72 episodes
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• Antithesis – verify your system’s correctness without human review or traditional integration tests – and avoid bugs or outages.
• Google Cloud Run – run your code and host LLMs directly on top of Google’s scalable infrastructure, without having to worry about managing infra.
• Sentry – application monitoring software considered “not bad” by millions of developers
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Addy Osmani spent more than 14 years at Google, working on Chrome, DevTools, Core Web Vitals, and most recently, AI developer experience.
If you've ever opened Chrome DevTools, or optimized a page for Core Web Vitals, you’ve used software built by Addy Osmani. In this episode, I sit down with Addy and we talk about his path from building a web browser aged just 16 to becoming a director at Google. We discuss what he learned from building tools for millions of developers, Google’s engineering culture, and why he continued doing hands-on coding work as a manager. We also get into how he works with AI agents today, the risks of ‘cognitive surrender,’ his approach to ‘loop engineering,’ and why it’s good to develop skills in product management, go-to-market, and other areas.
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Timestamps
00:00 Intro
02:50 Addy’s current workflow
05:11 Addy’s path into tech
15:04 Addy’s work on jQuery
16:44 TodoMVC
21:44 Getting hired at Google and working on Chrome
27:17 Building dev tools
40:15 Core Web Vitals
45:42 Google’s engineering culture
51:03 Addy’s career trajectory at Google
57:55 The director role at Google
1:01:40 Cognitive debt and cognitive surrender
1:03:03 Working with agents
1:05:52 Loop engineering
1:12:55 The changing role of the software engineer
1:18:15 How Addy uses AI in writing
1:27:40 What’s next for Addy
1:28:47 Career advice
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The Pragmatic Engineer deepdives relevant for this episode:
• What is loop engineering?
• Inside Google’s engineering culture
• How AI-assisted coding will change software engineering: hard truths
• Are AI agents actually slowing us down?
• How Claude Code is built
• How Codex is built
• From IDEs to AI Agents with Steve Yegge
• Google’s engineering culture: the podcast
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Production and marketing by https://penname.co/. For inquiries about sponsoring the podcast, email podcast@pragmaticengineer.com.
Get full access to The Pragmatic Engineer at newsletter.pragmaticengineer.com/subscribe - Brought to You By:
• Antithesis – verify your system’s correctness without human review or traditional integration tests – and avoid bugs or outages.
• WorkOS – everything you need to make your app enterprise ready.
• Buildkite – CI software built to absorb whatever your coding agents throw at the build queue
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In 2025, it was rational to be skeptical about AI, but in 2026 it’s clear that AI is changing all of the industry, and there’s less and less place for skepticism. This take is from one of my favorite voices in software reliability and observability: Charity Majors, CTO and cofounder of Honeycomb, co-author of Observability Engineering. (Note: the second edition of Observability Engineering is out, and it’s pretty much a full rewrite of the book, I recommend grabbing it if you’re building reliable systems)
In this episode, I sat down with Charity to discuss how her thinking on AI has evolved, why she believes it is becoming a foundational part of software engineering, and what that means for how teams build, review, and ship software.
We explore how AI is changing the economics of code generation, why reliability and verification are increasingly the bottlenecks, and why the rise of non-deterministic systems requires more engineering discipline. Charity shares her views on code reviews, observability, DevOps, leadership, and why both AI skeptics and enthusiasts are getting important things right.
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Timestamps
00:00 Intro
02:56 How Parse led to Honeycomb
06:00 The limits of individual productivity metrics
09:08 How Charity’s perspective on AI has evolved
13:50 Rewriting code vs. editing code
19:20 Production as a stage of development
22:14 Code reviews
26:56 Non-deterministic systems
31:11 Sensible uses of AI
37:41 The two AI camps
44:40 Why AI works so well for building software
49:42 DevOps
55:13 Modern observability
1:00:40 Handling context overload
1:01:56 What’s new in Observability Engineering’s 2nd edition
1:07:45 What effective leadership looks like
1:10:25 Engineering management: what is changing?
1:16:31 Junior engineers
1:18:01 AI fatigue
1:21:39 Book recommendations
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The Pragmatic Engineer deepdives relevant for this episode:
• Shipping to production
• Deepdive: How 10 tech companies choose the next generation of dev tools
• Why is Meta destroying its engineering organization?
• When AI writes almost all code, what happens to software engineering?
• Are AI agents actually slowing us down?
• Observability: the present and future, with Charity Majors
• The third golden age of software engineering – thanks to AI, with Grady Booch
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Production and marketing by https://penname.co/. For inquiries about sponsoring the podcast, email podcast@pragmaticengineer.com.
Get full access to The Pragmatic Engineer at newsletter.pragmaticengineer.com/subscribe - Brought to You By:
• Antithesis – verify your system’s correctness without human review or traditional integration tests – and avoid bugs or outages.
• turbopuffer – a vector and full-text search engine built on object storage. It’s fast, cheap, and extremely scalable.
• WorkOS – everything you need to make your app enterprise ready.
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There’s a popular theory that AI will finally make formal verification mainstream because mathematical proof of correctness will be needed when machines write most or all of the code. But will this happen? Today, I’m talking with one of the best people to tackle the prediction. Hillel Wayne is a formal methods consultant, educator, and author, who’s deeply interested in software history.
In this episode of Pragmatic Engineer podcast, I sit down with Hillel to compare software engineering with traditional engineering, discuss where formal methods fit into modern software development, and we explore why they are essential for some of the world's most complex systems. We cover the formal specification language, TLA+, walk through several formal verification tools, examine why distributed systems are so difficult to reason about, and look into whether AI will make formal methods accessible to more engineering teams.
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Timestamps
00:00 Intro
03:21 The Crossover Project
10:26 What software engineering does better
14:19 What traditional engineering does better
17:06 Formal methods
28:21 TLA+: what it is and demo
35:47 TLA+ at Amazon
36:59 Ways distributed systems break
39:52 Formal methods and systems thinking
45:09 The value of learning math
49:12 What TLA+ is good for and isn’t
51:39 Alloy: a declarative language for software modeling
57:42 Other formal methods tools
1:00:13 Property-based testing
1:04:20 AI and the need for formal verification
1:11:18 Logic for programmers
1:13:24 Hillel’s 2025 prediction on AI’s impact
1:20:19 Book recommendation
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The Pragmatic Engineer deepdives relevant for this episode:
• How to debug large, distributed systems: Antithesis
• How AWS S3 is built
• Paying down tech debt
• How Big Tech does quality assurance (QA)
• Bug management that works
• Resiliency in distributed systems
—
Production and marketing by https://penname.co/. For inquiries about sponsoring the podcast, email podcast@pragmaticengineer.com.
Get full access to The Pragmatic Engineer at newsletter.pragmaticengineer.com/subscribe - Brought to You By:
• Antithesis – verify your system’s correctness without human review or traditional integration tests – and avoid bugs or outages.
• Buildkite – CI software built to absorb whatever your coding agents throw at the build queue.
• Sentry – application monitoring software considered “not bad” by millions of developers.
—
Knowing how LLM contexts work and how to work around context limitations – aka “context engineering” – is becoming more important for software engineers working with LLMs. Let’s look into what works and what doesn’t, today.
In this episode of The Pragmatic Engineer podcast, I sit down with the CEO and cofounder of HumanLayer, Dex Horthy, who coined the term “context engineering”. We discuss the ideas behind this context engineering, harness engineering, loop engineering, software factories, why his approach to AI-assisted software development has evolved, and how HumanLayer is helping engineering teams automate more of the software development lifecycle without sacrificing code quality.
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Timestamps
00:00 Intro
03:35 Dex’s path into tech
05:36 Early work in platform engineering
07:30 Replicated
13:26 Metalytics
14:38 12-factor agents
20:29 Context engineering
25:40 Harness engineering
28:13 Context overload
32:47 Loop engineering
46:36 Software factories before and after AI
52:35 Automation limits
57:20 Three options for automating
1:01:02 RPI framework
1:06:18 Intentional compaction
1:13:50 Token harder vs. token smarter
1:18:46 AI slop
1:21:17 HumanLayer
1:31:11 Book recommendation
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The Pragmatic Engineer deepdives relevant for this episode:
• How Uber uses AI for development: inside look
• Are AI agents actually slowing us down?
• AI Tooling for Software Engineers in 2026
• Vibe Coding as a software engineer
• How Claude Code is built
• AI Engineering in the real world
• The AI Engineering Stack
• How AI-assisted coding will change software engineering: hard truths
• The creator of OpenClaw: "I ship code I don't read"
—
Production and marketing by https://penname.co/. For inquiries about sponsoring the podcast, email podcast@pragmaticengineer.com.
Get full access to The Pragmatic Engineer at newsletter.pragmaticengineer.com/subscribe - Brought to You By:
• Antithesis – verify your system’s correctness without human review or traditional integration tests – and avoid bugs or outages.
—
In this special “ask me anything” episode of Pragmatic Engineer podcast, I am in the hot seat facing questions sent in by subscribers that are read out by guest Volodymyr Giginiak, CTO and cofounder of Wordsmith AI, a legal tech startup (note: I’m an investor).
I tackle your questions on the software industry, AI, hiring, engineering organizations, career growth, the business model of the Pragmatic Engineer, and more. We also discuss where software engineering is headed, and I offer advice on some specific situations. Thanks to everyone who sent questions!
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Timestamps
00:00 Intro
01:56 From Uber to writing
09:22 AI-native SDLC
14:00 AI and hiring
19:06 Engineers currently thriving
22:18 Junior roles
24:44 Meta’s war mode
27:54 AI at Big Tech vs. startups
36:46 Tech debt
41:36 Types of engineering managers
44:40 Measuring AI productivity
48:30 The value of CS degrees
50:53 AI at Pragmatic Engineer
56:09 Future-proofing your career
1:01:36 The EU job market
1:03:55 Making money as a creator
1:08:20 What’s next for The Pragmatic Engineer
1:09:27 Bunq and Pollen
1:13:38 Spotting trends
1:14:33 Book updates
1:15:20 Favorite books & tech products
1:17:13 What won’t change in engineering
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The Pragmatic Engineer deepdives relevant for this episode:
• State of the software engineering job market in 2026
• The impact of AI on software engineers in 2026: key trends.
• How 10 tech companies choose the next generation of dev tools
• The reality of tech interviews
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Production and marketing by https://penname.co/. For inquiries about sponsoring the podcast, email podcast@pragmaticengineer.com.
Get full access to The Pragmatic Engineer at newsletter.pragmaticengineer.com/subscribe
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About The Pragmatic Engineer
Software engineering at Big Tech and startups, from the inside. Deepdives with experienced engineers and tech professionals who share their hard-earned lessons, interesting stories and advice they have on building software.
Especially relevant for software engineers and engineering leaders: useful for those working in tech. newsletter.pragmaticengineer.com
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