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What happens after coding is solved? | Fiona Fung (Claude Code and Cowork)

Fiona Fung leads the teams behind Claude Code and Cowork at Anthropic (overseeing Boris Cherny and the entire engineering and PM team). Before Anthropic, she spent 11 years at Microsoft building Visual Studio and TypeScript and then moved to Meta, where she started Facebook Marketplace (now generating over $100 billion in GMV annually), worked on Meta’s first smart glasses and AR glasses, and led infrastructure, growth, integrity, and safety teams at Instagram. She’s been an engineer for over 25 years and has a unique perspective on how the role of building software is changing. *In our in-depth conversation, we discuss:* 1. What she’s learned about running a team that’s shipping 8x more code than before 2. Which roles AI will transform next 3. Specific ways her team uses AI 4. How Claude “routines” have changed how she operates as a manager 5. The context-switching problem no one has solved yet 6. The biggest unsolved problem in AI 7. What keeps her up at night *Brought to you by:* WorkOS—Make your app enterprise-ready, with SSO, SCIM, RBAC, and more: https://workos.com/lenny Mercury—Radically different banking, now with Command: https://mercury.com/ *Episode transcript:* https://www.lennysnewsletter.com/p/building-the-most-ai-pilled-engineering *Archive of all Lenny's Podcast transcripts:* https://www.dropbox.com/scl/fo/yxi4s2w998p1gvtpu4193/AMdNPR8AOw0lMklwtnC0TrQ?rlkey=j06x0nipoti519e0xgm23zsn9&st=ahz0fj11&dl=0 *Where to find Fiona Fung:* • LinkedIn: linkedin.com/in/fionafung *Where to find Lenny:* • Newsletter: https://www.lennysnewsletter.com • X: https://twitter.com/lennysan • LinkedIn: https://www.linkedin.com/in/lennyrachitsky/ *In this episode, we cover:* (00:00) Introduction to Fiona Fung (02:31) How the engineering role has transformed over 25 years (09:28) What an AI-pilled software team looks like in 2026 (12:26) Using Claude to manage and review team output (14:40) The evolution of code review and verification (16:55) Who to hire: creative builders and deep systems experts (18:18) The shift to ambitious thinking (19:40) The growth mindset required to thrive in AI-native teams (25:52) Helping small businesses adopt AI tools (31:46) How Anthropic spots latent demand and builds for it (35:08) The next frontier: asynchronous work with AI routines (38:06) Agency and accountability in AI-native teams (39:40) The vibe shift from token-maxing to ROI measurement (44:24) The “bad vs. sad” quality framework (49:34) Why all managers start as ICs at Anthropic (55:24) Preventing skill atrophy (58:43) Managing context switching with 20 AI agents running (1:00:08) How PM and data science roles are transforming (1:03:40) The importance of dogfooding and using your own product (1:08:36) Outstanding questions (1:12:48) The future of engineering jobs and education (1:17:59) What keeps Fiona up at night: team culture at scale (1:22:53) From six-month roadmaps to JIT (just-in-time) monthly planning (1:27:03) Lightning round *Referenced:* • Running an AI-native engineering org: https://www.youtube.com/watch?v=igO8iyca2_g • Head of Claude Code: What happens after coding is solved | Boris Cherny: https://www.lennysnewsletter.com/p/head-of-claude-code-what-happens • Today, Anthropic engineers on average ship 8x as much code per quarter as they did compared to 2021-2025: https://x.com/AnthropicAI/status/2062568864240836995 • Visual Studio: https://visualstudio.microsoft.com • Joseph Campbell’s quote: https://www.goodreads.com/quotes/192665-the-cave-you-fear-to-enter-holds-the-treasure-you • Life-changing Cowork use case: https://x.com/lennysan/status/2059664455001334124 • Introducing Claude for Small Business: https://www.anthropic.com/news/claude-for-small-business • Conversations with Tyler podcast: https://conversationswithtyler.com • Sheryl Sandberg on Facebook: https://www.facebook.com/sheryl# • Amélie on Prime Video: https://www.amazon.com/Amelie-Jean-Pierre-Jeunet/dp/B0DQ4S3N45 • Spirited Away on HBO Max: https://www.hbomax.com/movies/spirited-away/3deab668-d0a4-4a8d-9bc8-0952a0ad836e ...References continued at: https://www.lennysnewsletter.com/p/building-the-most-ai-pilled-engineering *Recommended books:* • Margaret Atwood’s books: https://www.amazon.com/stores/author/B000AQTHI0?ccs_id=0027a474-cd59-4a3a-bcd7-9b173c27d530 • Haruki Murakami’s books: https://www.amazon.com/stores/Haruki-Murakami/author/B000AP7AFI • The Little Prince: https://www.amazon.com/Little-Prince-Antoine-Saint-Exup%C3%A9ry/dp/0156012197 • Nausicaä of the Valley of the Wind: https://www.amazon.com/Nausica%C3%A4-Valley-Wind-Box-Set/dp/1421550644 • High Output Management: https://www.amazon.com/High-Output-Management-Andrew-Grove/dp/0679762884 _Production and marketing by https://penname.co/._ _For inquiries about sponsoring the podcast, email podcast@lennyrachitsky.com._ Lenny may be an investor in the companies discussed.

Lenny RachitskyhostFiona Fungguest
Jun 21, 20261h 38mWatch on YouTube ↗

CHAPTERS

  1. Fiona Fung’s journey: from IBM terminals to Visual Studio dogfooding

    Lenny introduces Fiona Fung and frames the conversation around the dramatic productivity jump from AI-assisted coding. Fiona recounts early career shifts—IBM’s low-level systems work and Microsoft’s IDE revolution—and how dogfooding shaped her product instincts.

  2. When coding stops being the bottleneck: verification becomes the new constraint

    Fiona explains why the core bottleneck has moved from writing code to verifying correctness and impact. The team’s challenge is less about generating output and more about ensuring quality, reliability, and user experience across fast-moving surfaces.

  3. What an “AI‑pilled” team looks like in 2026: roles blur into builders

    Fiona describes the emerging team model where nearly everyone becomes a “builder,” and traditional role boundaries fade. Management practices shift toward enabling autonomy, scaling feedback, and maintaining clarity on outcomes.

  4. Claude as a manager’s operating system: visibility, retros, and coaching via a shared agent

    Fiona details how she uses Claude Code as a persistent session with access to repos, Slack, and metrics to review team output and drive better conversations. Monthly look-backs become richer: what shipped, how it performed, what broke, and what to improve.

  5. From manual feedback sweeps to automated routines: the rise of async agent workflows

    Fiona explains how “routines” (cron-like automation) changed her daily ritual of scanning feedback channels. Instead of summarizing issues manually, routines can summarize themes and even propose PRs, pushing work toward an asynchronous, agent-driven operating model.

  6. Code review evolves: frameworks, specs-in-repo, and AI validation against “what good looks like”

    With human review becoming a bottleneck, Fiona emphasizes encoding standards and expectations into repos so AI can review against them. This extends test-driven thinking and makes quality checks more scalable as output explodes.

  7. Hiring for the AI era: creative product builders + deep systems experts

    Fiona shares the two profiles Anthropic prioritizes: end-to-end builders with product sense and deep subject-matter experts for critical systems. AI increases what generalists can do, but verification and hard infrastructure still demand real expertise.

  8. Ambition, growth mindset, and fear: who thrives vs. who resists

    The conversation shifts to mindset: ambitious thinking becomes the differentiator when “everything is possible in theory.” Fiona highlights growth mindset and leaning into fear as key traits for adapting, and shares personal stories about taking control amid uncertainty.

  9. Bridging the AI adoption divide: helping small businesses and spreading practical use cases

    Fiona explains her passion for small businesses and how Cowork can remove painful admin work like invoicing and expenses. She argues adoption spreads best through concrete, relatable examples and hands-on help, especially for those hesitant about AI.

  10. How Anthropic spots latent demand: watching “people jumping through hoops”

    Fiona describes the product pattern of noticing unexpected usage and turning it into a first-class experience. Latent demand emerges when users hack around limitations; teams should form hypotheses and smooth the workflow rather than fight the behavior.

  11. Agency with accountability—and the shift from token maxing to outcome/ROI measurement

    Fiona emphasizes a team culture of high agency paired with high accountability, grounded in hypotheses and measurable outcomes. She critiques shallow productivity metrics and argues for aligning outputs to real outcomes, using metrics as tools—not targets.

  12. Quality at scale: proactive monitoring and the “bad vs. sad” framework

    To manage quality amid high velocity, the team invests in proactive detection and shared language. “Bad vs. sad” helps teams classify irrecoverable failures vs. recoverable pain points, enabling consistent prioritization across disparate surfaces.

  13. Why managers start as ICs: dogfooding, credibility, and preventing skill atrophy

    Fiona explains Anthropic’s preference for managers to begin as individual contributors and continue hands-on work. Staying in the flow improves product intuition, builds rapport, and helps leaders understand rapidly changing tools and codebases.

  14. What’s lost (and what’s next): loneliness, context switching, changing PM/data science, and JIT planning

    They discuss tradeoffs: less classic “flow,” more loneliness, and heavier context switching with many async agents. Fiona highlights evolving PM and data science roles, open questions about automated review and org structure, and a move from roadmaps to monthly just-in-time planning.

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