Mistake-Based Interview Question

Peter Deng has led product teams at OpenAI, Instagram, Uber, Facebook, Airtable, and Oculus and helped build products used by billions—including Facebook’s News Feed, the standalone Messenger app, Instagram filters, Uber Reserve, ChatGPT, and more. Currently he’s investing in early-stage founders at Felicis. In this episode, Peter dives into his most valuable lessons from building and scaling some of tech’s most iconic products and companies.

What you’ll learn:

1. Peter’s one‑sentence test for hiring superstars

2. Why your product (probably) doesn’t matter

3. Why you don’t need a tech breakthrough to build a huge business

4. The five PM archetypes, and how to build a team of Avengers

5. Counterintuitive lessons on growing products from 0 to 1, and 1 to 100

6. The importance of data flywheels and workflows

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Brought to you by:

Paragon—Ship every SaaS integration your customers want

Pragmatic Institute—Industry‑recognized product, marketing, and AI training and certifications

Contentsquare—Create better digital experiences

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Where to find Peter Deng:

• X: https://x.com/pxd

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

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In this episode, we cover:

(00:00) Introduction to Peter Deng

(05:41) AI and AGI insights

(11:35) The future of education with AI

(16:53) The power of language in leadership

(21:01) Building iconic products

(36:44) Scaling from zero to 100

(41:56) Balancing short- and long-term goals

(47:12) Creating a healthy tension in teams

(50:02) The five archetypes of product managers

(55:39) Primary and secondary archetypes

(58:47) Hiring for growth mindset and autonomy

(01:15:52) Effective management and communication strategies

(01:19:23) Presentation advice and self-advocacy

(01:25:50) Balancing craft and practicality in product management

(01:30:40) The importance of empathy in design thinking

(01:35:45) Career decisions and learning opportunities

(01:42:05) Lessons from product failures

(01:45:42) Lightning round and final thoughts

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Referenced:

• OpenAI: https://openai.com/

• Artificial general intelligence (AGI): https://en.wikipedia.org/wiki/Artificial_general_intelligence

• Head of ChatGPT answers philosophical questions about AI at SXSW 2024 with SignalFire’s Josh Constine: https://www.youtube.com/watch?v=mgbgI0R6XCw

• Professors Are Using A.I., Too. Now What?: https://www.npr.org/2025/05/21/1252663599/kashmir-hill-ai#:~:text=Now%20What

• Herbert H. Clark: https://web.stanford.edu/~clark/

• Russian speakers get the blues: https://www.newscientist.com/article/dn11759-russian-speakers-get-the-blues/

• Ilya Sutskever (OpenAI Chief Scientist)—Building AGI, Alignment, Future Models, Spies, Microsoft, Taiwan, & Enlightenment: https://www.dwarkesh.com/p/ilya-sutskever

• Anthropic’s CPO on what comes next | Mike Krieger (co-founder of Instagram): https://www.lennysnewsletter.com/p/anthropics-cpo-heres-what-comes-next

• Kevin Systrom on LinkedIn: https://www.linkedin.com/in/kevinsystrom/

• Building a magical AI code editor used by over 1 million developers in four months: The untold story of Windsurf | Varun Mohan (co-founder and CEO): https://www.lennysnewsletter.com/p/the-untold-story-of-windsurf-varun-mohan

• Microsoft CPO: If you aren’t prototyping with AI, you’re doing it wrong | Aparna Chennapragada: https://www.lennysnewsletter.com/p/microsoft-cpo-on-ai

• The rise of Cursor: The $300M ARR AI tool that engineers can’t stop using | Michael Truell (co-founder and CEO): https://www.lennysnewsletter.com/p/the-rise-of-cursor-michael-truell

• Building Lovable: $10M ARR in 60 days with 15 people | Anton Osika (CEO and co-founder): https://www.lennysnewsletter.com/p/building-lovable-anton-osika

• Granola: https://www.granola.ai/

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

• OpenAI’s CPO on how AI changes must-have skills, moats, coding, startup playbooks, more | Kevin Weil (CPO at OpenAI, ex-Instagram, Twitter): https://www.lennysnewsletter.com/p/kevin-weil-open-ai

• Fidji Simo on LinkedIn: https://www.linkedin.com/in/fidjisimo/

• Airtable: https://www.airtable.com/

• George Lee on LinkedIn: https://www.linkedin.com/in/geolee/

• Andrew Chen on LinkedIn: https://www.linkedin.com/in/andrewchen/

• Lauryn Motamedi on LinkedIn: https://www.linkedin.com/in/laurynmotamedi/

• Twilio: https://www.twilio.com/

• Nick Turley on LinkedIn: https://www.linkedin.com/in/nicholasturley/

• Ian Silber on LinkedIn: https://www.linkedin.com/in/iansilber/

• Thomas Dimson on LinkedIn: https://www.linkedin.com/in/thomasdimson/

• Joey Flynn on LinkedIn: https://www.linkedin.com/in/joey-flynn-8291586b/

• Ryan O’Rourke’s website: https://www.rourkery.com/

• Joanne Jang on LinkedIn: https://www.linkedin.com/in/jangjoanne/

• Behind the founder: Marc Benioff: https://www.lennysnewsletter.com/p/behind-the-founder-marc-benioff

• Jill Hazelbaker on LinkedIn: https://www.linkedin.com/in/jill-hazelbaker-3aa32422/

• Guy Kawasaki’s website: https://guykawasaki.com/

• Eric Antonow on LinkedIn: https://www.linkedin.com/in/antonow/

• Sachin Kansal on LinkedIn: https://www.linkedin.com/in/sachinkansal/

• IDEO design thinking: https://designthinking.ideo.com/

• The 7 Steps of the Design Thinking Process: https://www.ideou.com/blogs/inspiration/design-thinking-process

• Linear’s secret to building beloved B2B products | Nan Yu (Head of Product): https://www.lennysnewsletter.com/p/linears-secret-to-building-beloved-b2b-products-nan-yu

• Jeff Bezos’s quote: https://news.ycombinator.com/item?id=27778175

• Friendster: https://en.wikipedia.org/wiki/Friendster

• Myspace: https://en.wikipedia.org/wiki/Myspace

• How LinkedIn became interesting: The inside story | Tomer Cohen (CPO at LinkedIn): https://www.lennysnewsletter.com/p/how-linkedin-became-interesting-tomer-cohen

• “Smile” by Jay-Z: https://www.youtube.com/watch?v=SSumXG5_rs8&list=RDSSumXG5_rs8&start_radio=1

• The Wire on HBO: https://www.hbo.com/the-wire

• Felicis: https://www.felicis.com/

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Recommended books:

• Sapiens: A Brief History of Humankind: https://www.amazon.com/Sapiens-Humankind-Yuval-Noah-Harari/dp/0062316095

• The Design of Everyday Things: https://www.amazon.com/Design-Everyday-Things-Revised-Expanded/dp/0465050654

• The Silk Roads: A New History of the World: https://www.amazon.com/Silk-Roads-New-History-World/dp/1101912375

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Production and marketing by https://penname.co/. For inquiries about sponsoring the podcast, email podcast@lennyrachitsky.com.

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Lenny may be an investor in the companies discussed.

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