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Headless

Hayden Baillio 1 Episodes Sep 28, 2026

Headless is a weekly podcast that covers the latest news and trends in modern web technology, focusing on CMS, DXP, and digital experience platforms. Hosted by Hayden Baillio, each episode discusses product updates, acquisitions, and industry debates with sharp analysis and occasional guest interviews. The show offers a candid and opinionated look at the ever-changing web development landscape, including the often-overhyped concept of composable architecture.

Episodes

Is this Drupal's Renaissance? Sep 28, 2026 00:14:35 How does software that once powered the White House become something people ask, “Is that still around?”And what happens when the answer is more interesting than they expected?Drupal started with a student and a website for his friends. It grew into a global community... and powered some of the most influential websites in the world.Now, twenty-five years later, Acquia is putting Drupal at the cen

WordPress's $8.15m Golden Parachute (Automattic Executive Drama) Sep 21, 2026 00:17:49 The WordPress Drama Saga Continues.... Matt Mullenweg was out for roughly 33 hours. During that window, two Automattic executives reportedly signed each other’s severance agreements... with $8.15 million in potential compensation at stake. AKA A Golden ParachuteThis isn’t a birthday card. “You sign mine, I sign yours” sounds very different when millions of dollars are involved.In this episode of H

WordPress Just Turned Into Succession Meets Below Deck Sep 14, 2026 00:12:56 Matt Mullenweg was placed on involuntary paid leave by Automattic’s board on September 9. By September 11, he was back as CEO with the board’s support.What caused the removal—and the rapid reversal—still hasn’t been publicly explained by the reporting reviewed for this episode.Then, amid questions about Automattic’s leadership and the future of WordPress, Matt published a “Major Life Announcement.

Everybody wants to be the CMS Control Room... who will win? Sep 7, 2026 00:21:52 Webflow launched Source. Acquia already has Source. Somewhere, an SEO manager has quietly closed their laptop.In Episode 3 of Headless, Hayden connects four developments from the week of August 31–September 4, 2026:• Webflow’s Source announcement—and its awkward naming overlap with Acquia’s existing platform• Optimizely’s Virtual Teammates and the move from Opal to Mark• Salesforce completing its

The CMS Is Having an Identity Crisis | Drupal, WordPress & AI Agents Aug 31, 2026 00:23:58 The CMS is having an identity crisis.Salesforce is buying Contentful. Cloudflare built an AI-native “spiritual successor to WordPress.” Drupal believes its famously intense governance model may be exactly what AI agents need. Meanwhile, WordPress sites are being recruited into global cybercrime operations while Automattic and WP Engine continue turning open-source governance into prestige televisi

Your CMS Has a New User. And It’s Not Human. Aug 24, 2026 00:19:33 Your CMS has a new user.And it’s not human.This week on Headless, we’re connecting a handful of stories that look unrelated until you zoom out.WordPress 7.1 just shipped. Storyblok plugged directly into Claude. Optimizely fixed an AI agent that could accidentally wipe a page while confidently telling you everything went great. Salesforce is expanding something literally called “Headless 360.” And

Headless

Episodes

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