Two-Way Mentorship in AI Teams

In this episode, recorded live at the OpenAI studio, Sulman Choudhry (Head of ChatGPT @ OpenAI) pulls back the curtain on how they structure engineering teams! We talk about shifting from silos to fluid mission-driven teams, vertical vs. horizontal teams, maximizing cross-functional collaboration between research, engineering, product and design. Plus we cover “directly responsible individuals” for high accountability, managers as systems designers, scaling decision-making to prevent leadership from becoming bottlenecks, frameworks for mentoring junior engineers, why “problem framing” is the most critical skill, and how managers can stay close to problems and maintain technical intuition.

ABOUT SULMAN CHOUDHRY

Sulman leads ChatGPT Engineering at OpenAI, driving the development and scaling of one of the world’s most impactful AI products. He pushes the boundaries of innovation by turning cutting‑edge research into practical, accessible tools that transform how people interact with technology. Previously at Meta, Sulman founded and scaled Instagram Reels, IGTV, and Instagram Labs, and helped lead the early development of Instagram Stories.

He also brought MetaAI to Instagram and Messenger, integrating generative AI into experiences used by billions. Earlier in his career, Sulman was on the founding team that built and launched UberEATS from the ground up, helping turn it into a global food delivery platform. With a track record of marrying technical vision, product strategy, and large‑scale execution, Sulman focuses on building products that meaningfully change how people live, work, and connect.

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SHOW NOTES:

• The Shift to AI-Native Engineering: How AI is collapsing the "Inner Loop" and reshaping engineering team composition (2:48)
• Mission-Driven Teams: Moving from traditional functional silos to integrated, problem-centric units (4:45)
• Vertical vs. Horizontal Team Architecture: How OpenAI structures specialized horizontal teams (ex. Infrastructure, RTC/Voice) with product verticals (7:04)
• Fluid org charts & blurring functional roles: AI-Native teams require proactive mission alignment and coordination over rigid structure (8:48)
• The Lifecycle of Problem-Oriented Teams: What happens when a "strike team" solves the problem (10:02)
• Maximizing cross functional collaboration between engineering, research, product and design (11:52)
• The DRI Framework: Implementing the "Directly Responsible Individual" model for high-velocity accountability (13:32)
• Thriving in the "Chaos Factory": Addressing bottlenecks in highly dynamic, high-volume environments (16:02)
• Prioritization & "Letting 1,000 Flowers Bloom": How OpenAI decides which AI bets to double down on (19:13)
• Scaling Decision-Making: Preventing leadership from becoming the bottleneck as volume increases (21:19)
• Knowing when to call it quits on a bet and reallocate talent for maximum impact (23:29)
• The Manager as "Systems Designer": Shifting the EM role from people logistics to technical orchestration (24:49)
• The Barbell Talent Strategy: Optimizing for innovation by pairing "super seniors" with "super juniors" (28:10)
• Mentorship in the AI Age: How to coaching junior engineers when the "cost of code" is approaching zero (30:19)
• Technical Intuition for Leaders: Sulman’s frameworks for staying "close to the metal" as a manager (33:17)
• Cultivating Judgment: Why "Problem Framing" is the most critical skill for the modern engineer (37:01)
• Rapid fire questions (38:59)

LINKS AND RESOURCES:

• 99% Invisible](https://99percentinvisible.org/): The design and architecture podcast Sulman has followed for over a decade.
• The Invisible Cow Tunnels of Chicago](https://99percentinvisible.org/episode/cow-tunnels/): A specific episode of 99% Invisible mentioned by Patrick.

This episode wouldn’t have been possible without the help of our incredible production team:

Patrick Gallagher - Producer & Co-Host

Jerry Li - Co-Host

Noah Olberding - Associate Producer, Audio & Video Editor https://www.linkedin.com/in/noah-olberding/

Dan Overheim - Audio Engineer, Dan’s also an avid 3D printer - https://www.bnd3d.com/

Ellie Coggins Angus - Copywriter, Check out her other work at https://elliecoggins.com/about/

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