Google's MC Dean, the author of over 100 AI skills for designers on everything from accessibility to moods, joins Nik and Dan to talk about Skills: how to make them, how to use them, and what the future of them could be. LINKS MC Dean on Substack https://marieclairedean.substack.com/ [https://marieclairedean.substack.com/] MC Dean on Github https://github.com/owl-listener [https://github.com/owl-listener] Surely You're Joking, Mr. Feynman book https://amzn.to/4sYGQek [https://amzn.to/4sYGQek]