Lenny's Podcast: Product | Career | Growth

OpenAI’s CPO on how AI changes must-have skills, moats, coding, startup playbooks, more | Kevin Weil (CPO at OpenAI, ex-Instagram, Twitter)


Listen Later

Kevin Weil is the chief product officer at OpenAI, where he oversees the development of ChatGPT, enterprise products, and the OpenAI API. Prior to OpenAI, Kevin was head of product at Twitter, Instagram, and Planet, and was instrumental in the development of the Libra (later Novi) cryptocurrency project at Facebook.

In this episode, you’ll learn:

1. How OpenAI structures its product teams and maintains agility while developing cutting-edge AI

2. The power of model ensembles—using multiple specialized models together like a company of humans with different skills

3. Why writing effective evals (AI evaluation tests) is becoming a critical skill for product managers

4. The surprisingly enduring value of chat as an interface for AI, despite predictions of its obsolescence

5. How “vibe coding” is changing how companies operate

6. What OpenAI looks for when hiring product managers (hint: high agency and comfort with ambiguity)

7. “Model maximalism” and why today’s AI is the worst you’ll ever use again

8. Practical prompting techniques that improve AI interactions, including example-based prompting

Brought to you by:

Eppo—Run reliable, impactful experiments

Persona—A global leader in digital identity verification

OneSchema—Import CSV data 10x faster

Where to find Kevin Weil:

• X: https://x.com/kevinweil

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

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) Kevin’s background

(04:06) OpenAI’s new image model

(06:52) The role of chief product officer at OpenAI

(10:18) His recruitment story and joining OpenAI

(17:20) The importance of evals in AI

(24:59) Shipping quickly and consistently

(28:34) Product reviews and iterative deployment

(39:35) Chat as an interface for AI

(43:59) Collaboration between researchers and product teams

(46:41) Hiring product managers at OpenAI

(48:45) Embracing ambiguity in product management

(51:41) The role of AI in product teams

(53:21) Vibe coding and AI prototyping

(55:55) The future of product teams and fine-tuned models

(01:04:36) AI in education

(01:06:42) Optimism and concerns about AI’s future

(01:16:37) Reflections on the Libra project

(01:20:37) Lightning round and final thoughts

Referenced:

• OpenAI: https://openai.com/

• The AI-Generated Studio Ghibli Trend, Explained: https://www.forbes.com/sites/danidiplacido/2025/03/27/the-ai-generated-studio-ghibli-trend-explained/

• Introducing 4o Image Generation: https://openai.com/index/introducing-4o-image-generation/

• Waymo: https://waymo.com/

• X: https://x.com

• Facebook: https://www.facebook.com/

• Instagram: https://www.instagram.com/

• Planet: https://www.planet.com/

• Sam Altman on X: https://x.com/sama

• A conversation with OpenAI’s CPO Kevin Weil, Anthropic’s CPO Mike Krieger, and Sarah Guo: https://www.youtube.com/watch?v=IxkvVZua28k

• OpenAI evals: https://github.com/openai/evals

• Deep Research: https://openai.com/index/introducing-deep-research/

• Ev Williams on X: https://x.com/ev

• OpenAI API: https://platform.openai.com/docs/overview

• Dwight Eisenhower quote: https://www.brainyquote.com/quotes/dwight_d_eisenhower_164720

• Inside Bolt: From near-death to ~$40m ARR in 5 months—one of the fastest-growing products in history | Eric Simons (founder & CEO of StackBlitz): https://www.lennysnewsletter.com/p/inside-bolt-eric-simons

• StackBlitz: https://stackblitz.com/

• Claude 3.5 Sonnet: https://www.anthropic.com/news/claude-3-5-sonnet

• Anthropic: https://www.anthropic.com/

• Four-minute mile: https://en.wikipedia.org/wiki/Four-minute_mile

• Chad: https://chatgpt.com/g/g-3F100ZiIe-chad-open-a-i

• Dario Amodei on LinkedIn: https://www.linkedin.com/in/dario-amodei-3934934/

• Figma: https://www.figma.com/

• Julia Villagra on LinkedIn: https://www.linkedin.com/in/juliavillagra/

• Andrej Karpathy on X: https://x.com/karpathy

• Silicon Valley CEO says ‘vibe coding’ lets 10 engineers do the work of 100—here’s how to use it: https://fortune.com/2025/03/26/silicon-valley-ceo-says-vibe-coding-lets-10-engineers-do-the-work-of-100-heres-how-to-use-it/

• Cursor: https://www.cursor.com/

• Windsurf: https://codeium.com/windsurf

• GitHub Copilot: https://github.com/features/copilot

• Patrick Srail on X: https://x.com/patricksrail

• Khan Academy: https://www.khanacademy.org/

• CK-12 Education: https://www.ck12.org/

• Sora: https://openai.com/sora/

• Sam Altman’s post on X about creative writing: https://x.com/sama/status/1899535387435086115

• Diem (formerly known as Libra): https://en.wikipedia.org/wiki/Diem_(digital_currency)

• Novi: https://about.fb.com/news/2020/05/welcome-to-novi/

• David Marcus on LinkedIn: https://www.linkedin.com/in/dmarcus/

• Peter Zeihan on X: https://x.com/PeterZeihan

The Wheel of Time on Prime Video: https://www.amazon.com/Wheel-Time-Season-1/dp/B09F59CZ7R

Top Gun: Maverick on Prime Video: https://www.amazon.com/Top-Gun-Maverick-Joseph-Kosinski/dp/B0DM2LYL8G

• Thinking like a gardener not a builder, organizing teams like slime mold, the adjacent possible, and other unconventional product advice | Alex Komoroske (Stripe, Google): https://www.lennysnewsletter.com/p/unconventional-product-advice-alex-komoroske

• MySQL: https://www.mysql.com/

Recommended books:

Co-Intelligence: Living and Working with AI: https://www.amazon.com/Co-Intelligence-Living-Working-Ethan-Mollick/dp/059371671X

The Accidental Superpower: Ten Years On: https://www.amazon.com/Accidental-Superpower-Ten-Years/dp/1538767341

Cable Cowboy: https://www.amazon.com/Cable-Cowboy-Malone-Modern-Business/dp/047170637X

Production and marketing by https://penname.co/. For inquiries about sponsoring the podcast, email [email protected].

Lenny may be an investor in the companies discussed.



This is a public episode. If you'd like to discuss this with other subscribers or get access to bonus episodes, visit www.lennysnewsletter.com/subscribe
...more
View all episodesView all episodes
Download on the App Store

Lenny's Podcast: Product | Career | GrowthBy Lenny Rachitsky

  • 4.9
  • 4.9
  • 4.9
  • 4.9
  • 4.9

4.9

1,316 ratings


More shows like Lenny's Podcast: Product | Career | Growth

View all
a16z Podcast by Andreessen Horowitz

a16z Podcast

1,080 Listeners

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch by Harry Stebbings

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch

527 Listeners

The Knowledge Project by Shane Parrish

The Knowledge Project

2,680 Listeners

The Official SaaStr Podcast: SaaS | Founders | Investors by SaaStr

The Official SaaStr Podcast: SaaS | Founders | Investors

173 Listeners

Masters of Scale by WaitWhat

Masters of Scale

3,981 Listeners

Y Combinator Startup Podcast by Y Combinator

Y Combinator Startup Podcast

221 Listeners

Product Thinking by Melissa Perri

Product Thinking

143 Listeners

The Startup Ideas Podcast by Greg Isenberg

The Startup Ideas Podcast

203 Listeners

The Logan Bartlett Show by by Redpoint Ventures

The Logan Bartlett Show

188 Listeners

No Priors: Artificial Intelligence | Technology | Startups by Conviction

No Priors: Artificial Intelligence | Technology | Startups

130 Listeners

Latent Space: The AI Engineer Podcast by swyx + Alessio

Latent Space: The AI Engineer Podcast

96 Listeners

BG2Pod with Brad Gerstner and Bill Gurley by BG2Pod

BG2Pod with Brad Gerstner and Bill Gurley

482 Listeners

Lightcone Podcast by Y Combinator

Lightcone Podcast

17 Listeners

Training Data by Sequoia Capital

Training Data

40 Listeners

Uncapped with Jack Altman by Alt Capital

Uncapped with Jack Altman

41 Listeners