Logan Kilpatrick leads developer relations at OpenAI, supporting developers building with the OpenAI API and ChatGPT. He is also on the board of directors at NumFOCUS, the nonprofit organization that supports open source projects like Jupyter, Pandas, NumPy, and more. Before OpenAI, Logan was a machine-learning engineer at Apple and advised NASA on open source policy. In our conversation, we discuss:

• OpenAI’s fast-paced and innovative work environment

• The value of high agency and high urgency in your employees

• Tips for writing better ChatGPT prompts

• How the GPT Store is doing

• OpenAI’s planning process and decision-making criteria

• Where OpenAI is heading in the next few years

• Insight into OpenAI’s B2B offerings

• Why Logan “measures in hundreds”

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Find the transcript for this episode and all past episodes at: https://www.lennysnewsletter.com/p/inside-openai-logan-kilpatrick-head

Today’s transcript will be live by 8 a.m. PT.

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Where to find Logan Kilpatrick:

• X: https://twitter.com/OfficialLoganK

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

• Website: https://logank.ai/

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Where to find Lenny:

• Newsletter: https://www.lennysnewsletter.com

• X: https://twitter.com/lennysan

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

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In this episode, we cover:

(00:00) Logan’s background

(03:49) The impact of recent events on OpenAI’s team and culture

(08:20) Exciting developments in AI interfaces

(09:52) Using OpenAI tools to make companies more efficient

(13:04) Examples of using AI effectively

(18:35) Prompt engineering

(22:12) How to write better prompts

(26:05) The launch of GPTs and the OpenAI Store

(32:10) The importance of high agency and urgency

(34:35) OpenAI’s ability to move fast and ship high-quality products

(35:56) OpenAI’s planning process and decision-making criteria

(40:22) The importance of real-time communication

(42:33) OpenAI’s team and growth

(44:47) Future developments at OpenAI

(47:42) GPT-5 and building toward the future

(50:38) OpenAI’s enterprise offering and the value of sharing custom applications

(52:30) New updates and features from OpenAI

(55:09) How to leverage OpenAI’s technology in products

(58:26) Encouragement for building with AI

(59:30) Lightning round

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Referenced:

• OpenAI: https://openai.com/

• Sam Altman on X: https://twitter.com/sama

• Greg Brockman on X: https://twitter.com/gdb

• tldraw: https://www.tldraw.com/

• Harvey: https://www.harvey.ai/

• Boost Your Productivity with Generative AI: https://hbr.org/2023/06/boost-your-productivity-with-generative-ai

• Research: quantifying GitHub Copilot’s impact on developer productivity and happiness: https://github.blog/2022-09-07-research-quantifying-github-copilots-impact-on-developer-productivity-and-happiness/

• Lesson learnt from the DPD AI Chatbot swearing blunder: https://www.linkedin.com/pulse/lesson-learnt-from-dpd-ai-chatbot-swearing-blunder-kitty-sz57e/

• Dennis Yang on LinkedIn: https://www.linkedin.com/in/dennisyang/

• Tim Ferriss’s blog: https://tim.blog/

• Tyler Cowen on X: https://twitter.com/tylercowen

• Tom Cruise on X: https://twitter.com/TomCruise

• Canva: https://www.canva.com/

• Zapier: https://zapier.com/

• Siqi Chen on X: https://twitter.com/blader

• Runway: https://runway.com/

• Universal Primer: https://chat.openai.com/g/g-GbLbctpPz-universal-primer

• “I didn’t expect ChatGPT to get so good” | Unconfuse Me with Bill Gates: https://www.youtube.com/watch?v=8-Ymdc6EdKw

• Microsoft Azure: https://azure.microsoft.com/

• Lennybot: https://www.lennybot.com/

• Visual Electric: https://visualelectric.com/

• DALL-E: https://openai.com/research/dall-e

• The One World Schoolhouse: https://www.amazon.com/One-World-Schoolhouse-Education-Reimagined/dp/1455508373/ref=sr_1_1

• Why We Sleep: Unlocking the Power of Sleep and Dreams: https://www.amazon.com/Why-We-Sleep-Unlocking-Dreams/dp/1501144324

• Gran Turismo: https://www.netflix.com/title/81672085

• Gran Turismo video game: https://www.playstation.com/en-us/gran-turismo/

• Manta sleep mask: https://mantasleep.com/products/manta-sleep-mask

• WAOAW sleep mask: https://www.amazon.com/WAOAW-Sleep-Sleeping-Blocking-Blindfold/dp/B09712FSLY

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Lenny may be an investor in the companies discussed.

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November 25, 2025

Letters from an American

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