Headless

Hayden Baillio
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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.

Episodes

  1. 6 days ago

    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 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 Contentful is asking a wonderfully ominous question: What if your next visitor isn’t a person? Individually, they’re product updates. Together, they point toward something much bigger. The CMS is evolving from software humans use to infrastructure AI uses. We break down what that means for WordPress, headless CMS, DXP, MCP, AI agents, structured content, governance, and the increasingly important question of whether the future of “headless” has anything to do with websites at all. Plus: why Agent Experience might become the next battleground for CMS vendors, why boring things like metadata and permissions are suddenly very sexy, and one prediction about what every enterprise CMS RFP is going to include within the next 18 months. Stories from this episode: WordPress 7.1 “Mary Lou”Released August 19 with responsive styling, collaboration improvements, media upgrades, new APIs, and more.https://wordpress.org/news/2026/08/mary-lou/ Storyblok joins Claude’s Connector DirectoryStoryblok can now connect directly to Claude through a remote MCP server with OAuth-scoped access.https://www.storyblok.com/mp/storyblok-on-claude-connector-directory Optimizely CMS 13 + Opal updatesIncluding the extremely important fix where an AI-powered CMS tool could empty a Visual Builder page and still report success. Computers remain undefeated.https://support.optimizely.com/hc/en-us/articles/44937048830221-2026-Optimizely-CMS-13-release-notes Salesforce expands Headless 360Salesforce is turning capabilities across its platform into services that authorized AI agents can discover and use through open standards like MCP.https://www.salesforce.com/news/stories/expanding-headless-360-enterprise-capabilities/ Contentful: “What if your next visitor isn’t a person?”Contentful and Apply Digital dig into AI agents, discovery, and what it means to make content understandable to machines.https://www.contentful.com/events/agentic-shift-website/ Headless is a weekly look at what’s happening across CMS, DXP, composable architecture, content infrastructure, and the increasingly weird future of the web. Not just what happened. Why it matters.

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About

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.

Information

  • Creator
    Hayden Baillio
  • Years Active
    2026
  • Episodes
    1
  • Rating
    Clean
  • Copyright
    © Hayden Baillio
  • Show Website
    Headless