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The hidden skill behind every high-performing engineering team with Andrew Stellman

Jan 22, 2026

Guest

Andrew Stellman

Andrew Stellman, a seasoned software engineer and author well-versed in AI and Agile methodologies, shares valuable insights on building high-performing teams. He reflects on his transition to remote work post-9/11 and the necessity of a shared understanding among team members. Discussing AI, he emphasizes that effective use comes from careful engagement and critical thinking rather than blind reliance. Stellman introduces five key habits for developers to harness AI while warning against 'vibe coding'—highlighting the importance of clear communication and understanding in software development.

40:35

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ANECDOTE

Remote Work Began With Trauma

Andrew Stellman described being forced into remote work after 9/11 when his office in the World Trade Center was destroyed.
He learned firsthand that supporting people through trauma and creating shared understanding were essential to keeping teams working.

insights

INSIGHT

Shared Understanding Is The Foundation

Remote and distributed work succeeds when team members share the same understanding of goals and assumptions.
Both process artifacts and human trust are required to turn separate efforts into coordinated outcomes.

insights

INSIGHT

Trust Determines Team Performance

Trust is the primary constraint on team performance because people fear blame and career risk.
Organizational culture and leadership largely determine whether teams can honestly own mistakes and learn.

Get the Snipd Podcast app to discover more snips from this episode

Andrew's 9/11 remote work origin

01:24 • 2min

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Shared understanding in remote teams

03:42 • 42sec

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Trust as the foundation of teams

04:24 • 4min

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What high-performing teams share

08:54 • 3min

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Turning user needs into buildable requirements

12:03 • 4min

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Improving technical writing and storytelling

15:34 • 1min

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Why AI helps—but needs skillful guidance

16:52 • 3min

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Prompt engineering is requirements engineering

20:13 • 1min

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A real AI-assisted coding example

21:24 • 3min

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Vibe coding and its risks

24:07 • 6min

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The Sense AI framework and five habits

30:07 • 5min

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Emotions, habits, and breaking vibe coding

34:56 • 3min

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Problems aren't new—communication is key

• Mentioned in 3 episodes

Beyond Vibe Coding

From Coder to AI-Era Developer

Addy Osmani

Beyond Vibe Coding explores how AI-powered coding assistants like GitHub Copilot and OpenAI Codex are transforming software development. The book introduces 'vibe coding,' a prompt-first, exploratory approach where developers describe what they want in natural language and let AI generate code, emphasizing rapid prototyping but also highlighting its limitations. It then expands into 'AI-assisted engineering,' a more structured and rigorous collaboration between human developers and AI tools to produce maintainable, secure, and production-ready software. The book offers practical strategies for integrating AI into development workflows, refining and debugging AI-generated code, and preparing developers for the future of programming in an AI-driven landscape.

#171

• Mentioned in 118 episodes

On Writing

A Memoir of the Craft

Stephen King

This book is both a memoir and a writing guide. It details Stephen King's life, from his childhood and early writing endeavors to his struggles with addiction and his near-fatal accident in 1999. The book is divided into sections that cover King's life ('C. V. '), the nature of writing ('What Writing Is'), writing mechanics ('Toolbox'), his advice on the craft ('On Writing'), and his recovery from the accident ('On Living: A Postscript'). King offers practical tips on writing, including the importance of vocabulary, grammar, and style, as well as the need for consistent writing routines and ruthless editing. He emphasizes that good writing comes from within, driven by curiosity, wonder, and emotional honesty rather than commercial motives.

#662

• Mentioned in 46 episodes

Save the Cat

Blake Snyder

In 'Save the Cat!', Blake Snyder provides a detailed analysis of the three-act structure and introduces his 15-beat sheet, a method for structuring screenplays. The book covers key elements such as the Opening Image, Catalyst, Debate, Break into Two, B Story, Fun and Games, Midpoint, Bad Guys Close In, All Is Lost, Dark Night of the Soul, Break into Three, Finale, and Final Image. Snyder also discusses the importance of making the hero likable through the 'Save the Cat' rule and breaks down successful films to illustrate his points. The book is widely regarded as a definitive resource for screenwriters, offering practical advice and a clear framework for storytelling.

Applied Software Project Management

Andrew Stellman

Jennifer Greene

Head First C#

A Learner's Guide to Real-World Programming with C# and .NET

Andrew Stellman

Beautiful Teams

Inspiring and Cautionary Tales from Veteran Team Leaders

Jennifer Greene

Andrew Stellman

Learning Agile

Understanding Scrum, XP, Lean, and Kanban

Jennifer Greene

Andrew Stellman

In this episode of Distributed, host Jack Hannah sits down with Andrew Stellman, a longtime software engineer, author, and engineering leader who has written multiple widely used software engineering books published by O’Reilly.

Andrew reflects on how being forced into remote work after September 11th shaped his thinking about teamwork, what high-performing teams get right about alignment and mission, and why listening carefully is still central to building useful software. The conversation then turns to AI, where Andrew talks about why these tools work best when engineers slow down, think critically, and stay engaged with the code they are creating.

Andrew also shares five habits that help developers use AI more effectively, why learning to skim and read code matters, and why many of the challenges teams face today are not new, even if the tools are.

—

Where to find Andrew Stellman:

• X: https://x.com/AndrewStellman

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

• Linktree: https://linktr.ee/andrewstellman

—

Where to find Jack Hannah:

• LinkedIn: ⁠⁠⁠⁠⁠⁠⁠⁠https://www.linkedin.com/in/jack-hannah/⁠⁠⁠⁠⁠⁠⁠⁠

• Website: ⁠⁠⁠⁠⁠⁠⁠⁠https://tuple.app/⁠⁠⁠⁠⁠⁠⁠⁠

—

Timestamps:

(00:00) Intro

(01:27) Andrew’s first experience working remotely

(03:57) Why remote work depends on shared understanding

(06:54) Why trust is so hard on teams

(08:50) What high-performing teams have in common

(12:03) Turning user needs into buildable requirements

(15:34) How to get better at explaining problems

(16:38) Why Andrew believes AI improves software

(19:42) Why prompt engineering is really requirements engineering

(24:20) How LLMs make shared understanding cheaper

(26:49) Why skimming is a critical AI-era skill

(30:05) Five habits for getting more out of AI

(35:40) A real example of the rehash loop

(37:59) Why software’s hardest problems haven’t changed

—

Referenced:

• Jennifer Greene on LinkedIn: https://www.linkedin.com/in/jennifergreene

• Applied Software Project Management: https://www.amazon.com/Applied-Software-Project-Management-Stellman/dp/0596009488

• Learning Agile: Understanding Scrum, XP, Lean, and Kanban: https://www.amazon.com/Learning-Agile-Understanding-Scrum-Kanban/dp/1449331920

• Beautiful Teams: Inspiring and Cautionary Tales from Veteran Team Leaders: https://www.amazon.com/Beautiful-Teams-Inspiring-Cautionary-Veteran/dp/0596518021

• Head First C#: A Learner's Guide to Real-World Programming with C# and .NET: https://www.amazon.com/Head-First-Learners-Real-World-Programming/dp/1098141784

• On Writing: A Memoir Of The Craft: https://www.amazon.com/Writing-Memoir-Craft-Stephen-King/dp/1982159375

• Save The Cat! The Last Book on Screenwriting You'll Ever Need: https://www.amazon.com/Save-Last-Book-Screenwriting-Youll/dp/1932907009

• Why Projects Fail: https://www.stellman-greene.com/Why_Projects_Fail.pdf

• Anthropic co-founder on quitting OpenAI, AGI predictions, $100M talent wars, 20% unemployment, and the nightmare scenarios keeping him up at night | Ben Mann: https://www.lennysnewsletter.com/p/anthropic-co-founder-benjamin-mann

• Beyond Vibe Coding: From Coder to AI-Era Developer: https://www.amazon.com/Beyond-Vibe-Coding-AI-Era-Developer/dp/B0F6S5425Y

• The Cognitive Shortcut Paradox: https://www.oreilly.com/radar/the-cognitive-shortcut-paradox

• The Sens-AI Framework: Teaching Developers to Think with AI: https://www.oreilly.com/radar/the-sens-ai-framework/

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