The design process is dead. Here's what's replacing it. | Jenny Wen (head of design at Claude)
Key insights
Books referenced
- The Power Broker - Robert Caro - Jenny's top recommendation despite its 1,100 pages; she argues careers are long and the book counters short-attention-span thinking about long-arc change; notes design leader Julie Zhuo was independently reading it too
- Insomniac City - Bill Hayes - a favorite memoir about Hayes's relationship with neurologist Oliver Sacks near the end of Sacks's life; Jenny says it makes her think about mortality and love
Media referenced
- Sentimental Value - movie - Jenny's recent favorite, a Norwegian family drama she calls subtle and beautiful, centered on a house the family lived in across generations
- The Worst Person in the World - movie - referenced in passing as the earlier film by the same director as Sentimental Value
- The Pitt (season two) - show - Jenny's other recent favorite; she likes watching people who are highly competent at their jobs
- Lenny's prior interview with Boris Cherny - podcast - referenced twice - once for Boris's point that Claude Code now helps come up with ideas, and again for his framing of Claude Cowork as essentially a fancy terminal
- Lenny's prior interview with Kevin Weill - podcast - referenced for Weill's point that talking scales as an interface across every level of intelligence, from not-smart to very smart
Companies
- Anthropic - Jenny's current employer; she was head of design for Claude and now works as an IC designer on Claude Cowork
- Figma - Jenny's prior role as Director of Design, leading the teams behind FigJam and Slides; she still uses Figma daily for divergent exploration and fine visual detail
- Dropbox - one of Jenny's earlier employers as a designer
- Square - one of Jenny's earlier employers as a designer
- Shopify - one of Jenny's earlier employers as a designer
- Mercury - podcast sponsor - business banking
- Orcus (Orkes Conductor) - podcast sponsor - orchestration platform for microservices, APIs, and agentic workflows
- Omni - podcast sponsor - AI analytics with a built-in semantic layer
- Retro - small community photo-sharing app Jenny has used for two years and calls her favorite recently-discovered-benefit product; shares photos only from the current week, no counts or ads
Techniques and frameworks
- Don't trust the design process - Jenny's own framework/talk (first given in Berlin) arguing the traditional research-discovery-diverge-converge design process is dead now that engineers can spin up working prototypes faster than designers can mock them
- Block-shape and T-shape hiring archetypes - Jenny's three target designer profiles: 'block-shaped' strong generalists (80th-percentile across several core skills), deep T-shaped specialists (top ~10% in one skill, often bordering on engineering), and 'cracked new grads' - early-career people unburdened by legacy process
- Legibility framework - a founder x idea 2x2 (illegible/legible on each axis) originated by investor Evan Tana; Jenny uses it to spot internal prototypes and ideas that generate real energy despite being hard to explain, treating that combination as a signal worth digging into
- Building trust through speed - Jenny's phrase for how Anthropic maintains user trust when shipping early or rough products (e.g. labeling Claude Cowork a 'research preview'): commit publicly to fast, visible iteration on feedback rather than waiting to ship something polished
- Low-leverage tasks are actually high-leverage - management principle that senior leaders doing seemingly small tasks themselves - testing the product, filing detailed bug reports, personally fixing a bug, handmaking a team member's anniversary card - builds outsized trust precisely because it's them doing it
- Roasting culture as a psychological-safety signal - Jenny treats team members comfortably poking fun at her as a healthy sign of trust, but pairs it deliberately with maintaining high standards, comparing her management style to being a 'tough parent'
Summary
Jenny Wen, who leads IC design work on Claude Cowork at Anthropic and previously ran design for Claude and was Director of Design at Figma (FigJam, Slides), joins Lenny to argue that the design process most designers were trained on is effectively dead. The traditional discovery-diverge-converge cycle, which Jenny herself argued against in a talk just months earlier that she says already feels outdated, has been forced to change because engineering changed first: with AI coding agents letting engineers spin up working prototypes faster than designers can produce polished mocks, the mocking-and-prototyping share of Jenny's time has fallen from roughly 60-70% a few years ago to 30-40% today, with the rest split between pairing directly with engineers and hands-on code implementation.
That shift has stratified design work into two modes: supporting fast day-to-day engineering execution, and creating short, three-to-six-month directional prototypes rather than multi-year vision decks, since AI model capability moves too fast to plan far out. Figma still earns its place in this world specifically for divergent exploration and fine visual detail, because coding tools are linear and lock you into one direction as soon as you start iterating with an agent - Figma's canvas is still where Jenny throws 8-10 different directions at the wall before committing.
On where human judgment remains valuable, Jenny agrees AI's sense of taste will keep improving but argues accountability for what actually ships stays with people, since the hardest disputes in building software are between humans (what belongs in a feature, what doesn't) rather than something AI resolves by presenting options. She uses Evan Tana's "legibility framework" - a founder x idea 2x2 - as her personal method for finding undervalued opportunities inside Anthropic: illegible ideas that nonetheless generate real internal energy, like the "Cloud Studio" prototype she initially didn't understand but that ultimately fed both Anthropic's skills framework and Claude Cowork's design.
On hiring, Jenny looks for three specific archetypes rather than generic seniority: "block-shaped" strong generalists (80th-percentile across several skills), deep T-shaped specialists (top 10% in one area, often bordering on engineering), and "cracked new grads" who build constantly and are unburdened by legacy process - a group she thinks most companies overlook. She credits her own decision to rotate from management back into an IC role this past year with giving her skills and empathy for how much the process has changed that she would not have gained purely managing, and argues design should copy engineering's practice of rotating new managers through hands-on work first.
The conversation closes on management philosophy: Jenny explains how Claude Cowork's "research preview" label and Anthropic's public commitment to rapid, visible iteration builds what she calls "trust through speed" rather than waiting to launch something polished, and she reframes conventional advice to delegate away "low-leverage" work, arguing that senior leaders personally dogfooding, filing bugs, or fixing small things is often exactly what builds outsized trust because it's them doing it. She pairs a culture where her team comfortably "roasts" her with deliberately high standards, describing the balance as being like a "tough parent" - safety and warmth alongside direct, demanding feedback.
Notable Quotes
"This design process that designers have been taught, we sort of treat it as gospel. That's basically dead." - Jenny Wen
"You as a designer actually, like, do not have the time to make these beautiful mocks anymore." - Jenny Wen
"The way that you really lose trust around quality and releasing something early is if you release it early and then nothing ever happens." - Jenny Wen
"Someone still needs to be accountable for the decision." - Jenny Wen
"It is what it is." - Jenny Wen, on her go-to work and life motto