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Personal site for John Eckman - Leadership at the intersection of Digital Platforms, Content, and Organizational Transformation

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What Dependencies Are You Creating?
Aug 20, 2026
Photo by Jakub Żerdzicki on Unsplash (cross posting from LinkedIn: https://lnkd.in/p/d2PM-CAi ) Dries Buytaert published recently (link below) about what 25+ years of running an open source project and a commercial company at the same time tells us about the world "after code scarcity." "As AI makes applications cheaper to recreate, the traditional SaaS bundle...
There is no AI in Failure
Aug 18, 2026
File this under: you can't make this stuff up (but your generative AI can). I am prepping for a panel I am moderating next week in NYC (Pints, Prompts, and Page Builders), on the challenges (and successes) of using AI in support of content workflows. I remembered vaguely there was a Tumblr about mistakes made...
AICMS
Code For the People
Jul 9, 2026
New short documentary (< 20 minutes) via Automattic about Open Source and the Future of the Web. If you're already working in open source there won't be anything new here, and if you're part of the WordPress community you might even wonder if the timing of this has anything to do with the WP Engine...
AIAutomattic
Mo’ Code, Mo’ Problems
Jun 9, 2026
One of the truisms I learned early in my career is that every line of code you write is a liability as much as it is an asset. Every line of code you (or your team) writes is a line of code that must be maintained, a line of code that potentially exposes a security...
AIGenerative AI
Say Anything but AI
Jun 2, 2026
Lloyd Dobler in 2026 There's an iconic scene in 1989's Say Anything where John Cusack's character Lloyd Dobler is asked by Ione Skye's father what he plans to do for a career. He tries to dodge the question first, but when pressed says: I don't want to sell anything, buy anything, or process anything as...
AIArtificial Intelligence
Songs for the AI Age
May 26, 2026
Whether you are dystopian, utopian, or some kind of apocaloptimist, you need good tunes to accompany your efforts. https://open.spotify.com/playlist/1fKoXh7UtyX62skJBZKBZx?si=hdnFryLBRwSnmNmVlyaAMw Feel free to suggest additions in the comments
AIArtificial Intelligence
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