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[The ICCO Era: How Airtable CEO Howie Liu is Reinventing Leadership in the AI Age]-[How we restructured Airtable's entire org for AI | Howie Liu (co-founder and CEO)]

Lenny's Podcast: Product | Career | Growth · B2 · 2025-08-31

Technology
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📋 Summary

The New Executive Paradigm: The Rise of the ICCO

In the rapidly evolving landscape of the AI era, a significant trend is emerging among top-tier founders and CEOs: the return to being an "ICCO"—an Individual Contributor Chief Executive Officer. Howie Liu, co-founder and CEO of Airtable, argues that the era of hands-off, purely administrative leadership is coming to an end. To successfully navigate the existential shifts brought by AI, CEOs must once again "get their hands dirty," engage directly with code, and immerse themselves in the product's bleeding edge.

The Philosophy of "Chief Tastemaker"

Liu emphasizes that a CEO must act as the "chief tastemaker." In the context of AI, this means you cannot simply look at a 10,000-foot view or rely on pre-recorded demos. "It’s actually now also hard to taste the soup without participating in at least some part of creating the soup," Liu notes. He describes his own daily routine as being "hourly" involved with tools like ChatGPT and Claude, maintaining a status as one of the highest inference-cost users of his own product. This isn't just for show; by pushing models to their limits through "intentionally wasteful" experimentation, leaders can truly understand the solution space and the novel UX patterns that AI enables.

Rethinking Organizational Structure: Fast vs. Slow Thinking

To match the pace of AI-native startups like Cursor, Liu has restructured Airtable into two distinct groups based on Daniel Kahneman’s framework:

  • The Fast Thinking Group (AI Platform): Focused on near-weekly shipping of new, "jaw-dropping" capabilities. This group operates with high autonomy and entrepreneurial spirit, moving at breakneck speeds to capitalize on every new model release.
  • The Slow Thinking Group: Focused on deliberate, long-term infrastructure (such as their HyperDB, capable of handling multi-hundred-million record datasets).

This "barbell approach" allows Airtable to maintain the excitement and top-of-funnel growth of an AI-native company while ensuring that those adoption seeds grow into durable, enterprise-grade deployments.

The "Unfair Advantage" of Legacy

For companies predating the GenAI boom, Liu offers a stark piece of advice: "If you were literally founding a new company from scratch with the same mission, how would you execute on that mission using a fully AI native approach?" If you cannot find a way to use your legacy assets as an advantage—by using them as reliable "Lego pieces" or a "domain-specific language" for an agent to manipulate—then, he suggests, "you should find a buyer. And then if you really care about this mission, go and start the next carnation of it."

The Convergence of Roles: Becoming Full-Stack

Liu argues that the silos between Product Managers, Engineers, and Designers are collapsing. In this new world, every function needs to become "full-stack." A PM must be a "hybrid PM-prototyper" with design sensibilities, while designers and engineers must understand technical constraints and product strategy. The goal is to minimize the dependency chain; when an individual can bridge these gaps, they can move with the speed of a startup, regardless of the company's size.

Actionable Advice for Growth

  1. Prioritize Play: Liu encourages his teams to block out entire days or weeks to simply "play" with AI products. This isn't just professional development; it's about building a gut feeling for what is possible.
  2. Prototypes Over Decks: Stop writing PRDs and start building functional prototypes. "The real proof is in the pudding," Liu says, noting that interactive demos reveal usability issues that documents never could.
  3. Use Evals Wisely: While evals are critical, Liu warns against using them too early. Start with "vibes" to explore the solution space divergently before converging on programmatic testing.

Ultimately, Liu’s journey highlights that the most successful leaders in this era are those who refuse to lose their connection to the craft. By fostering a "growth mindset" and maintaining a relentless curiosity, leaders can transform their organizations from slow-moving monoliths into agile, AI-native powerhouses.

🎯Key Sentences

1
There's something that we call the ICCO.
2
Never a dull moment over there.
3
It really does become more about individual attitude.
4
That is the product in my opinion, right?
5
I think you should sell, right?
Expand All

📝Key Phrases

1
founding a new company from scratch
2
fully AI native approach
3
product market fit
4
bleeding edge
5
blunt instruments
Expand All

📖 Transcript

if you were literally founding a new company from scratch with the same mission, how would you execute on that mission using a fully AI native approach?
If you can't, then you should find a buyer.
And then if you really care about this mission, like go and start the next carnation of it.
For people that work for you, how have you adjusted what you expect of them to help them be successful?
If you want to cancel all your meetings for like a day or for an entire week and just go play around with every AI product you think could be relevant to Airtable, Go do it.
Of the different functions on a product team, PM, engineering, design, who has had the most success being more productive with these tools?

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