Definitely, Maybe Agile

Definitely, Maybe Agile

Peter Maddison and Dave Sharrock

Episodes 223
Avg. Duration 18m
Activity Highly Active
Since Mar 2021
Latest Episode Jun 2026

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Schedule
Weekly
Format
Episodic
Consistency
49%
Hosting
rss.buzzsprout.com

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About This Podcast

Adopting new ways of working like Agile and DevOps often falters further up the organization. Even in smaller organizations, it can be hard to get right. In this podcast, we are discussing the art and science of definitely, maybe achieving business agility in your organization.

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Recent Episodes

S3E203 AI Adoption Starts With How People Think, Not Which Tools They Pick - with Royce Sin

Jun 11, 2026 34m Transcript

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.…

S3E202 What Organizations Get Wrong About Junior Engineers and AI

Jun 04, 2026 15m Transcript

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…

S3E201 AI in the room, helping non-technical teams actually use it

May 28, 2026 16m Transcript

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…

S3E220 Why Your SDLC Is Broken with Andre Kaminski

May 14, 2026 46m Transcript

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…

S3E219 Intent Is Not Enough

May 07, 2026 14m Transcript

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…

S3E218 Why AI and PowerPoints Are Quietly Killing Your Product Intent

Apr 30, 2026 16m Transcript

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…

S3E217 Do You Actually Have a Capacity Problem?

Apr 23, 2026 19m Transcript

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…

S3E216 Context Engineering and the Roles AI Is Rewriting

Apr 16, 2026 21m Transcript

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…

S3E215 AI Won't Fix a Structural Problem with AJ Bubb

Apr 09, 2026 41m Transcript

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…

S3E214 Project vs. Product: Finding the Operating Model That Actually Fits

Apr 02, 2026 19m Transcript

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…

S3E213 Who Decides? Sorting Out Product Managers, Project Managers, and Product Owners

Mar 26, 2026 22m Transcript

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,…

S3E212 AI Agent Governance in Production with Logan Kelly

Mar 19, 2026 28m Transcript

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…

S3E211 AI in the Real World, Not the Demo

Mar 12, 2026 35m Transcript

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…

S3E210 Two Speeds, One Organization

Mar 05, 2026 19m Transcript

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…

S3E209 AI and Automation with David Kilzer

Feb 26, 2026 36m Transcript

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…

S3E208 Flow Over Efficiency with Steve Pereira

Feb 19, 2026 39m Transcript

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…

S3E207 AI Foghorns and the New Rules of Innovation

Feb 12, 2026 22m Transcript

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…

S3E206 Beyond On-Time, On-Budget with Deborah Kaminetzky

Feb 05, 2026 29m Transcript

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…

S3E205 Why Predictability Beats Features with Ivan Gekht

Jan 29, 2026 30m Transcript

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…

S3E204 Five AI Predictions for 2026

Dec 18, 2025 24m Transcript

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…

Frequently Asked Questions

How many episodes does Definitely, Maybe Agile have?

Definitely, Maybe Agile has published 223 episodes since March 2021, covering topics in Business, Management.

Is Definitely, Maybe Agile still active?

Definitely, Maybe Agile is currently highly active with new episodes weekly. Average episode length is 18m.

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