Episodes

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 co...

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 ...

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. ...

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 organiza...

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 ...

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 inform...

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 h...

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 thos...

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 pict...

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 wi...

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 ...

Good content fundamentals have been the foundation of effective product content for decades, and those same principles are exactly what make content AI-ready today. In this episode, Bill Swallow and Alan Pringle explain how attending to your hierarchy of content needs is the key to AI success. Alan Pringle: Right now, AI is not going to fix bad content problems. It is going to regurgitate that bad information, giving your end users information that’s flat out wrong. If your content at the basic...

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 a...

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 t...

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 ne...

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 wit...

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 t...

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 do...

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 a...

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 ...

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. Somethi...

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 ...

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, ...

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...