What we're talking about when we talk about context engineering
Everyone seems to be talking about context engineering. That was certainly the case in our recent discussions for the upcoming edition of the Technology Radar (volume 33, due early November 2025). And although we ran into the term on the Technology Podcast just a few weeks ago, we thought it would be useful to try and tackle exactly what people are talking about when they talk about context engineering. We know context is important when it comes to AI, but what does it mean to engineer it? On this episode of the Technology Podcast, host and Thoughtworks CTO Rachel Laycock is joined by Thoughtworkers Alessio Ferri (Lead Software Engineer) and Bharani Subramaniam (CTO for India and the Middle East) to discuss what context engineering is, how it's being done and what it tells us about the evolution of AI. This certainly won't be the last word — ours or anyone else's — on context engineering, but it might help clarify and cement your understanding as the term comes to dominate technology conversations.
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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 Davies, Head of Technology for Thoughtworks Europe (very much in the developer camp). They discuss the needs and interests of both sides, how to avoid regressing to the dark ages of shadow IT and how citizen developers can be properly empowered by engineering teams.
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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 Böckeler and Ken Mugrage to discuss what AI means for organizational design. They discuss how AI is changing team capabilities, what it means for cognitive load and knowledge sharing and how to ensure there's structure and control without constraining experimentation and creativity. With the second edition of Team Topologies set to be published in September 2025, Matthew and Manuel used the conversation to explore the evolution of their ideas and what they've learned from working with and listening to the stories of many different organizations around the world. Learn more about Team Topologies: https://teamtopologies.com/
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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 hosts Ken Mugrage and Neal Ford to discuss how it works. They explain the process, the tools and what the work is teaching them about both generative AI and legacy modernization. Read Birgitta's blog post on reverse engineering with AI: https://www.thoughtworks.com/insights/blog/generative-ai/blackbox-reverse-engineering-ai-rebuild-application-without-accessing-code
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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 leadership to architecture in a world where AI has become imperative. Learn more about Thoughtworks' partnership with MYOB: https://www.thoughtworks.com/clients/myob
The Thoughtworks podcast plunges deep into the latest tech topics that have captured our imagination. Join our panel of senior technologists to explore the most important trends in tech today, get frontline insights into our work developing cutting-edge tech and hear more about how today’s tech megatrends will impact you.
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