3228: Thoughtworks on AI Agents, Explainability, and What’s Next
Release Date: 04/02/2025
Tech Talks Daily
In this episode of Tech Talks Daily, recorded live at Team '25 in Anaheim, I sit down with Jamil Valliani, Head of AI Products at Atlassian, to unpack the momentum behind Rovo, Atlassian’s bold move to reimagine collaboration through generative AI. But this conversation goes far beyond product features. It offers a glimpse into how AI is reshaping teamwork, decision-making, and even company culture. Jamil explains how Rovo brings together enterprise-grade search, secure contextual chat, and a new Agent Studio designed to help anyone, from engineers to HR teams, build their own AI teammates....
info_outlineTech Talks Daily
What does it take to lead with empathy in a world where AI transforms our work? In this episode, I sit down with Avani Prabhakar, Atlassian's Chief People Officer, to discuss how the company is creating a people-first culture while embracing rapid innovation. Avani shares how Atlassian is approaching AI not just as a technology shift, but as a mindset shift. When teams see AI as a collaborator instead of a task bot, 90 percent say it improves the quality of their work. That’s not a statistic about productivity. It’s a signal that mindset makes a measurable difference. We explore how...
info_outlineTech Talks Daily
What happens when tools like Jira, Confluence, Loom, and AI-powered agents come together under one unified strategy? At Team 25 in Anaheim, I sat down with Sanchan Saxena, Atlassian’s Head of Product for Work Management, to explore the company’s new Teamwork Collection and what it means for the evolving nature of collaboration. With leadership experience at Coinbase, Airbnb, Instagram, and Microsoft, Sanchan brings a pragmatic lens to building products that meet teams where they are. In our conversation, we unpack the thinking behind the Teamwork Collection, a curated set of Atlassian...
info_outlineTech Talks Daily
What does it really take to build a software startup that doesn’t crash before it can fly? In this episode of Tech Talks Daily, I sit down with David Hirschfeld, founder of Tekyz Inc., a software veteran who’s spent over 35 years working across more than 90 startups. From his early days studying physics at UCLA to becoming the top national salesperson at Computer Associates, and later founding and selling his own successful software company, David has seen the full arc of startup life—success, failure, and the lessons in between. In our conversation, David unpacks the patterns he’s...
info_outlineTech Talks Daily
What happens when one of the world’s most loved productivity tools decides to reinvent itself for the age of AI? At Team 25 in Anaheim, I sat down with Gaurav Kataria, Head of Product for Trello at Atlassian, to unpack the biggest release in Trello’s history and what it means for individuals and teams navigating the chaos of modern work. Gaurav describes the new Trello as “an AI-powered to-do list,” built not to replace project management tools like Jira but to complement them—especially for those personal tasks, scattered action items, and mental notes that get lost in a sea of...
info_outlineTech Talks Daily
What happens when four decades of hands-on engineering experience meet today’s fast-moving AI and open-source ecosystem? In this episode of Tech Talks Daily, I sit down with Paula Paul, Founder and Distinguished Engineer at Greyshore, to explore that intersection. Paula began her tech career in the early 1980s writing code for IBM mainframes and has since become a trusted voice in enterprise modernization, cloud adoption, and open-source governance. Today, she advises organizations on how to build with confidence in an era defined by complex software supply chains, generative AI, and...
info_outlineTech Talks Daily
What does it really mean to build software with joy? At the Team 25 event in Anaheim, I had the opportunity to sit down with Rajeev Rajan, CTO of Atlassian, to explore how one of the world’s most influential engineering organizations is redefining developer experience from the ground up. Rajeev shares how developer joy became a guiding principle for Atlassian, not as a feel-good initiative but as a core driver of performance and innovation. Rather than focusing solely on velocity or throughput, Atlassian measured how productive developers felt in their codebases. That metric has now improved...
info_outlineTech Talks Daily
What if most product launches fail not because of bad ideas—but because of broken processes? In today’s episode of Tech Talks Daily, I’m joined by Stuart Jackson, Vice Chair of L.E.K. Consulting and co-author of the forthcoming book Predictable Winners (Stanford University Press, 2025). Stuart brings nearly four decades of experience in strategic growth and innovation, and his insights offer a much-needed reframe for businesses navigating the high-stakes world of new product and service development. We sat down to explore a topic many leaders shy away from: why 70–90% of product...
info_outlineTech Talks Daily
At Team '25 in Anaheim, I had the unique opportunity to sit down with Stan Shepard, General Counsel at Atlassian, for a conversation that pulled back the curtain on how legal and technology are intersecting in the age of AI. Stan’s journey from journalism to law to shaping legal operations at one of the world’s most forward-thinking companies is as fascinating as it is relevant. What emerged from our discussion is a clear signal that legal teams are no longer trailing behind innovation—they’re often at the front of it. Stan shared how Atlassian’s legal function achieved 85 percent...
info_outlineTech Talks Daily
What if cloud storage could be simple, transparent, and genuinely affordable? In this episode of Tech Talks Daily, I sit down with Tommi Kannisto, founder of Storadera a company based in Estonia that's redefining the way businesses approach object storage. I first met Tommi during the IT Press Tour in London, where Storadera's fresh perspective on S3-compatible cloud storage stood out for all the right reasons. In our conversation, Tommi shares the journey behind building a hyper-converged cloud storage platform that challenges conventional thinking. From eliminating hidden fees to maximizing...
info_outlineWhat happens when the hype around generative AI starts to mature, and businesses begin asking harder questions about performance, risk, and long-term value? In today’s episode, I’m joined by Mike Mason, Chief AI Officer at Thoughtworks, to explore how 2025 is shaping up across the enterprise AI landscape—from the rise of intelligent agents to the growing traction of small, nimble models that prioritize security and specificity.
Mike brings a deep, practical perspective on the evolution of AI inside complex organizations. He unpacks how AI agents are moving well beyond basic chatbots and starting to integrate into actual business workflows—performing as teammates that can reason, adapt, and even collaborate with other agents. We dig into examples like Klarna's workforce transformation and examine how this shift could play out across customer service, internal ops, and software development.
We also look at what’s fueling the boom in open source AI and how companies are navigating the balance between transparency, IP protection, and regulatory readiness. Mike shares why some financial services firms are turning to in-house fine-tuned models for greater control, and how open-weight and fully open-source models are starting to gain real ground.
Another key theme is the momentum behind small language models. Mike explains why bigger isn’t always better—especially when it comes to data privacy, edge deployment, and resource efficiency. He outlines where SLMs can outperform their larger counterparts and what that means for companies optimizing for security and speed rather than brute force compute.
We also discuss Thoughtworks' forthcoming global survey, which reveals a growing divide in generative AI adoption. While mature players are building in bias detection and robust compliance frameworks, newer entrants are leaning toward fast operational gains and interpretability. This gap is shaping how GenAI projects are prioritized across industries and geographies, and Mike offers his take on how leaders can navigate both speed and safety.
So, what role will explainability, regulation, and open ecosystems play in shaping the AI tools of tomorrow—and what should business and tech leaders be planning for now? Let’s find out in this wide-ranging conversation with Thoughtworks.