Podcasts

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AI Content management Podcasts

Bridging the gap between content design, content ops, and AI

Is AI the catalyst that will finally bring content design and content ops together? In this episode, Sarah O’Keefe speaks with Kate Agena, Vice President of Content Design at SAP, about why fluency is cheap while meaning remains expensive in an AI-driven world.

Kate Agena: But users don’t care if content is coming from marketing, product, or whatever: they want whatever it is that they need at the time they need it. If everything is just kind of in one pile of information, that’s not going to come out correctly. So I think ops is just so incredibly important now, and content ops in particular are going to be far more important than they were.

October 12, 2026

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AI Industry insights Podcasts The Uninvited Author

The Uninvited Author: AI, intent, and the future of content

In this podcast, Sarah O’Keefe and Carlos Evia discuss their upcoming book: The Uninvited Author: AI, Intent, and the Future of Content.

Carlos Evia: One of the things that we really want to invite people who end up reading this book to do is engage critically with AI tools across the text cycle. It’s not magic. It’s a collection of ugly computers in water-chugging data centers that work primarily on predictability approaches. And I truly think that we need to be critical in our engagement with AI as authors and as readers of content.

September 14, 2026

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AI Content management Industry insights Podcasts

The limits of automation and AI in content workflows

What are the limits of automation and AI in content systems? In this episode, Sarah O’Keefe and Bill Swallow dive into traditional formatting, workflow challenges, and what happens when AI is introduced.

The limit of automation here is not really the automation. It’s the people who say, “I don’t like the way this looks, and I’m gonna find a way to fix it. I know all sorts of ways of bending this stuff to my will.” If you’re generating content at scale, you can’t afford to do any of this stuff.

August 31, 2026

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AI CCMS Content management Industry insights Podcasts

Digital sovereignty in the age of AI

Are you in control of your digital destiny? In this episode, Alan Pringle and Sarah O’Keefe define digital sovereignty. They break down what organizations need to consider as they bring AI into content operations, from data leakage and competitive intelligence to shifting international regulations.

Sarah O’Keefe: The working definition that I’m using is that digital sovereignty is control over your own digital assets, digital destiny. That could be you personally, it could be you as an organization, or it could be you as a country or as a group of nations. And when I say group of nations, probably 98% of the time I’m talking about the EU, which has some laws in this regard. Digital sovereignty is your ability to control, own, and manage your digital assets and how they are used, reused, processed, resold, repurposed, and all the rest of it.

August 3, 2026

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AI Content debt Content management Content pitfalls Localization Podcasts Translation

The debt crisis: AI edition

What happens when you feed years of messy content into AI? In this episode, Bill Swallow and Alan Pringle dig into the content debt crisis, including increased system costs, neglected localization, and the fallout of “just use AI” mandates. They share practical insights to help organizations get back on track.

Alan Pringle: Is your content updated? Does it reflect the latest information? Is it created for all the different locales that your company serves? Is it in different languages? That is another pile of debt that when you start looking at AI, all the problems will be very brutally magnified, and you’re going to have to address them to really have a large language model that works at all.

July 13, 2026

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AI Content management Podcasts Structured content

From ad hoc to autonomous: The AI content ops maturity model

There are five levels of maturity for AI-driven content operations. Which level are you in? In this episode, Sarah O’Keefe and Bill Swallow walk through the AI content ops maturity model, from ad hoc experimentation to fully autonomous workflows.

Sarah O’Keefe: We want this automation, right? We want the ability to go in and extract release notes and do something with them. We have to have a certain level of maturity on the software development process so that we can grab the appropriate information. The same thing is true on the content side. You have to have a certain level of maturity in your content development processes, in your content management, so that you can identify the right things to process and the right things to access.

June 22, 2026

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AI Content management Podcasts QA

Tool selection and the unpredictable variable

How do you really choose the right documentation tool? In this podcast episode, Sarah O’Keefe (Scriptorium) talks with Paweł Kowaluk and Michał Skowron (Guidewire Software) about building a successful tool selection process, the realities of docs as code, and what happens when the technology becomes the unpredictable variable.

Paweł Kowaluk: It’s funny how programming used to be deterministic, and it was the people who were messy. We always knew that people are going to be whimsical and maybe harder to rein in, but the technology is going to be predictable. Whereas now, technology is not predictable anymore, and you give it a prompt and you hope it’s going to do what you want. You adjust the system prompts and change the weight of things which are retrieved versus metadata, et cetera, and it doesn’t always work the way you expect it to.

Sarah O’Keefe: And now the people are being asked to be the deterministic layer, right? To be the QA on top of the AI.

Paweł Kowaluk: That’s actually very insightful. I like that. That is true. The human in the loop or whatever you call it, that’s supposed to be the voice of reason.

June 1, 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.

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.

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

April 27, 2026

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AI Content governance Content management Podcasts

Who controls your content? AI and content governance

What does it actually mean to govern your content in the age of AI, and who’s really in control? In this episode, Sarah O’Keefe sits down with Patrick Bosek, CEO of Heretto, to unpack why the quality, accuracy, and structure of your content may be the most critical factors in what your users experience on the other side of an AI model.

Patrick Bosek: In today’s world, you don’t have 100% control. There are a couple of different places where this needs to be broken up. One is the end user: what they physically get and what control they have versus what control you have. Then, there’s what control you have of how the AI model is going to behave based on your information and your inputs. Whether or that model is public, like a user accessing your documentation through Claude Desktop, or private, like a user accessing your documentation through your app or website, the governance piece comes down to what control you have immediately before the model. And that breaks down into a couple of things: completeness, accuracy, and structure of the content.

March 30, 2026

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AI Podcasts Structured content

Check in on AI: The true measure of success for AI initiatives

In this episode, Sarah O’Keefe and Alan Pringle explore how AI transforms content delivery from static documents into dynamic, consumer-driven experiences. However, the need for human-led governance is critical, and Sarah and Alan explore issues of accuracy, accountability, governance, and more. They challenge organizations to define AI success by its ability to deliver accurate, high-impact outcomes for the end user.

Sarah O’Keefe: The metrics that are being used to measure the success of AI are all wrong. We should be measuring the success of various AI efforts based on, “Are people getting what they need? Are they having a successful outcome with whatever it is that they’re trying to do?” The metric we actually seem to be using is, “What percentage of your workflow is using AI? How many people can we get rid of because we’re automating everything with AI?” It’s the wrong metric. The question is, how good are the outcomes?

February 16, 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.

January 26, 2026

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AI Content pitfalls Podcasts Structured content

Futureproof your content ops for the coming knowledge collapse

What happens when AI accelerates faster than your content can keep up? In this podcast, host Sarah O’Keefe and guest Michael Iantosca break down the current state of AI in content operations and what it means for documentation teams and executives. Together, they offer a forward-thinking look at how professionals can respond, adapt, and lead in a rapidly shifting landscape.

Sarah O’Keefe: How do you talk to executives about this? How do you find that balance between the promise of what these new tool sets can do for us, what automation looks like, and the risk that is introduced by the limitations of the technology? What’s the roadmap for somebody that’s trying to navigate this with people that are all-in on just getting the AI to do it?

Michael Iantosca: We need to remind them that the current state of AI still carries with it a probabilistic nature. And no matter what we do, unless we add more deterministic structural methods to guardrail it, things are going to be wrong even when all the input is right.

November 17, 2025

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AI Content debt Podcasts

The five stages of content debt

Your organization’s content debt costs more than you think. In this podcast, host Sarah O’Keefe and guest Dipo Ajose-Coker unpack the five stages of content debt from denial to action. Sarah and Dipo share how to navigate each stage to position your content—and your AI—for accuracy, scalability, and global growth.

The blame stage: “It’s the tools. It’s the process. It’s the people.” Technical writers hear, “We’re going to put you into this department, and we’ll get this person to manage you with this new agile process,” or, “We’ll make you do things this way.” The finger-pointing begins. Tech teams blame the authors. Authors blame the CMS. Leadership questions the ROI of the entire content operations team. This is often where organizations say, “We’ve got to start making a change.” They’re either going to double down and continue building content debt, or they start looking for a scalable solution.

— Dipo Ajose-Coker

November 3, 2025

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AI Localization Podcasts

Balancing automation, accuracy, and authenticity: AI in localization

How can global brands use AI in localization without losing accuracy, cultural nuance, and brand integrity? In this podcast, host Bill Swallow and guest Steve Maule explore the opportunities, risks, and evolving roles that AI brings to the localization process.

The most common workflow shift in translation is to start with AI output, then have a human being review some or all of that output. It’s rare that enterprise-level companies want a fully human translation. However, one of the concerns that a lot of enterprises have about using AI is security and confidentiality. We have some customers where it’s written in our contract that we must not use AI as part of the translation process. Now, that could be for specific content types only, but they don’t want to risk personal data being leaked. In general, though, the default service now for what I’d call regular common translation is post editing or human review of AI content. The biggest change is that’s really become the norm.

—Steve Maule, VP of Global Sales at Acclaro

October 20, 2025

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AI Learning content Podcasts

From classrooms to clicks: the future of training content

AI, self-paced courses, and shifting demand for instructor-led classes—what’s next for the future of training content? In this podcast, Sarah O’Keefe and Kevin Siegel unpack the challenges, opportunities, and what it takes to adapt.

There’s probably a training company out there that’d be happy to teach me how to use WordPress. I didn’t have the time, I didn’t have the resources, nothing. So I just did it on my own. That’s one example of how you can use AI to replace some training. And when I don’t know how to do something these days, I go right to YouTube and look for a video to teach me how to do it. But given that, there are some industries where you can’t get away with that. Healthcare is an example—you’re not going to learn how to do brain surgery that someone could rely on with AI or through a YouTube video.

— Kevin Siegel

October 6, 2025

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Learning content Podcasts

From PowerPoint to possibilities: Scaling with structured learning content

What if you could escape copy-and-paste and build dynamic learning experiences at scale? In this podcast, host Sarah O’Keefe and guest Mike Buoy explore the benefits of structured learning content. They share how organizations can break down silos between techcomm and learning content, deliver content across channels, and support personalized learning experiences at scale.

The good thing about structured authoring is that you have a structure. If this is the concept that we need to talk about and discuss, here’s all the background information that goes with it. With that structure comes consistency, and with that consistency, you have more of your information and knowledge documented so that it can then be distributed and repackaged in different ways. If all you have is a PowerPoint, you can’t give somebody a PowerPoint in the middle of an oil change and say, “Here’s the bare minimum you need,” when I need to know, “Okay, what do I do if I’ve cross-threaded my oil drain bolt?” That’s probably not in the PowerPoint. That could be an instructor story that’s going to be told if you have a good instructor who’s been down that really rocky road, but again, a consistent structure is going to set you up so that you have robust base content.

— Mike Buoy

September 22, 2025

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Business case/ROI Podcasts

Every click counts: Uncovering the business value of your product content

Every time someone views your product content, it’s a purposeful engagement with direct business value. Are you making the most of that interaction? In this episode of the Content Operations podcast, special guest Patrick Bosek, co-founder and CEO of Heretto, and Sarah O’Keefe, founder and CEO of Scriptorium, explore how your techcomm traffic reduces support costs, improves customer retention, and creates a cohesive user experience.

Patrick Bosek: Nobody reads a page in your documentation site for no reason. Everybody that is there has a purpose, and that purpose always has an economic impact on your business. People who are on the documentation site are not using your support, which means they’re saving you a ton of money. It means that they’re learning about your product, either because they’ve just purchased it and they want to utilize it, so they’re onboarding, and we all know that utilization turns into retention and retention is good because people who retain pay us more money, or they’re trying to figure out how to use other aspects of the system and get more value out of it. There’s nobody who goes to a doc site who’s like, “I’m bored. I’m just going to go and see what’s on the doc site today.” Every person, every session on your documentation site is there with a purpose, and it’s a purpose that matters to your business.

August 11, 2025

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AI Localization Podcasts

AI in localization: What could possibly go wrong? (podcast)

In this episode of the Content Operations podcast, Sarah O’Keefe and Bill Swallow unpack the promise, pitfalls, and disruptive impact of AI on multilingual content. From pivot languages to content hygiene, they explore what’s next for language service providers and global enterprises alike.

Bill Swallow: I think it goes without saying that there’s going to be disruption again. Every single change, whether it’s in the localization industry or not, has resulted in some type of disruption. Something has changed. I’ll be blunt about it. In some cases, jobs were lost, jobs were replaced, new jobs were created. For LSPs, I think AI is going to, again, be another shift, the same that happened when machine translation came out. LSPs had to shift and pivot how they approach their bottom line with people. GenAI is going to take a lot of the heavy lifting off of the translators, for better or for worse, and it’s going to force a copy edit workflow. I think it’s really going to be a model where people are going to be training and cleaning up after AI.

August 4, 2025

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Learning content Podcasts Structured content

Help or hype? AI in learning content

Is AI really ready to generate your training materials? In this episode, Sarah O’Keefe and Alan Pringle tackle the trends around AI in learning content. They explore where generative AI adds value—like creating assessments and streamlining translation—and where it falls short. If you’re exploring how AI can fit into your learning content strategy, this episode is for you.

Sarah O’Keefe: But what’s actually being said is AI will generate your presentation for you. If your presentation is so not new, if the information in it is so basic that generative AI can successfully generate your presentation for you, that implies to me that you don’t have anything interesting to say. So then, we get to this question of how do we use AI in learning content to make good choices, to make better learning content? How do we advance the cause?

July 21, 2025

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CCMS CMS Content management Content pitfalls Headless CMS Learning content LMS Podcasts

Tool or trap? Find the problem, then the platform

Tempted to jump straight to a new tool to solve your content problems? In this episode, Alan Pringle and Bill Swallow share real-world stories that show how premature solutioning without proper analysis can lead to costly misalignment, poor adoption, and missed opportunities for company-wide operational improvement.

Bill Swallow: On paper, it looked like a perfect solution. But everyone, including the people who greenlit the project, hated it. Absolutely hated it. Why? It was difficult to use, very slow, and very buggy. Sometimes it would crash and leave processes running, so you couldn’t relaunch it. There was no easy way to use it. So everyone bypassed using it at every opportunity.

Alan Pringle: It sounds to me like there was a bit of a fixation. This product checked all the boxes without actually doing any in-depth analysis of what was needed, much less actually thinking about what users needed and how that product could fill those needs.

June 2, 2025

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CCMS Content delivery portal Content management DITA Podcasts

Deliver content dynamically with a content delivery platform

Struggling to get the right content to the right people, exactly when and where they need it? In this podcast, Scriptorium CEO Sarah O’Keefe and Fluid Topics CEO Fabrice Lacroix explore dynamic content delivery—pushing content beyond static PDFs into flexible platforms that power search, personalization, and multi-channel distribution.

When we deliver the content, whether it’s through the APIs or the portal that you’ve built that is served by the platform, we render the content in a way that we can dynamically remove or hide parts of the content that would not apply to the context, the profile of the user. That’s the magic of a CDP. It’s delivering that content dynamically.

— Fabrice Lacroix

May 19, 2025

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Learning content LearningDITA Podcasts Structured learning content

LearningDITA: DITA-based structured learning content in action

Are you considering a structured approach to creating your learning content? We built LearningDITA.com as an example of what DITA and structured learning content can do! In this episode, Sarah O’Keefe and Allison Beatty unpack the architecture of LearningDITA to provide a pattern for other learning content initiatives.

Because we used DITA XML for the content instead of the actual authoring in Moodle, we actually saved a lot of pain for ourselves. With Moodle, the name of the game is low-code/no-code. They want you to manually build out these courses, but we wanted to automate that for obvious reasons. SCORM allowed us to do that by having a transform that would take our DITA XML, put it in SCORM, and then we just upload the SCORM package to Moodle and don’t have to do all the painful things of, you know, “Let’s put a heading two here with this little piece of content.” And the key thing is that allowed us to reuse content.

— Allison Beatty

April 21, 2025

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