







This is part one of the Crossover Project. Part two is here and part three is here. A conference talk based on this work is now available here. I sat in front of Mat, idly chatting about tech and cuisine. Before now, I had known him mostly for his cooking pictures on Twitter, the kind that made me envious of suburbanites and their 75,000 BTU woks. But now he was the test subject for my new project, to see if it was going to be fruitful or a waste of time.

This 90-Day Plan Turns Engineers into Remarkable Managers
Twitter's former Director of Engineering shares the plan he uses to transform engineers into successful and happy managers.

Gergely Orosz on Twitter / X
What can us, engineers else learn from designers and design engineers? Turns out there’s lots, based on talking with one of the best design engineers in the industry, @Mappletons.Timestamps:00:00 Intro03:24 From anthropology to tech10:18 What does a designer do?18:23 How… pic.twitter.com/wFlNLnUdTI— Gergely Orosz (@GergelyOrosz) September 23, 2026
Fellow Engineers: This is where your money comes from
Recently I saw some rather surprising conversations on Reddit’s /r/cscareerquestions which is generally a great place to talk through different CS Career issues people are having and try to h…

Life Is More Than an Engineering Problem | Los Angeles Review of Books
Julien Crockett speaks with Ted Chiang about the search for a perfect language, the state of AI, and the future direction of technology.
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Presentations — Benedict Evans
Every year, I produce a big presentation exploring macro and strategic trends in the tech industry. New in May 2025, ‘AI eats the world’.

What are engineers for? - The Philosopher Developer
I was once out with a team of software engineers who were talking about a challenging project, and one of them said, "It's our job to say what's impossible."
Why can't our tech billionaires learn anything new?
On Marc Andreessen's "techno-optimist manifesto"

Why can't our tech billionaires learn anything new?
On Marc Andreessen's "techno-optimist manifesto"

Resetting on engineering expectations in the age of AI
I’m accepting new sponsorships for The Modern Leader for 2026. If you’re interested (or you think your company may be interested), you can learn more here.
Been interviewing with a lot of tech startups as a frontend dev, here are the technical questions I've been asked (X-Post webdev)
605 votes, 178 comments. So I've spent the last couple of weeks interviewing with a fair amount of tech startups in London, I thought some of you…
Matt Webb
I have worked with some of the world’s largest firms on design-led product invention using new technology for over 20 years. I was MD of two London startup accelerators with R/GA Ventures, and co-founder and CEO of pioneering design studio BERG, where we shipped connected products and got work into the New York MoMA.

Design Engineering with Maggie Appleton
The 1989 CBC Massey Lectures, "The Real World of Technology"
Technology has always been a part of human existence. Today though, says the experimental physicist, Ursula M. Franklin, technology has large-scale effects on culture itself. Ursula Franklin is an experimental physicist, University Professor Emeritus at the University of Toronto, a former board member of the National Research Council and the Science Council of Canada, and a companion of the Order...

Are we human?
Turns out cheap tokens get engineers doing things that save time, like debugging and tackling Jira tickets