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Aakash GuptaAakash Gupta

How to Build a Company OS in Claude Code

Jiaona Zhang (JZ) is the CPO at Laurel, a $100M AI timesheet platform. She has led product at Airbnb, Dropbox, Webflow, and WeWork. Today she runs a product team that ships front-end and back-end features end-to-end. In this episode, she screenshares Laurel's full Company OS live, walks through the agent pipeline, shows how non-technical team members ship to production using AI, and breaks down the 4 levels of AI maturity she uses to assess every candidate she interviews. Full Writeup: https://www.news.aakashg.com/p/how-to-build-an-ai-native-team Transcript: https://www.aakashg.com/how-to-build-ai-native-team/ Laurel: https://www.laurel.ai/ --- Timestamps: 0:00 - Intro 1:46 - Episode begins 2:04 - The Company OS: GitHub structure screenshare 5:40 - The 1% vs 99% problem 9:00 - 3 steps to build your own Company OS 10:05 - Ads 12:30 - Slack automation demo: feature request triage 14:31 - Playbook to agent pipeline 22:51 - Company culture and the companywide hackathon 29:02 - PMs shipping front-end and back-end features 29:44 - The captain model explained 30:34 - Ads 32:37 - Continuation to captain model 37:38 - Two-track product reviews 50:08 - The AI Ops team and the Sasha model 57:59 - The screen-share interview 59:01 - The 4 levels of AI maturity 1:06:08 - Outro --- 🏆 Thanks to our sponsors: 1. Ariso - Ship AI agents and features faster, with fewer regressions - https://ariso.ai/aakash 2. Bolt - Ship AI-powered products 10x faster - https://bolt.new/solutions/product-manager?utm_source=Promoted&utm_medium=email&utm_campaign=aakash-product-growth 3. Pendo - The #1 software experience management platform - http://www.pendo.io/aakash 4. Product Faculty - Get $550 off their #1 AI PM Certification with code AAKASH550C7 - https://maven.com/product-faculty/ai-product-management-certification?promoCode=AAKASH550C7 5. Customer.io - Send smarter messages using your product data - http://customer.io/productgrowth --- Key Takeaways: 1. Every company has a 1% who are AI-native and a 99% who do not know what to use when. The Company OS closes that gap by encoding the 1%'s workflows into skills that anyone can use when they open Claude. 2. Build the ontology before you build the OS. Map every team's work to categories and tasks first. Color-code what should get more human time vs what gets automated. The OS is built from that work map. 3. Even the friction of going to a different interface kills adoption. A separate agent tool in a new tab will not get used consistently. Deliver skills and automations inside Slack and email, where people already are. 4. When AI adoption is everyone's responsibility, it is no one's responsibility. Dedicate one person full-time to AI Operations. Start with one person who demonstrates value. Every other function will want their own version within months. 5. The Company OS turns a 50-page playbook into a set of agents. Write the playbook first. Then audit it. What requires a human? What can be automated? Build the skill files from what remains. 6. The captain model replaces the handoff chain. Every feature has one owner end-to-end. The captain is whoever has the most critical skill for that feature's hardest problem. 7. PMs at Laurel ship front-end and back-end features. Not just growth experiments or copy changes. Core product features deeply integrated with billing systems and time entry logic. One PM who identifies as a designer shipped one of these end-to-end last month. 8. JZ went from hundreds of reports to 5 PMs and 4 designers. They ship more than ever. Adding people adds coordination cost. In a world where one PM can take a feature from discovery to production in a day, large teams cancel out their own capacity gains. 9. The new PM interview is a screen share. JZ asks every candidate to show their actual screen. In 60 seconds she knows their level of AI skills. 10. The PM fundamentals never changed. Problem space first. Know why and for whom you are building before you build. The speed changed dramatically. What you are supposed to be doing at the heart of it did not. --- 👨‍💻 Where to find Jiaona Zhang: LinkedIn: https://www.linkedin.com/in/jiaona/ Reforge: https://www.reforge.com/profiles/jiaona-zhang Laurel: https://www.laurel.ai/ 👨‍💻 Where to find Aakash: X: https://x.com/aakashgupta LinkedIn: https://www.linkedin.com/in/aagupta/ Newsletter: https://www.news.aakashg.com #productmanagement #aipm #claude --- About Product Growth: The world's largest podcast focused solely on product + growth, with over 200K+ listeners. Subscribe and turn on notifications.

Jiaona ZhangguestAakash Guptahost
Jun 24, 20261h 7mWatch on YouTube ↗

At a glance

WHAT IT’S REALLY ABOUT

Laurel’s GitHub-based Company OS scales AI workflows across functions

  1. Laurel codifies how every function works in a GitHub-based “Company OS,” organizing playbooks and “skill files” so teams can apply consistent, high-quality workflows rather than relying on a few AI power users.
  2. The OS is operationalized through just-in-time delivery inside existing tools like Slack (e.g., automated feature-request intake/triage) and through AI tools (Claude, agent builders) that can call the right skills at the right moment.
  3. Zhang proposes a 3-step path to build a Company OS: start with one tedious workflow automation, evolve into playbooks that separate human vs. automatable steps, then scale via agents/skills and a “mega-agent” routing layer.
  4. Laurel’s operating model shifts PMs (and even non-technical roles) into “product builders” who can ship end-to-end changes using agentic coding tools, while governance is maintained via transparency, rules of engagement, code review, and lightweight review channels.
  5. Talent and org design shift toward leaner teams of highly senior, AI-fluent “orchestrators,” assessed via screen-share interviews and guided by an AI maturity model spanning chat usage to shared apps and production shipping.

IDEAS WORTH REMEMBERING

5 ideas

Treat AI adoption as an organizational distribution problem, not a tooling problem.

Laurel’s core issue is the “1% vs 99%” gap—power users tinker while most don’t know what to use when—so they encode best workflows as shared skills and deliver them inside daily work streams.

A Company OS starts small: automate one painful, repeatable workflow first.

Zhang’s step-one recommendation is to pick a tedious motion (emails, CRM updates, request intake) and remove back-and-forth via simple automation before attempting a full OS.

Playbooks only matter if they’re executable—convert them into skills and agents.

A 50+ page playbook won’t be followed reliably; Laurel audits which steps require humans vs can be automated, then builds agents/skills per step and surfaces them just-in-time.

Build a routing layer (“mega-agent”) so people don’t need to remember dozens of agents.

Instead of expecting teams to call the right micro-agent, Laurel uses a higher-level agent that interprets intent and dispatches to the right sub-agent, reducing adoption friction.

Delivery beats dashboards: put skills where work happens (Slack/email), not in a separate AI interface.

Even “low friction” tools like agent-builder UIs create a context switch; Laurel prioritizes Slack-based workflows and integrated skills to drive consistent usage.

WORDS WORTH SAVING

5 quotes

You got these people who are these 1% AI users. They're, uh, tinkering with their workflows. They're highly AI-pilled. And then you have the, you know, 90 to 99% of the rest of the organization who isn't sure what to use when.

Jiaona Zhang

The big learning that we've had is how do you create a wrap, like a, like a mega agent, something like the f- like a, um, a go-to-market agent that can be called by the sales team at any point, by the success team at any point, and then that agent is able to route the ask, the, the need or the help to whatever one of these sub-agents that is actually useful.

Jiaona Zhang

Transparency is everything.

Jiaona Zhang

I really don't believe in this. I think a lot of, quote-unquote, "AI-native companies" are just like, "Roadmaps are gone. Plannings are gone. Everything is gone." Um, and what I say is, well, if everyone's running in different directions, even if you're running incredibly fast, you're not really gonna get anywhere.

Jiaona Zhang

The fundamentals and the principles have never changed. In fact, they're even more important than ever before. But the tools and the way you operate and the way you, um, can blast through the bureaucracy and feel empowered, that's radically changed.

Jiaona Zhang

GitHub as a Company OS (function folders, skills, playbooks)Ontology/work-map of each function’s tasksClosing the “1% vs 99% AI user” adoption gapSlack automations for intake/triage (feature requests)Playbooks → agents pipeline and “mega-agent” routingPMs and non-engineers shipping with Devin/agentic codingCaptain model for initiative ownershipTwo-track product reviews (fast lane vs strategy/architecture)AI Operations team (“AI ops is the new biz ops”)Interviewing for AI fluency via screen-share; 4 AI maturity levelsSystematizing culture values (e.g., “unreasonable hospitality”)

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