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Lenny Interview Notes: Product, Engineering, and Design Collaboration at Anthropic and OpenAI

Read the historical interviews with Cat Wu, Alexander Embiricos, and Jenny Wen by role; verify the dates of the three episodes, distinguish guest experiences from editorial summaries and team practices, and provide links to the original episodes and acceptance entry points.

Source collection:Other Product, Design, and Learning Materials · Published here:2026-09-26

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First, read the purpose and timing of this cross-role interview compilation

Product managers, engineers, and designers can use AI to participate in more implementation work, but who defines the problem, who verifies quality, and who is responsible for launch must still be made clear in each task. This article is suitable for comparing the three guests’ experiences by role and then choosing one small task to test whether it fits your own team. It is a compilation of historical interviews, not a description of Anthropic’s or OpenAI’s current organizational structure, nor a universal conclusion that role divisions should be eliminated.

Source recheck: 2026-10-25. The opening wording in the original draft, “three episodes compiled in 2026-05,” should be understood as the compilation context and cannot be treated as all three episodes being released in the same month. The release dates on Lenny’s official episode pages are respectively: Alexander Embiricos, 2025-12-14; Jenny Wen, 2026-03-01; Cat Wu, 2026-04-23. References in the text to “next year,” release time required, team headcount, and role descriptions must all be placed back at the time of each interview; predictions cannot be rewritten as facts already realized today.

This recheck covered the dates, guest introductions, and public topics on the official episode pages; it did not involve listening to the full episodes again or checking the paid full text. The existing details and quotations below are retained as the original compiled notes and are not falsely presented as verbatim transcripts from this recheck.

Read according to the work you own

Turn inspiration into a checkable collaborative task

This site recommends: take one reversible small change; the product owner first writes the user problem and completion conditions clearly; the design owner checks normal, empty, loading, and failure states; the engineering owner checks permissions, data, and regressions; finally, the designated owner verifies the real page and final result. Record production, inspection, and rework time, and then decide whether to expand usage. Faster prototypes do not mean the work is already live, and individual release-day figures from the episodes cannot be used to promise your own team’s delivery speed; no new team-efficiency experiment is added here.

Continue reading:General division of labor for AI product team collaboration,How to accept an agent.

Official episode entry points:Cat Wu,Alexander Embiricos,Jenny Wen.

2026-05 Compilation of three Lenny Rachitsky interview episodes.Leaders of three core roles inside Anthropic + OpenAI (PM / Eng / Design)Share how AI companies really operate in 2026.

Episode Guests Company / Role
1. Product Cat Wu Anthropic, Head of Product, Claude Code
2. Engineering / Codex Alexander Embiricos OpenAI, Head of Codex
3. Design Jenny Wen Anthropic, Head of Design, Claude

I. Cross-cutting theme: 3 shared understandings in 2026 AI companies

1. Role boundaries are disappearing

Company Manifestation
Anthropic "PMs, engineers, and designers are merging."(Cat Wu)<br>Translation: PMs, engineers, and designers are converging<br>“Designers are now becoming more and more like PMs and engineers” (Jenny Wen)
OpenAI “Boundaries blurring. PM feels more empowered — can use Codex themselves to answer questions / prototype / analyze data” (Embiricos)<br>Translation: Boundaries are blurring. PMs feel more empowered — they can use Codex themselves to answer questions / build prototypes / run data analysis

2. Scarcity in the AI era ≠ coding ability

Quote Source
"As code becomes much cheaper to write, the thing that becomes more valuable is deciding what to write."<br>Translation: The cheaper writing code becomes, the more valuable “deciding what to write” becomes Cat Wu
“Product taste > engineering ability”(Hires many PMs with engineering backgrounds because of taste; taste = aesthetics / taste / judgment) Cat Wu
“Execution + understanding customers > the idea itself”(Execution + understanding customers > the idea itself) Embiricos
"AI can weigh in, but it can't necessarily solve disputes between people about what should go into a feature."<br>Translation: AI can offer opinions, but when people disagree with each other over “what a feature should do,” AI cannot resolve it Jenny Wen

3. The agreed AGI bottleneck = not compute power

"The current underappreciated limiting factor is literally human typing speed or human multitasking speed." — Alexander Embiricos

Translation: The currently severely underestimated limiting factor is human typing speed, or rather, human multitasking speed.

Human speed of inputting prompts + manually verifying AI work,not GPU compute / model intelligence,that is the real AGI bottleneck.

4. The jointly recommended “product philosophy”

Philosophy Proposer
Just do things(Just do it) — first principles + crossing team boundaries + rejecting rigid job roles (rigid position definitions) Cat Wu
Be kind and candid(Kind and candid) — directness is a form of kindness Embiricos
It is what it is(That is how things are; accept it) — stay calm in the face of what cannot be controlled, without becoming dispirited Jenny Wen

II. Cat Wu (Anthropic Head of Product, Claude Code)

1. Evolution of the PM role (before AI vs. after)

Dimension Before AI AI era (2026)
Time horizon Long-term planning (6–12 months) + cross-team coordination Ship features every week / in extreme cases, 1 day
Core skills Roadmap / cross-team / PRD Quick access to users + Taste + Eval
Writing PRDs Required Occasionally written
Product convergence speed 6 months → launch 1 month → 1-day launch

2. Anthropic PM team structure (30–40 people)

Team Function
Research PM(Research PM) Led by Diane, customer feedback + model releases
Cloud Developer Platform(Cloud developer platform) API
Cloud Code team Core code product
Enterprise(Enterprise edition) Enterprise adoption
Growth(Growth) Growth of the overall product suite

3. Five key abilities for PMs in the AI era

  1. Set clear goals: Who is the core user? What is the most important problem? (Example: reduce permission prompts / permission pop-ups)
  2. Build repeatable shipping (release) processes: Cloud Code uses the research preview(research preview) model to lower the commitment threshold, releasing new features in 1–2 weeks
  3. Cross-team framework(Engineering / Marketing / Docs are tightly coupled; when a feature is ready, marketing + docs can respond immediately)
  4. Eval capability(model evaluation) — witness weekly changes in models
  5. First-principles thinking(first principles) + crossing boundaries to fill gaps

4. Anthropic’s product matrix + use cases

Product Applicable scenarios Key features
Cloud Code terminal edition One-off coding tasks New features land first
Cloud Code desktop edition Frontend work + task overview + non-technical users Real-time preview of web apps
Cloud Code Web / Mobile Kicking off tasks while out(can start tasks even when outside) Can start tasks even when away from the computer
Cowork(Claude with Hands — Claude with hands, able to perform non-code actions) Non-code tasks(Slack 0 / Inbox 0 / writing docs / slide decks) Connect Google Calendar / Slack / Gmail / Drive, synthesize information → a 20-page deck (presentation)

5. Cowork case: 20-page slide deck

Input: Connect data sources (Google Calendar + Slack + Gmail + Drive) + prompt + a narrative passage Output: Generate a 20-page draft in several hours Note: The PM still makes the final decision. Give Cowork a standardized deck so it follows the design system.

6. Impact of new models on products (2 dimensions)

Impact Example
Remove crutches (assistive features) The early to-do list(task list) feature in Cloud Code (to help models do large refactors) → new models no longer need it
Unlock new capabilities Code review feature — new models make it reliable enough that engineering teams rely on it before merging PRs

7. Two success factors for Anthropic

Limited funding and limited distribution since founding—why did it succeed?

  1. Unified mission: Bring safe AGI to all humanity — this is cited in every decision
  2. Focus: Overall goals > individual product lines / teams sacrifice individual interests for the company as a whole / prioritize first-party + API (owned channels + API, even if it harms the open-source community)

8. Cloud Code source code leak incident + Open Claw decision

Event Explanation
Source code leak When the package was released Human error(Passed 2 layers of manual review). The process has been hardened. The person involved is still at Anthropic
Open Claw tightens subscriptions Due to high Quad demand, infra expansion + token efficiency optimization are needed.Prioritize first-party + API (own channels + API), even if it affects the open-source community

9. PM Tool Stack

  • Cloud Code(Primary tool, pushing boundaries)
  • Cowork(Summarizing customer meetings / creating deck presentations)
  • Slack(Company OS, operating-system-level communication tool)
  • Internal self-built web app(Custom sales decks / sales demos)
  • Vanta(Compliance automation platform)

10. Advice for Professionals

Advice Notes
Automate repetitive tasks Let yourself focus on creativity
Take automation to 100% precision(Automation must be 100% accurate) 95% has no value,the final 5–10% is the key
Build practical apps(daily use, use every day) More valuable than building a prototype
Don’t over-customize workflows(workflows) It will pull you away from the core task

11. Recommended Books + Favorite Products

Recommendation Notes
How Asia Works(How Asia Works) Economic development
The Technology Trap(The Technology Trap) Impact of past technological revolutions on workers
Paper Menagerie(The Paper Zoo, a short-story collection by Ken Liu) Short stories on AI + self-discovery
Drive to Survive / Free Solo(Documentaries Drive to Survive / Free Solo) Extreme pursuit of a single point
Waymo(Google self-driving car, willing to pay 2× premium — willing to pay double the price) Top choice for many people inside Anthropic

III. Alexander Embiricos (OpenAI, Head of Codex)

1. Current State of Codex (2026-05)

Metric Data
Growth after GPT-5 (since August) 20×(20×)
Weekly tokens served Trillions
API ranking No. 1 (most served coding model, the programming model with the largest API call volume)

2. Codex vs Cloud Code

  • Claude Code (popular since 2024) → then Codex emerged(Early Codex Cloud was difficult to set up)
  • Most users now use Codex via IDE extensions / CLI (command line), with sandbox security and an interactive agent

3. Key Acceleration Factors for Codex

Factor Explanation
GPT 5.1 Codex Max Compared with before30% faster at completing tasks + smarter
Compaction(Compression, a key innovation) Lets the model work continuously beyond the context window(context window) — three-layer coordination across model + API + harness (execution framework)
Shell + Sandbox(Command line + sandbox) Safely use the shell
Tightly coupled product research team parallel build (parallel development) / internal dogfooding (using your own product first)

4. Codex Vision — Software engineering teammate(Software engineering teammate)

"It's a bit like this really smart intern that refuses to read Slack, doesn't check data dog unless you ask it to."

Translation: It’s a bit like a very smart intern who refuses to check Slack messages and won’t look at monitoring unless you tell them to.

Now: smart intern, needs guidance Future:Proactive / collaborative partner across the entire development cycle (ideation → maintenance, from brainstorming ideas to maintenance)

5. Real Acceleration Cases (Organizational Level)

Project Data
Sora Android App(Android version of OpenAI’s video-generation app) 18 days to complete the internal version,28 days public release, launched on Google Play
Atlas Browser(OpenAI browser) Originally 2–3 weeks / 2–3 engineers → 1 week / 1 engineer

6. Impact on 3 Roles

Role Impact
Engineers Improved efficiency in writing complex code + reduced burden from Code review/validation + from manual coding → higher-level thinking(from hand-writing code → higher-level thinking)
PM Crossing communication boundaries, answering questions yourself / prototypes / data analysis / compressed Talent stack (talent structure)
Designer Directly build animations + app prototypes → quickly go from idea to product

7. Evolution of the 3 Abstraction Layers of AI Coding

Current: Coding (writing code)
       ↓
Mid-term: Spec-driven / Chatter-driven (specification-driven / conversation-driven) development
       ↓
Future: Higher-level + Auto-completion + Contextual help (higher-level + autocomplete + context-sensitive help, embedded in IDE/browser)

But:not everyone is used to writing specs (specification documents),The transition will be gradual.

8. AGI Limiting Factor (Most Important Insight in This Podcast)

"The current underappreciated limiting factor is literally human typing speed or human multitasking speed, unlike writing prompts."

Translation: The currently severely underrated limiting factor is human typing speed, or multitasking speed, not the part about writing prompts.

Humans need to:

  • write prompts
  • Manually verify AI work(code review)
  • Multitask management

Outlook:

  • Next year(2026) — early adopters see agents become self-sufficient
  • In a few years — large companies follow
  • Reach AGI — when productivity growth feeds back to AI labs (when productivity growth feeds back into AI labs, triggering recursive acceleration)

9. Practical Advice for Using Codex

Advice Details
Give it the hardest tasks Don’t start with simple tasks; instead,give it the hardest bug
Build trust First let it understand the codebase + write a plan → gradually increase tasks
Try in parallel Run multiple tasks at the same time
Treat it like a new employee Build trust gradually

10. Codex Team Recruiting

Hiring: Engineers / Salespeople / Product Requirements: technical ability + opinions on the future of coding agents

11. Recommended Books + Favorite Products

Recommendation Notes
The Culture (Ian Banks)(Culture series, Iain Banks) Optimistic AI future / "gay space communist Utopia" (the author’s semi-joking label)
Fire Upon the Deep(A Fire Upon the Deep) Superintelligent sci-fi space opera
Jujutsu Kaisen anime Righteous protagonist + helping others
Tesla self-driving Mixed-initiative design(Mixed-initiative design, human empowerment + assistance, both empowering people and providing assistance)

12. Key Product Element — Mixed-Initiative

"Tesla self-driving is a good example of mixed-initiative software — empowering humans while providing assistance."

Translation: Tesla self-driving is a good example of "mixed-initiative software" — it both empowers humans and provides assistance, rather than fully replacing them.

Codex’s design is moving in the same direction — not autonomy max (maximum full autonomy), but humans + AI synergy.


IV. Jenny Wen (Anthropic, Head of Design, Claude)

1. Core Claim:The Design Process is Dead(The design process is dead)

"The design process that designers have been taught and treated as gospel is basically dead. In the age of AI, designers have to let go of the old process."

Translation: The “design process” that designers have been taught and treated as gospel is basically dead. In the AI era, designers must let go of the old process.

3 Characteristics of the Old Process:

  • Extensive research / discovery
  • Fixed divergence-convergence cycle
  • Beautiful long-term decks

Why must it be abandoned?

  • Engineers can now quickly build features(quickly build features, relying on Claude Code)
  • Designers blocking engineers = unnecessary bottleneck
  • The vision timeline has shortened to 3–6 months(prototypes rather than long-term decks)

2. Dramatic Shift in Designers’ Time Allocation

Task A few years ago Now (2026)
Mocking / Prototyping 60-70% 30-40%
Collaborate directly with engineers 20% 30-40%
Implement / Polish in code Almost 0 20-30%
Cross-team coordination 10% 10%

3. Two Layers of New Design Work

Type Description
Support implementation + execution No longer making polished mocks (engineers can quickly produce them) — directly help engineers polish + guide direction
Create short-term vision(short-term vision) 3–6 months ahead — in the form of a prototype, not a long-term deck

4. Three Types of Valuable Designer Prototypes

Prototype Characteristics
Strong Generalist(Strong Generalist) Strong across multiple core skills(similar to T-shape but more "block-shaped") — easily adapts as the boundaries of PM + Eng expand
Deep Specialist(Deep Specialist) Deeply focused on one domain (software engineering / visual design / icon design) —differentiated product
Craft New Grad(Craft New Grad) Early-career,blank slate + eager to learn — not constrained by traditional processes, brings fresh perspectives

5. Priority Traits for Designer Hiring

  1. Resilience(Resilience) + Adaptability
  2. Build actual things and share them(make tangible things and share them — has a documented portfolio of projects, track record of projects)
  3. Excited by technology + willing to work at the frontier of design | Build tangible things within 4–6 months

6. Advice for New Designers

Advice Notes
Build actual things and share them(Build tangible things and share them) More important than a portfolio
Learn coding tools(Learn programming tools) No need to write code from scratch,but must know how to use coding tools

7. Limitations of AI in Design (Honest Assessment)

Capability Current state (2026)
First-pass ideas(Initial draft ideas) ✅ AI can provide them
Taste + Judgment(Taste + judgment) 🟡 Improving
Replacing Strong Generalist / Deep Specialist / Craft New Grad(replacing the three types of designers above) ❌ Not yet possible
Decision-making + responsibility ❌ Humans must sign off(make the final call)

8. The Future of AI UI

"Chatbots and terminals are not the final UI. It will be a combination of chatbots + tactile UIs + model-generated UIs."

Translation: Neither chatbots nor command-line terminals are the final user interface form. The final form will be a combination of "chat + tactile interfaces," plus interfaces generated in real time by models.

  • Chatbots(Chatbots) — flexible
  • Tactile UIs(Tactile traditional interfaces) — efficient for specific tasks
  • Model-Generated UIs(Model-generated interfaces) — will increase in the future (replacing hand-coded interfaces)

9. Cowork (Claude with Hands) Product Story

Stage Duration
Multiple versions of internal prototypes Long-term exploration
Internal → external launch 10 days

Killer use cases for Cowork (Jenny personally):

  1. Introspection(Introspection) — analyze years of personal notes to gain self-insight
  2. Hiring Rubric(Interview scorecard) — read past design craft notes →generate a rubric for evaluating interview candidates

10. Design Management Philosophy

Switching between IC and Management (IC = Individual Contributor, frontline practitioner / Management = manager)

Over the past year, Jenny moved from manager → IC work, gaining hard skills + empathy(empathy).May return to management in the future.

Advice for design managers:Should periodically return to an IC role — to regain the feel for the work.

Low-leverage tasks = high-leverage tasks (counterintuitive)

"Some of the best traits of leaders and managers are that they choose low-leverage tasks, which actually end up being very high-leverage because it's them who's doing it."

Translation: One of the best traits of good leaders and good managers is — they choose to do "low-leverage" tasks, and precisely because they are the ones doing them, those tasks become "high-leverage."

Examples(Examples):

  • Testing the product
  • Reproducing bugs
  • Making personalized cards for team members personalized cards(commemoration days / anniversaries)

Why it is high leverage: it shows the boss genuinely cares + genuinely uses the product.

Roasting culture (psychological safety + high standards)

Element Description
Roasting(Roasting / mutual teasing) Team members can "roast" one another + roast the manager → psychological safety
Balance + High standards(high standards, similar to Radical Candor — frank and direct)
Core Care deeply + Challenge directly

11. Legibility Framework (understandability — whether an idea is "immediately understandable," 2×2 matrix)

VC (venture capitalist) perspective:

  • Eligible (qualified / worth investing in) = at the frontier,hard to understand(illegible) →high value for VC + Designer(because others dismiss it, others overlook it)

Example: Cloud Studio prototype = an illegible idea, but it led to the birth of useful concepts.

Three patterns applicable to early successful companies: focus on exciting but unclear ideas.

12. Recommended Books + Favorite Products

Recommendation Notes
The Power Broker (Robert Caro)(The Power Broker by Robert Caro) Long but worth finishing — insights on long-term careers + getting things done
Insomniac City (Bill Hayes)(Insomniac City by Bill Hayes) A memoir of Oliver Sacks’s final days — death / love / life
Sentimental Value (Norwegian film, Chinese title The Value of Emotion) Same director as The Worst Person in the World
The Pit Season(TV series The Kingdom) Watching highly competitive people do their work
Retro (community photo-sharing app) Used for 2 years / no social media counts (likes) / no ads /look back on past weeks
It is what it is(Motto: "It is what it is; accept it") The current world / industry is uncontrollable,move forward with calm(understood its depth more after a 10-day meditation retreat)

V. Cross-Episode Comparison Table (Who Said What)

Topic Cat Wu Embiricos Jenny Wen
Role boundaries PM/Eng/Designer are converging Boundaries blurring Designers spend 30–40% more time in code
Decision-making core Taste + Goals Execution > Ideas Human accountability
AGI timeline Not stated explicitly Next year early adopters + a few years for large companies Not stated explicitly
Progress of AI writing code Claude Code ships in 1–2 weeks Sora 18 days / Atlas 1 week Cowork 10 days
Advice for new PMs/Designers Automate repetitive tasks + practical apps Build trust for the hardest tasks Build real things + Share
Life philosophy Just do things Be kind and candid It is what it is

VI. Lenny’s Own Core Observations (Running Through the Questions)

  1. "Where will human brains stay valuable as AI gets smarter?"(The smarter AI becomes, where is human value?) — all three guests emphasized:choosing projects / evaluating quality / common sense / EQ / decision-making and responsibility
  2. "How do you keep up with the speed?"(How to keep up with this speed?) — accept imperfection + hire senior people to maintain energy + prioritize
  3. "Career path with role blurring?"(After role boundaries blur, what should career paths look like?) — sacrifice consistency / user education costs rise / use "Slash Power Up" to guide users

VII. Actionable Takeaways for KB Users

  1. PM perspective: Use Claude Code + Cowork to build prototypes and do analysis yourself → no longer dependent on engineers
  2. Engineer perspective: Give the hardest bugs to Codex / build EVA (eval) capabilities / remove crutches after models become smarter
  3. Designer perspective:Enter the code layer + short-term 3–6 month vision + Build & Share
  4. Management perspective: Do "low-leverage" tasks + roasting culture + periodically switch between IC (frontline individual contributor) ↔ Manager
  5. Personal perspective:The hardest constraint is not AI intelligence, but your input speed → learn efficient input / choose mixed-initiative tools

See also