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AI Structured content Webinar

Conversational AI: The cost of ignoring structured content (webinar)

Conversational AI is everywhere, but reliable AI responses depend on reliable content. So, how do you ensure your content is reliable? In this webinar, guest Rahel Bailie, Content Solutions Strategist at Content Seriously, and host Sarah O’Keefe, Founder & CEO of Scriptorium, examined how the intersection of structured content and conversational AI has evolved. They also share practical next steps that organizations can take to create a successful AI content strategy.

Rahel Bailie: How do you know your content is ready for AI? The level 1 test is, “Is the AI agent working well?” If it’s working well, then you go to, “Why isn’t it getting the right answer?” Then, you go to the content. The content can be good or bad and can be measured in a couple of ways. Is the source content marked up well? Does it have the right semantics on it? Does it have the right metadata? Do you have a knowledge graph in the background that’s making these relationships, so that the AI can pull out the right content?

Sarah O'Keefe
May 26, 2026
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AI Content management Podcasts Structured content

Taming AI: Using AI for content conversion at scale

AI promises to transform content conversion, but what does it actually look like when you’re processing thousands of documents a day? In this episode, Sarah O’Keefe (Scriptorium) and Rich Dominelli (DCL) dig into the real-world challenges of using AI for large-scale structured content conversion.

Rich Dominelli: If you have millions of articles and you’re asking the AI, ‘What did we do for this project six months ago?” The AI has to find those articles, pull the relevant information out of those articles, summarize it, and hand it back to you. The best way of doing that is to give extra signals to the AI, structured relevant bits of information, front matter, back matter, publication date, keywords, abstract, that allows the AI to query the corpus and get the relevant chunks out of that corpus in a very quick manner. Then, it can summarize what those chunks are. So the AI almost becomes the user interface over that corpus. But to find that data in the first place, structured content is key. Structured content is key when you’re dealing with big indexes and the web, and it’s the same with AI.

Sarah O'Keefe
May 18, 2026
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AI CCMS Content management Industry insights Podcasts

Machine experience (MX): Making content work for humans and machines

Your website may look great to humans, but can machines understand it? In this episode, Sarah O’Keefe (Scriptorium) and Tom Cranstoun (Digital Domain Technologies) explore the emerging discipline of machine experience (MX). Sarah and Tom discuss what AI agents actually encounter when they visit your web pages, why microdata and metadata are critical, and what content creators must do to ensure content is consumable for both human and machine audiences.

Tom Cranstoun: Humans are looking for pictures, they’re looking for text, and they can infer. You may think, “Well, we’ve already added information on the page,” but by putting it in as microdata, it doesn’t appear on the page for the humans. It appears on the page for the machine. I think that that’s a critical distinction. We are trying to design for both. We don’t want to overload a human with information, but we do want to give the machine as much information as it can take.

Sarah O'Keefe
May 4, 2026
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Content debt Podcasts Replatforming Structured content

Make the move successful: Replatforming content ops

Replatforming your content operations isn’t just about swapping systems. In this episode, Alan Pringle and Bill Swallow share what organizations must consider to successfully replatform. From navigating technical debt, system integration, and the people caught in the middle, they discuss change management, technical debt, and why your exit strategy should be part of the plan from day one.

Software isn’t forever. Systems come, systems go, they get improved. Your requirements are ever changing with the content that you need to manage. Not thinking about your next jump is really to your detriment.

— Bill Swallow

Alan Pringle
April 27, 2026
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Learning content LMS Structured learning content Webinar

Learning experiences at scale, a case study presented by Sarah O’Keefe

Ready to learn how robust content operations keep pace with evolving and complex learning demands? In this webinar, Sarah O’Keefe, the founder and CEO of Scriptorium, describes the successful implementation of a component content management system (CCMS). This project was for a major organization that supports technology professionals with training and certifications.

The level of interest and commitment that we had from the client’s team was a big deal. They now have structured learning content. They have the scalability and reuse they needed and could not get any other way. We aligned their content ops with their business goals of scalability, reuse, and time to market.

—Sarah O’Keefe

Sarah O'Keefe
February 2, 2026
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AI Industry insights Podcasts

From black box to business tool: Making AI transparent and accountable

As AI adoption accelerates, accountability and transparency issues are accumulating quickly. What should organizations be looking for, and what tools keep AI transparent? In this episode, Sarah O’Keefe sits down with Nathan Gilmour, the Chief Technical Officer of Writemore AI, to discuss a new approach to AI and accountability.

Sarah O’Keefe: Okay. I’m not going to ask you why this is the only AI tool I’ve heard about that has this type of audit trail, because it seems like a fairly important thing to do.

Nathan Gilmour: It is very important because there are information security policies. AI is this brand-new, shiny, incredibly powerful tool. But in the grand scheme of things, these large language models, the OpenAIs, the Claudes, the Geminis, they’re largely black boxes. We want to bring clarity to these black boxes and make them transparent, because organizations do want to implement AI tools to offer efficiencies or optimizations within their organizations. However, information security policies may not allow it.

Sarah O'Keefe
January 26, 2026
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