What we're talking about when we talk about context engineering

More from Thoughtworks Technology Podcast All episodes →

1. 

   11 Dec 2025 · 37 min

   AI-assisted software development in 2025: Inside this year's DORA report

   This year's DORA report focuses on AI-assisted software development. While one of the key themes is just how ubiquitous AI is today in software engineering, that's only part of the picture. In fact, the report outlines many of the challenges the adoption of these technologies are posing and explores the barriers and obstacles that need to be addressed to ensure AI-assistance leads to long-term success. In this episode of the Technology Podcast, host Ken Mugrage is joined by Chris Westerhold — Global Practice Director for Engineering Excellence at Thoughtworks — to discuss this year's DORA…

2. 

   27 Nov 2025 · 46 min

   We still need to talk about vibe coding: Reflections on 2025's word of the year

   Vibe coding was, remarkably, named word of the year by the Collins English Dictionary at the start of November 2025 — pretty good going for a term that was only coined in February. We first discussed it on the Technology Podcast back in April, and, given its prominence in the collective lexicon this year, thought we should revisit and reflect on the topic as 2025 draws to a close. Lots has happened in the intervening months: MCP adoption, the evolution of agentic coding tools and practices like context engineering have had a significant impact on the way the world is thinking about and using…

3. 

   13 Nov 2025 · 29 min

   How developers can get the most from new AI coding workflows

   One of the biggest stories in software engineering in 2025 is the impact of generative AI on the software development lifecycle. From advances in coding assistance to the emergence of so-called agentic coding, there's undoubtedly a lot for software developers to process, learn and experiment with — not to mention rapid change to contend with. On this episode of the Technology Podcast, host Ken Mugrage is joined by Brandon Cook to discuss not only how AI has been shaping the way software developers work but how developers can play an active role in ensuring the technology is leveraged safely…

4. 

   30 Oct 2025 · 35 min

   Themes from Technology Radar Vol.33

   In every Thoughtworks Technology Radar we feature three to five themes that represent the core issues and topics that emerged from the conversations we had when putting the publication together. This time (Fall 2025) they're all united by AI. They are: infrastructure automation arriving for AI, the rise of agents elevated by MCP, AI coding workflows and emerging AI antipatterns. On this episode of the Technology Podcast, Bryan Oliver joins Neal Ford and Ken Mugrage to discuss all four of volume 33's themes. They dive into what they mean, how the team arrived at them and what they tell us…

5. 

   16 Oct 2025 · 25 min

   What does an AI strategy with humans at the center look like?

   Everyone knows an AI strategy is important — but how do you build one with humans at the center? That's a question Tiankai Feng, Thoughtworks Global Director for Data and AI Strategy, has been pondering ever since the publication of his 2024 book Humanizing Data Strategy . Now, just over a year later, he's outlined his thinking in a follow-up, Humanizing AI Strategy. With the subtitle "leading AI with sense and soul," it's a practical and thoughtful guide aimed at helping the industry rethink the way AI is embedded and leveraged across organizations. In this episode of the Technology…

6. 

   18 Sep 2025 · 28 min

   Mean time to shared understanding: Bridging the gap between citizen developers and developers

   Although the concept of the 'citizen developer' isn't new, with the rise of AI the relationship between those building software without much technical experience and seasoned software developers is becoming more significant. That's not to say there's conflict exactly, but there are often competing interests and demands — which can lead to tension, organizational friction and governance challenges. On this episode of the Technology Podcast, host Ken Mugrage facilitates a debate (of sorts) between Christopher Hastings, Global Tech Product Lead at Thoughtworks (and citizen developer) and Scott…

7. 

   4 Sep 2025 · 43 min

   Organizational design and Team Topologies after AI

   Managing technological change in an organization — particularly a large and complex one — has always been challenging. But thanks to the rapid adoption of AI in all kinds of spheres, from knowledge management to software development to content creation, it's becoming more difficult than ever. How do you strike a balance between governance and safety and autonomy and empowerment? How should teams be structured and how should they work together? In this episode of the Technology Podcast, Matthew Skelton and Manuel Pais — authors of the influential Team Topologies book — join hosts Birgitta…

8. 

   21 Aug 2025 · 41 min

   Context engineering: Tackling legacy systems with generative AI

   Generative AI can be incredibly powerful when it comes to legacy modernization. Not only can it help us better understand a large, aging codebase, it can even help us reverse engineer a legacy system when we don't have access to the complete source code. Doing it, though, requires a specific approach that's being described as 'context engineering'. This is something we've been exploring a lot in recent months at Thoughtworks. On this episode of the Technology Podcast, Thoughtworks' lead for AI-enabled software engineering, Birgitta Böckeler, and tech principal Chandirasekar Thiagarajan join…

9. 

   7 Aug 2025 · 57 min

   Navigating AI opportunities at MYOB

   How should businesses go about actually navigating AI? It's one thing to strategize and generate new ideas, but what needs to be done to put it into practice in a way that's effective and commercially impactful? In this episode of the Technology Podcast, new host Nigel Dalton is joined by his Thoughtworks colleague May Xu — Head of Tech for Thoughtworks APAC — and Simon Noonan, CTO at Australian business software company MYOB. Thoughtworks has been working closely with MYOB for a number of years now; May and Simon explain how they collaborate and offer their perspectives on everything from…

10. 

    24 Jul 2025 · 39 min

    Caring about documentation in the LLM era (w/ Heidi Waterhouse)

    In an age of vibe coding and LLMs, do we really need to care about documentation? Do we need to spend time and energy producing it — time when we could just be shipping code? Of course we do; particularly if we want to communicate and share software with other humans. To discuss documentation in 2025, Technology Podcast host Lilly Ryan is joined by Heidi Waterhouse, a very special guest with an esteemed and varied career in technical communcation. In this episode, Lilly and Heidi tackle the challenges of documentation in a world increasingly infused with AI-generated code and text, explore…