Definitely, Maybe Agile
Episodes
226 episodes
Organizational Honesty in Agile Teams
Organizational honesty starts with information: can your team actually see what's happening, and can they say it without fear of pushback?Dave and Peter dig into why teams shade the truth when a deadline is on the line, and what actually...
AI Is Speeding Up Delivery. Are You Building the Right Thing?
AI is making it faster and cheaper to ship features. That doesn't mean you should ship more of them at once.Peter and Dave dig into a pattern they're both starting to see: organizations using AI-assisted development as a reason to bring ...
Data, AI, and Knowing When to Let Go - with Tommy Cotter
Tommy Cotter is Director of Data Products at Benzinga, a financial media company building the data infrastructure that sits behind trading platforms and investment apps used by millions of people daily. He's been navigating the shift to AI-assi...
AI Adoption Starts With How People Think, Not Which Tools They Pick - with Royce Sin
Royce Sin spent a decade at HSBC automating things nobody asked him to automate. He didn't ask for permission. He just did it, showed people the results, and let the time savings speak for itself. That instinct, to question why things are done ...
What Organizations Get Wrong About Junior Engineers and AI
As AI handles more of the foundational work, entry-level engineering roles are disappearing. Peter Maddison and Dave Sharrock examine why that trend is short-sighted, what junior developers actually contribute to team growth and AI adoption, an...
AI in the room, helping non-technical teams actually use it
Conference season is back, and so are the real conversations. In this episode, Peter Maddison and Dave Sharrock catch up after a busy stretch of travel and dig into something Dave has been road-testing at conferences: why most people given acce...
Why Your SDLC Is Broken with Andre Kaminski
Most organizations think they're doing AI. They've bought the licenses, rolled out the tools, and told the team to start using Copilot. But adding AI on top of a 40-year-old process isn't transformation. It's decoration. Andre K...
Intent Is Not Enough
Agreeing on an idea doesn't mean you both understood the same thing. Dave Sharrock and Peter Maddison dig into why shared context breaks down in practice, and how AI makes that problem harder to ignore.This week's takeaways:I...
Why AI and PowerPoints Are Quietly Killing Your Product Intent
It doesn't happen all at once. A great idea comes out of a strategy session. Someone turns it into a PowerPoint. Another person summarizes that PowerPoint with AI. By the time it reaches the team building it, the sharp edges are gone and nobody...
Do You Actually Have a Capacity Problem?
Most organizations think they have a capacity problem. They usually don't.What they have is a work-in-progress problem. And those two things call for very different solutions.In this episode, Peter Maddison and Dave Sharroc...
Context Engineering and the Roles AI Is Rewriting
AI is changing how products get built. That part isn't news. But it's also changing who needs to do what - and that's a conversation most organizations haven't had yet.In this episode, Peter and Dave dig into one of the more interesting ...
AI Won't Fix a Structural Problem with AJ Bubb
A lot of organizations are betting that AI will make their teams faster. Some of them are right. Most are solving the wrong problem.AJ Bubb, founder of MxP Studio and host of Facing Disruption, joins Peter and Dave to talk about what act...
Project vs. Product: Finding the Operating Model That Actually Fits
Most organizations are running some version of a project operating model or a product operating model - or, more honestly, an uncomfortable mix of both. In this episode, Peter Maddison and Dave Sharrock get into what actually separates these tw...
Who Decides? Sorting Out Product Managers, Project Managers, and Product Owners
Product manager. Product owner. Project manager. Three roles that often exist in the same organization, sometimes in the same meeting, and frequently stepping on each other's toes. In this episode, Dave and Peter break down what actually separa...
AI Agent Governance in Production with Logan Kelly
Most organizations are somewhere between experimenting with AI agents and quietly hoping nothing breaks in production. Logan Kelly, CEO of Waxle AI, has spent a lot of time in that gap, and he thinks governance is the piece most teams are walki...
AI in the Real World, Not the Demo
Most conversations about AI focus on what it can do in a controlled setting. This one doesn't. Callum Sharrock spends his days deploying AI systems in real environments, watching them succeed and fail in ways no simulation predicted, and report...
Two Speeds, One Organization
Something is shifting inside organizations right now, and it's creating a split that's hard to ignore. AI is compressing the time it takes to generate, validate, and prototype ideas. Some people inside your org are moving at a completely differ...
AI and Automation with David Kilzer
A few times in tech, two streams collide, and everything changes. David Kilzer has spent 50 years putting automation to work in manufacturing and distribution around the world, and he thinks we're at one of those moments right now. The converge...
Flow Over Efficiency with Steve Pereira
Peter Maddison and Dave Sharrock sit down with Steve Pereira, founder of Visible Flow Consulting, to talk about something most organizations get backwards: the obsession with efficiency at the expense of actual flow.Steve works with larg...
AI Foghorns and the New Rules of Innovation
The marketplace is full of AI noise, but what does it actually mean for how organizations innovate and learn? Dave and Peter revisit the classic pioneers-settlers-town planners model and discover something unexpected: AI has reversed the flow.<...
Beyond On-Time, On-Budget with Deborah Kaminetzky
You know that expensive software system your company bought that everyone... stopped using? Deborah Kaminetzky sees this pattern constantly. Projects delivered on time and on budget that still fail because nobody wants to touch them.Deb ...
Why Predictability Beats Features with Ivan Gekht
What happens when you need to ship software in environments where failure isn't just expensive, it's catastrophic? Ivan Gekht, CEO of Gehtsoft, joins Peter and Dave to challenge how we think about agile delivery in high-stakes, regulated system...
Five AI Predictions for 2026
As we close out 2025, Peter and Dave are making predictions about what's coming in 2026, especially around AI, organizational change, and how teams actually work.They cover five key predictions:AI moves from tools to organ...
Blind Spots and Better Leaders with Jill Macauley
What happens when your greatest strength becomes your biggest blind spot? In this episode, Peter and Dave sit down with Jill Macauley, COO of Behavioral Essentials, to explore how self-awareness shapes better leadership. They dig into why even ...
Rethinking HR as a product with Josh Hill
In this episode, Peter Maddison and Dave Sharrock sit down with Josh Hill, an HR innovator who's challenging the traditional transactional approach to people management. Josh shares his unconventional journey from the Australian military to pro...