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The design process is dead. Here’s what’s replacing it. | Jenny Wen (head of design at Claude)

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Mar 1, 2026

Guest

Jenny Wen

Jenny Wen, head of design for Claude at Anthropic and former Figma design director, discusses why the classic discovery→mock→iterate process is fading. She contrasts execution/support work with visionary direction. She shares a day-in-the-life at Anthropic, her AI toolstack, why Figma still matters for exploration, and what she looks for when hiring designers.

01:17:25

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Episode notes

AI Improves Taste But Humans Keep Final Accountability

AI will improve at taste and judgment, but humans remain needed to decide what gets built and be accountable for trade-offs.
Jenny emphasizes human accountability and dispute resolution remain core to product decisions.

Chat Will Persist Alongside Generated Interactive UIs

Chat interfaces likely persist because they scale across intelligence levels and offer flexible, infinite ways to interact with models.
Jenny predicts a hybrid future: chat plus interactive UI widgets, often auto-generated by models.

Going Back To IC Work Boosted Her Skills And Empathy

Jenny returned from a director role to IC work to stay close to craft and learn new tooling; that hands-on work improved her empathy as a future manager.
She credits IC time with gaining hard skills in modern AI-driven workflows she couldn't have as a full-time manager.

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Why the traditional design process is changing

04:11 • 49sec

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Two emerging types of design work

05:00 • 5min

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How widespread will this shift be?

10:03 • 3min

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A day in the life at Anthropic

13:06 • 4min

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How much of traditional design remains

Why Figma still matters

20:04 • 2min

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Helping engineers ship better design

22:26 • 2min

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Maintaining quality while shipping fast

24:35 • 3min

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Where human judgment still matters

27:44 • 4min

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The future of chat UIs and terminals

Returning to IC work from management

35:38 • 5min

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Designing Claude Co-Work and rapid shipping

41:08 • 5min

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What Jenny looks for when hiring designers

46:13 • 3min

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Advice for new designers breaking in

49:24 • 4min

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Should designers become technical?

53:01 • 2min

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Managers doing low-leverage tasks intentionally

54:51 • 3min

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Roasting, psychological safety, and high standards

58:18 • 4min

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Using the legibility framework to spot ideas

01:01:57 • 6min

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Final reflections and hiring call

• Mentioned in 135 episodes

The Power Broker

Robert Moses and the Fall of New York

Robert Caro

This book is a monumental biography of Robert Moses, who was the single most powerful man in New York City and State during his time. It explores how Moses accumulated and wielded power, shaping the city through his public works projects, including highways, bridges, and parks. The book delves into Moses's early life, his idealistic beginnings, and his transformation into a powerful figure who dominated New York's politics without ever being elected. It also highlights the social and environmental impacts of his projects and his eventual fall from power. The biography is renowned for its detailed and nuanced portrayal of power dynamics in urban politics.

#96122

Insomniac City

Bill Hayes

Jenny Wen leads design for Claude at Anthropic. Prior to this, she was Director of Design at Figma, where she led the teams behind FigJam and Slides. Before that, she was a designer at Dropbox, Square, and Shopify.

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We discuss:

1. Why the classic discovery → mock → iterate design process is becoming obsolete

2. What a day in the life of a designer at Anthropic looks like, including her AI tool stack

3. Whether AI will eventually surpass humans in taste and judgment

4. Why Jenny left a director role at Figma to return to IC work at Anthropic

5. The three archetypes Jenny is hiring for now

6. Why chatbot interfaces may be more durable than most people expect

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Mercury—Radically different banking: https://mercury.com/?utm_source=lennys&utm_medium=sponsored_newsletter&utm_campaign=26q1_brand_campaign

Orkes—The enterprise platform for reliable applications and agentic workflows: https://www.orkes.io/

Omni—AI analytics your customers can trust: https://omni.co/lenny

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Episode transcript: https://www.lennysnewsletter.com/p/the-design-process-is-dead

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Archive of all Lenny's Podcast transcripts: https://www.dropbox.com/scl/fo/yxi4s2w998p1gvtpu4193/AMdNPR8AOw0lMklwtnC0TrQ?rlkey=j06x0nipoti519e0xgm23zsn9&st=ahz0fj11&dl=0

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Where to find Jenny Wen:

• X: https://x.com/jenny_wen

• LinkedIn: https://www.linkedin.com/in/jennywen

• Substack: https://jennywen.substack.com

• Website: https://jennywen.ca

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Where to find Lenny:

• Newsletter: https://www.lennysnewsletter.com

• X: https://twitter.com/lennysan

• LinkedIn: https://www.linkedin.com/in/lennyrachitsky/

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In this episode, we cover:

(00:00) Introduction to Jenny Wen

(04:23) Why the traditional design process is dead

(06:33) The two new types of design work

(10:00) How widespread this shift will be

(13:00) Day-to-day life as a designer at Anthropic

(18:45) Jenny’s AI stack

(20:03) Why Figma still matters for exploration

(22:25) Advice for working with engineers

(24:19) How to maintain craft, quality, and trust in the AI era

(27:35) Will AI ever have “taste”?

(31:38) The future of chatbot interfaces

(35:33) Moving from director back to IC

(41:00) The 10-day build of Claude Cowork

(46:06) Hiring: the three archetypes

(50:44) Advice for new and senior designers

(54:42) The value of “low leverage” tasks for managers

(57:52) Why the best teams roast each other

(01:01:45) The legibility framework

(01:07:22) Lightning round and final thoughts

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Referenced:

• Figma: https://www.figma.com

• Anthropic: https://www.anthropic.com

• v0: https://v0.app

• Navigating a Design Career with Jenny Wen | Figma at Waterloo: https://www.youtube.com/watch?v=OHcBPMh2ivk

• Claude Cowork: https://claude.com/product/cowork

• Use Claude Code in VS Code: https://code.claude.com/docs/en/vs-code

• Claude Code in Slack: https://code.claude.com/docs/en/slack

• Lex Fridman’s website: https://lexfridman.com

• Head of Claude Code: What happens after coding is solved | Boris Cherny: https://www.lennysnewsletter.com/p/head-of-claude-code-what-happens

• OpenClaw: https://openclaw.ai

• OpenAI’s CPO on how AI changes must-have skills, moats, coding, startup playbooks, more | Kevin Weil (CPO at OpenAI, ex-Instagram, Twitter): https://www.lennysnewsletter.com/p/kevin-weil-open-ai

• Marc Andreessen: The real AI boom hasn’t even started yet: https://www.lennysnewsletter.com/p/marc-andreessen-the-real-ai-boom

• Socratica: https://www.socratica.info

• Anthropic’s CPO on what comes next | Mike Krieger (co-founder of Instagram): https://www.lennysnewsletter.com/p/anthropics-cpo-heres-what-comes-next

• Radical Candor: From theory to practice with author Kim Scott: https://www.lennysnewsletter.com/p/radical-candor-from-theory-to-practice

• Evan Tana’s ‘legibility matrix’ on X: https://x.com/evantana/status/1927404374252269667

• How to spot a top 1% startup early: https://www.lennysnewsletter.com/p/how-to-spot-a-top-1-startup-early

• Palantir: https://www.palantir.com

• Stripe: https://stripe.com

• Linear: https://linear.app

• Notion: https://www.notion.com

• Julie Zhuo’s website: https://www.juliezhuo.com

• Sentimental Value: https://www.imdb.com/title/tt27714581

• The Pitt on Prime Video: https://www.amazon.com/The-Pitt-Season-1/dp/B0DNRR8QWD

• Noah Wyle: https://en.wikipedia.org/wiki/Noah_Wyle

• ER on Prime Video: https://www.amazon.com/gp/video/detail/B0FWZSDYRP

• Retro: https://retro.app

• Granola: https://www.granola.ai

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Recommended books:

• Radical Candor: Be a Kick-Ass Boss Without Losing Your Humanity: https://www.amazon.com/Radical-Candor-Kick-Ass-Without-Humanity/dp/1250103509

• The Power Broker: Robert Moses and the Fall of New York: https://www.amazon.com/Power-Broker-Robert-Moses-Fall/dp/0394480767

• Insomniac City: New York, Oliver Sacks, and Me: https://www.amazon.com/Insomniac-City-New-York-Oliver/dp/162040494X

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Production and marketing by https://penname.co/. For inquiries about sponsoring the podcast, email podcast@lennyrachitsky.com.

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Lenny may be an investor in the companies discussed.

To hear more, visit www.lennysnewsletter.com

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