Best Thoughtworks Podcasts (2025)

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What we're talking about when we talk about context engineering 20:11

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4d ago20:11

20:11

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…

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Episode 389 - The Good Guy She Doesn’t Desire 18:32

3d ago18:32

18:32

In this episode, I’m diving into a pattern I see so often in marriages: good men with the best intentions who unintentionally invalidate their wives’ feelings. I’ll share real stories of couples who get stuck in this cycle and explain why it happens, especially when a husband’s identity is tied so closely to being “the good guy.” You’ll hear how th…

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Episode 388 - Sexual Grief 19:06

10d ago19:06

19:06

Sexual grief is something many experience but few talk about. In this episode, we explore what it means to grieve the sex life you thought you’d have, and why making grief your companion instead of your enemy can lead to deeper healing, connection, and hope. You’ll hear how sexual grief shows up in different ways, from unmet expectations to struggl…

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The Business-First Approach to AI Adoption at Work 29:18

12d ago29:18

29:18

I invited Kyle Hauptfleisch, Chief Growth Officer at Daemon, to strip the buzzwords out of AI and talk plainly about what moves the needle at work. The conversation began with an honest look at why so many pilots stall. It ended with a calm, workable path for leaders who want results they can measure rather than demos that gather dust. Along the wa…

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Episode 387 - She Doesn't Hate Sex, She Hates Bad Sex 25:06

17d ago25:06

25:06

In this episode, I’m tackling one of the most common questions I hear in my coaching practice: why do so many women say no to sex? The truth is, it’s often not about low libido, it’s about the kind of sex they’re having. When intimacy feels like an obligation, when body image fears take over, or when pleasure and freedom are missing, it’s no wonder…

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Mean time to shared understanding: Bridging the gap between citizen developers and developers 28:24

18d ago28:24

28:24

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, …

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Measuring what matters in the age of AI 27:34

20d ago27:34

27:34

Many engineering leaders are eager to embrace AI, but few have a clear way to measure what’s working. In this episode, we dig into how teams can track AI adoption, assess the real impact of AI tools and agents, and make smarter decisions about where to invest. You’ll hear from Abi Noda, CEO and Co-founder at DX, and Chris Westerhold, Global Practic…

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Episode 386 - Blending Your Erotic Minds: How Novelty and Intimacy Keep Marriage Hot an Interview with Katie Runyan 32:20

24d ago32:20

32:20

In this episode, I welcome back Katie Runyon of Faithful Fling to explore how playfulness, novelty, and emotional intimacy can transform long-term marriages. Katie shares how role play dates help couples break free from routine, rediscover curiosity, and keep monogamy passionate. Together, we discuss why emotional connection and sexual novelty aren…

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The Three Pillars of Sitecore’s Agentic AI Strategy 25:19

30d ago25:19

25:19

In this episode I sit down with Mo Cherif, Vice President of AI Innovation at Sitecore, to explore one of the biggest shifts in business today: the rise of agentic AI. Unlike traditional AI models that focus on narrow tasks, agentic AI brings autonomy, reasoning, and collaboration between specialized agents. It is changing the conversation from aut…

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Episode 385 - The Dangerous Illusion of Sexual Certainty 19:05

1M ago19:05

19:05

In this episode, we explore why sexual certainty, which is the belief that you already know exactly how intimacy should look, might actually be blocking passion and connection in your relationship. You’ll learn the difference between confidence and certainty, how curiosity creates space for growth, and why faith and openness are key to deeper intim…

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Organizational design and Team Topologies after AI 42:45

1M ago42:45

42:45

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 safet…

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Episode 384 - The Difference Between Safety and Security in the Sexual Relationship 14:48

1M ago14:48

14:48

In this episode, we’re unpacking a powerful insight that could completely transform the way you experience intimacy in your marriage. It’s all about the surprising difference between safety and security in your sexual relationship and why understanding it might be the missing piece to reigniting the passion you’ve been longing for. Most people thin…

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Episode 383 - Learning to Love Your Body: A Conversation with Boudoir Photographer Hope Orr 46:22

2M ago46:22

46:22

In this dynamic episode, Amanda sits down with Hope Orr, the owner of Elevated Boudoir, Utah’s premier boudoir photography studio. Hope shares her personal journey from body insecurity and diet culture to self-acceptance and how one DIY boudoir session completely shifted her mindset. Now, she helps other women (and couples) experience that same tra…

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Context engineering: Tackling legacy systems with generative AI 40:41

2M ago40:41

40:41

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'.…

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Episode 382 - The Difference Between Sex Drive and Sexual Desire 18:35

2M ago18:35

18:35

In this episode, we’re diving into a powerful idea I recently heard on the Sex Therapy 101 podcast - a conversation between Dr. Tina Schermer Sellers and my friend Dr. Cami Hurst. Dr. Sellers shared a thought-provoking insight about the difference between sex drive and sexual desire. It’s something we’ve touched on before, but today I want to give …

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AWS on Powering Real-World AI Applications for Global Brands 22:37

2M ago22:37

22:37

When access to advanced AI models is no longer the big differentiator, the real advantage comes from how effectively a business can connect those models to its own unique data. That was the central theme of my conversation with Rahul Pathak, Vice President of Data and AI Go-to-Market at AWS, recorded live at the AWS Summit in London. In a bustling …

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Episode 381 - Bad Marriage Advice 39:25

2M ago39:25

39:25

Is the marriage advice you’ve heard actually helping or quietly hurting your relationship? In this episode, Amanda interviews marriage coach and author Monica Tanner about her new book Bad Marriage Advice. They dive into common myths like “never go to bed angry” and “happy wife, happy life,” and explain why these well-meaning tips can lead to disco…

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Navigating AI opportunities at MYOB 57:23

2M ago57:23

57:23

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 Thought…

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Episode 380 - Learning to Sit with Disappointment 22:11

2M ago22:11

22:11

What if the key to deeper intimacy was learning how to handle disappointment? In this episode, we’re talking about the one feeling most of us spend our lives avoiding, disappointment, and how that avoidance quietly chips away at connection in our relationships. Whether it’s a quiet letdown at the end of a long day or a pattern of unspoken hopes, we…

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From bronze bullets to big impact: AI-first software delivery 38:00

2M ago38:00

38:00

Join Thoughtworks CTO Rachel Laycock for a candid look at what AI-first software delivery really means, beyond the buzzwords. In this episode, she discusses how this emerging technology is reshaping software development life cycles, and how it can be used to tackle the most complex modernization challenges. If you’re navigating the fast-changing la…

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ZOE Health App: AI, and the Fight Against Ultra-Processed Food 43:22

2M ago43:22

43:22

What if the food we eat every day is silently undermining our health, and AI holds the key to reversing it? In this episode of AI at Work, I sit down with Jonathan Wolf, co-founder and CEO of Zoe, to explore the intersection of AI, microbiome science, and the future of personalized nutrition. If Zoe sounds familiar, it’s likely because of their gro…

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Episode 379 - I Guess I'm a Terrible Spouse.... 18:50

2M ago18:50

18:50

You finally build up the courage to say something vulnerable, maybe about feeling disconnected, wanting more intimacy, or missing the spark in your relationship. And then, instead of a conversation, you hear: “Well, I guess I’m just a terrible spouse then.” This podcast episode dives into what’s really going on when that phrase shows up. It’s not a…

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Caring about documentation in the LLM era (w/ Heidi Waterhouse) 39:19

2M ago39:19

39:19

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…

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Episode 378 - Maintenance Sex 13:24

3M ago13:24

13:24

What comes to mind when you hear the phrase “maintenance sex”? For a lot of people, it feels unromantic - maybe even a little cringy. It doesn’t sound poetic or passionate. But what if we’re thinking about it all wrong? In this episode, we’re challenging the way we see maintenance sex. Instead of seeing it as leftovers or a chore, what if we saw it…

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Work Without the Overload: Atlassian’s Vision for Seamless Collaboration and AI Agents 27:14

3M ago27:14

27:14

What if your tools could finally talk to each other and reduce meetings, manual tasks, and copy-paste chaos in the process? In this episode of AI at Work, I sit down with Sanchan Saxena, Head of Product for Work Management at Atlassian, to unpack the thinking behind their new Teamwork Collection. Recorded live at Team 25 in Anaheim, this conversati…

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Episode 377 - Good Enough Sex 17:01

3M ago17:01

17:01

Have you ever found yourself thinking, “We should have sex… but I’m just not feeling it” - only to go through the motions and walk away feeling disconnected? You’re not alone. In this episode, we’re talking about a concept that might just change how you think about intimacy: Good Enough Sex. It’s a model developed by sex therapists Barry and Emily …

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Why the tech industry needs Expert Generalists (w/ Martin Fowler) 43:21

3M ago43:21

43:21

The technology industry has embraced specialisms — not just in different fields or job roles, like web development or security, but even in terms of particular platforms or stacks. But are we losing something as every tech professional is forced to push themselves into increasingly smaller niches? Martin Fowler and Unmesh Joshi think so. They've be…

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How Thoughtworks Sees AI Maturing Beyond Hype in 2025 38:46

3M ago38:46

38:46

In this episode of AI at Work, I sit down with Mike Mason, Chief AI Officer at Thoughtworks, to explore what happens when the generative AI hype starts to settle and businesses begin asking the real questions. What’s working, what’s not, and what does mature adoption actually look like in 2025? Mike brings a practical, deeply informed view of the A…

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Episode 376 - The Enneagram And Sex 21:27

3M ago21:27

21:27

Why do you react the way you do in sexual situations, whether it’s craving something specific, avoiding certain dynamics, or feeling stuck in the same patterns? And why does your partner seem to approach sex so differently? In this episode, we explore how the Enneagram can shed light on your unique relationship to intimacy. The Enneagram isn’t just…