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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?

Alan Pringle
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.

Sarah O'Keefe
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.

Sarah O'Keefe
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

Sarah O'Keefe
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

Bill Swallow
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

Sarah O'Keefe
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

Sarah O'Keefe
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.

Sarah O'Keefe
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.

Sarah O'Keefe
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?

Alan Pringle
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.

Bill Swallow
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

Sarah O'Keefe
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

Sarah O'Keefe
April 21, 2025
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Content management Content reuse DITA Learning content Personalization Podcasts Structured content Structured learning content

The benefits of structured content for learning & development content

In this episode, Alan Pringle, Bill Swallow, and Christine Cuellar explore how structured learning content supports the learning experience. They also discuss the similarities and differences between structured content for learning content and technical (techcomm) content.

Even if you are significantly reusing your learning content, you’re not just putting the same text everywhere. You can add personalization layers to the content and tailor certain parts of the content that are specific to your audience’s needs. If you were in a copy-and-paste scenario, you’d have to manually update it every single time you want to make a change. That scenario also makes it a lot more difficult to update content as you modify it for specific audiences over time, because you may not find everywhere a piece of information has been used and modified when you need to update it.

— Bill Swallow

Christine Cuellar
April 7, 2025
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DITA Podcasts

LearningDITA: What’s new and how it enhances your learning experience

In this episode, Alan Pringle, Gretyl Kinsey, and Allison Beatty discuss LearningDITA, a hub for training on the Darwin Information Typing Architecture (DITA). They dive into the story behind LearningDITA, explore our course topics, and more.

Gretyl Kinsey: Over time that user base grew and grew. And now it boggles my mind that it got all the way up to 16,000 users. I never expected it to grow to that size.

Alan Pringle: Well, we didn’t really either, nor did our infrastructure. Because as of late 2024, things started to go a little sideways, and it became clear our tech stack was not going to be able to sustain more students. It was very creaky. The site wasn’t performing well. So we made a decision that we needed to take the site offline, and we did, to basically redo it on a new platform.

Alan Pringle
March 10, 2025
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Learning content Podcasts Taxonomy

Building your futureproof taxonomy for learning content (podcast, part 2)

In our last episode, you learned how a taxonomy helps you simplify search, create consistency, and deliver personalized learning experiences at scale. In part two of this two-part series, Gretyl Kinsey and Allison Beatty discuss how to start developing your futureproof taxonomy from assessing your content needs to lessons learned from past projects.

Gretyl Kinsey: The ultimate end goal of a taxonomy is to make information easier to find, particularly for your user base because that’s who you’re creating this content for. With learning material, the learner is who you’re creating your courses for. Make sure to keep that end goal in mind when you’re building your taxonomy.

Allison Beatty
February 10, 2025
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Learning content Podcasts Taxonomy

Taxonomy: Simplify search, create consistency, and more (podcast, part 1)

Can your learners find critical content when they need it? How do you deliver personalized learning experiences at scale? A learning content taxonomy might be your solution! In part one of this two-part series, Gretyl Kinsey and Allison Beatty share what a taxonomy is, the nuances of taxonomies for learning content, and how a taxonomy supports improved learner experiences in self-paced e-learning environments, instructor-led training, and more.

Allison Beatty: I know we’ve made taxonomies through all sorts of different frames, whether it’s structuring learning content, or we’ve made product taxonomies. It’s really a very flexible and useful thing to be able to implement in your organization.

Gretyl Kinsey: And it not only helps with that user experience for things like learning objectives, but it can also help your learners find the right courses to take. If you have some information in your taxonomy that’s designed to narrow it down to a learner saying, “I need to learn about this specific subject.” And that could have several layers of hierarchy to it. It could also help your learners understand what to go back and review based on the learning objectives. It can help them make some decisions around how they need to take a course.

Allison Beatty
February 3, 2025
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Learning content Podcasts

Transform L&D experiences at scale with structured learning content

Ready to deliver consistent and personalized learning content at scale for your learners? In this episode of the Content Operations podcast, Alan Pringle and Bill Swallow share how structured content can transform your L&D content processes. They also address challenges and opportunities for creating structured learning content.

There are other people in the content creation world who have had problems with content duplication, having to copy from one platform or tool to another. But I will tell you, from what I have seen, the people in the learning development space have it the worst in that regard—the worst.

— Alan Pringle

Alan Pringle
January 13, 2025
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CCMS CMS LMS Podcasts RFP Translation

Creating content ops RFPs: Strategies for success

In episode 179 of the Content Strategy Experts podcast, Sarah O’Keefe and Alan Pringle share the inside scoop on how to write an effective request for a proposal (RFP) for content operations. They’ll discuss how RFPs are constructed and evaluated, strategies for aligning your proposal with organizational goals, how to get buy-in from procurement and legal teams, and more.

When it comes time to write the RFP, rely on your procurement team, your legal team, and so on. They have that expertise. They know that process. It’s a matter of pairing what you know about your requirements and what you need with their processes to get the better result.

— Alan Pringle

Alan Pringle
December 9, 2024
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Industry insights Podcasts

Pulse check on AI: December, 2024 (podcast)

In episode 178 of the Content Strategy Experts podcast, Sarah O’Keefe and Christine Cuellar perform a pulse check on the state of AI as of December 2024. They discuss unresolved complex content problems and share key considerations for entering 2025 and beyond.

The truth that we’re finding our way towards appears to be that you can use AI as a tool and it is very, very good at patterns and synthesis and condensing content. And it is very, very bad at creating useful, accurate, net new content. That appears to be the bottom line as we exit 2024.

— Sarah O’Keefe

Christine Cuellar
December 2, 2024
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Content pitfalls Content silos Industry insights Podcasts

Do enterprise content operations exist?

Is it really possible to configure enterprise content—technical, support, learning & training, marketing, and more—to create a seamless experience for your end users? In episode 177 of the Content Strategy Experts podcast, Sarah O’Keefe and Bill Swallow discuss the reality of enterprise content operations: do they truly exist in the current content landscape? What obstacles hold the industry back? How can organizations move forward?

Sarah: You’ve got to get your terminology and your taxonomy in alignment. Most of the industry I am confident in saying have gone with option D, which is give up. “We have silos. Our silos are great. We’re going to be in our silos, and I don’t like those people over in learning content anyway. I don’t like those people in techcomm anyway. They’re weird. They’re focused on the wrong things,” says everybody, and so they’re just not doing it. I think that does a great disservice to the end users, but that’s the reality of where most people are right now.

Bill: Right, because the end user is left holding the bag trying to find information using terminology from one set of content and not finding it in another and just having a completely different experience.

Sarah O'Keefe
October 21, 2024
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Change management DITA Podcasts Replatforming Structured content

Survive the descent: planning your content ops exit strategy

Whether you’re surviving a content operations project or a journey through treacherous caverns, it’s crucial to plan your way out before you begin. In episode 176 of the Content Strategy Experts podcast, Alan Pringle and Christine Cuellar unpack the parallels between navigating horror-filled caves and building a content ops exit strategy.

Alan Pringle: When you’re choosing tools, if you end up something that is super proprietary, has its own file formats, and so on, that means it’s probably gonna be harder to extract your content from that system. A good example of this is those of you with Samsung Android phones. You have got this proprietary layer where it may even insert things into your source code that is very particular to that product line. So look at how proprietary your tool or toolchain is and how hard it’s going to be to export. That should be an early question you ask during even the RFP process. How do people get out of your system? I realize that sounds absolutely bat-you-know-what to be telling people to be thinking about something like that when you’re just getting rolling–

Christine Cuellar: Appropriate for a cave analogy, right?

Alan Pringle: Yes, true. But you should be, you absolutely should be.

Christine Cuellar
October 7, 2024
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CCMS CMS DITA Industry insights Podcasts Structured content

Enterprise content operations in action at NetApp (podcast)

Are you looking for real-world examples of enterprise content operations in action? Join Sarah O’Keefe and special guest Adam Newton, Senior Director of Globalization, Product Documentation, & Business Process Automation at NetApp for episode 175 of The Content Strategy Experts podcast. Hear insights from NetApp’s journey to enterprise-level publishing, lessons learned from leading-edge GenAI tool development, and more.

We have writers in our authoring environment who are not writers by nature or bias. They’re subject matter experts. And they’re in our system and generating content. That was about joining us in our environment, reap the benefits of multi-language output, reap the benefits of fast updates, reap the benefits of being able to deliver a web-like experience as opposed to a PDF. But what I think we’ve found now is that this is a data project. This generative AI assistant has changed my thinking about what my team does. Yes, on one level, we have a team of writers devoted to producing the docs. But in another way, you can look at it and say, well, we’re a data engine.

— Adam Newton

Sarah O'Keefe
September 23, 2024
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Business case/ROI Change management Podcasts Structured content

Position enterprise content operations for success (podcast)

In episode 174 of The Content Strategy Experts podcast, Sarah O’Keefe and Alan Pringle explore the mindset shifts that are needed to elevate your organization’s content operations to the enterprise level.

If you’re in a desktop tool and everything’s working and you’re happy and you’re delivering what you’re supposed to deliver and basically it ain’t broken, then don’t fix it. You are done. What we’re talking about here is, okay, for those of you that are not in a good place, you need to level up. You need to move into structured content. You need to have a content ops organization that’s going to support that. What’s your next step to deliver at the enterprise level?

— Sarah O’Keefe

Alan Pringle
September 16, 2024
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