How we restructured Airtable’s entire org for AI | Howie Liu (co-founder and CEO)

How we restructured Airtable’s entire org for AI | Howie Liu (co-founder and CEO)

August 31, 2025 1 hr 40 min
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🤖 AI Summary

Overview

This episode features Howie Liu, co-founder and CEO of Airtable, discussing how the company has radically transformed to thrive in the AI era. From restructuring the organization into fast thinking and slow thinking teams to embracing a hands-on IC CEO approach, Howie shares actionable insights on adapting to AI's rapid pace. The conversation also explores the evolving roles of product managers, engineers, and designers, and the importance of experimentation, cross-functional skills, and rethinking traditional organizational structures.

Notable Quotes

- If you want to cancel all your meetings for a day or even a week and just go play around with every AI product you think could be relevant to Airtable, go do it.Howie Liu, on fostering experimentation.

- If you were founding a new company from scratch with the same mission, how would you execute on that mission using a fully AI-native approach?Howie Liu, on rethinking legacy businesses in the AI era.

- I take pride in being the number one most expensive inference-cost user of Airtable AI globally.Howie Liu, on leading by example in AI adoption.

🧠 Rethinking Organizational Structure for AI

- Airtable restructured into fast thinking and slow thinking teams, inspired by Daniel Kahneman's framework.

- Fast Thinking Team: Focuses on rapid iteration, shipping AI features weekly, and creating jaw-dropping user experiences.

- Slow Thinking Team: Handles deliberate, long-term projects like scalable infrastructure and complex data systems.

- This dual approach balances speed with thoughtful execution, enabling Airtable to compete with AI-native startups.

🚀 The Rise of the IC CEO

- Howie has embraced the role of an IC CEO, actively coding, prototyping, and experimenting with AI tools.

- He reduced standing one-on-ones to focus on timely, high-impact discussions and hands-on product work.

- CEOs in the AI era must deeply engage with the technology to understand its potential and lead effectively.

🎨 Cross-Functional Skills in Product Teams

- Success in the AI era requires breaking down traditional role silos.

- Product managers should become hybrid PM-prototypers with design sensibilities.

- Designers should understand technical constraints and leverage prototyping tools.

- Engineers should think holistically about product and user experience.

- Howie encourages teams to experiment, prototype over creating decks, and embrace a playground mindset.

🛠️ Experimentation and the Role of Play

- Howie mandates play with AI tools, urging employees to block time to explore and experiment.

- He shares his own experiments, such as using AI to analyze sales call transcripts or create marketing assets.

- Prototypes and hands-on experimentation are prioritized over traditional planning documents to accelerate learning.

📊 Evals vs. Vibes in AI Development

- Howie warns against over-reliance on evals (evaluation metrics) too early in product development.

- Early-stage innovation should focus on vibes and open-ended exploration to discover what works.

- Evals become valuable once the product form factor and use cases are more defined, enabling iterative improvement.

AI-generated content may not be accurate or complete and should not be relied upon as a sole source of truth.

📋 Episode Description

Howie Liu is the co-founder and CEO of Airtable, the no-code platform valued at around $12 billion. After a viral tweet declared “Airtable is dead” based on incorrect data, Howie led a radical transformation: reorganizing the entire company around AI, becoming an “IC CEO” who codes daily, and achieving over $100 million in free cash flow.

What you’ll learn:

1. The “fast thinking” vs. “slow thinking” team structure that lets Airtable ship AI features weekly (inspired by Daniel Kahneman)

2. Why Howie uses AI hourly (not daily) and is Airtable’s #1 inference-cost user globally

3. Why CEOs must become ICs again in the AI era (and how to restructure your calendar to make it possible)

4. Why “playing” with AI tools should be mandatory—Howie tells employees to cancel all meetings for a week to experiment

5. The specific skills product managers, engineers, and designers need to develop to succeed in the AI era

6. Why evals can kill innovation (and when to use “vibes” instead)

Brought to you by:

LucidLink—Real-time cloud storage for teams

DX—The developer intelligence platform designed by leading researchers

Claude.ai—The AI for problem solvers and enterprise

Where to find Howie Liu

• X: https://x.com/howietl

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

• Email: [email protected]

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 Howie Liu and Airtable

(04:05) The “Airtable is dead” viral tweet controversy

(08:07) The rise of IC CEOs

(10:57) AI’s paradigm shift in product development

(16:27) Specific changes Airtable has made

(21:38) Fast- and slow-thinking teams

(32:57) The emergence of new form factors in AI models

(34:48) Airtable’s vision and philosophy

(40:20) Empowering teams with AI tools

(46:50) Encouraging experimentation and play

(50:55) Cross-functional skills in product teams

(01:03:35) The importance of evals and open-ended testing

(01:08:06) Key strategies for AI-driven success