Tech News · Hayden Baillio

Headless

by Hayden Baillio

Headless is the weekly briefing for the people building, buying, breaking, and relentlessly replatforming the modern web. Hosted by Hayden Baillio, each episode unpacks the biggest news, product moves, acquisitions, arguments, and beautifully unnecessary acronyms across CMS, DXP, digital experience, and web technology. Expect sharp analysis, strong opinions, smart guests, and the occasional reminder that “composable architecture” is often just three software contracts wearing a trench coat. New episodes weekly.

Latest episodes

Showing 5 · updated from the feed

WordPress's $8.15m Golden Parachute (Automattic Executive Drama)

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

Sep 21
17 min

WordPress Just Turned Into Succession Meets Below Deck

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 rem

Sep 14
12 min

Everybody wants to be the CMS Control Room... who will win?

Webflow launched Source. Acquia already has Source. Somewhere, an SEO manager has quietly closed their laptop. In Episode 3 of Headless, Hayden connects four development

Sep 7
21 min

The CMS Is Having an Identity Crisis | Drupal, WordPress & AI Agents

The CMS is having an identity crisis. Salesforce is buying Contentful. Cloudflare built an AI-native “spiritual successor to WordPress.” Drupal believes its famously int

Aug 31
23 min

Your CMS Has a New User. And It’s Not Human.

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 sh

Aug 24
19 min