Scrum Master Toolbox Podcast

Darryl Wright: The Agile Team That Committed to Failure for 18 Sprints Straight Read the full Show Notes and search through the world's largest audio library on Agile and Scrum directly on the Scrum Master Toolbox Podcast website: http://bit.ly/SMTP_ShowNotes.   "As Deming said, a bad system will beat a good person every time." - Darryl Wright   Darryl was called in to help a struggling team at a large energy retailer. The symptoms seemed straightforward—low morale, poor relationships, and chronic underdelivery. But as he asked questions, a heartbreaking pattern emerged. The team had been "committing" to 110 story points per sprint while consistently delivering only 30. For 18 sprints.  When Darryl asked why the team would commit to numbers they couldn't possibly achieve, the answer was devastating: "The business needs that much." This wasn't a problem of skill or capability—it was learned helplessness in action. Sprint after sprint, the team experienced failure, which made them more despondent

Darryl Wright: When Enthusiasm Became Interference—Learning to Listen as a Scrum Master Read the full Show Notes and search through the world's largest audio library on Agile and Scrum directly on the Scrum Master Toolbox Podcast website: http://bit.ly/SMTP_ShowNotes.   "Wait stands for Why Am I Talking? Just ask yourself, wait, why am I talking? Is this the right moment for you to give an idea, or is this the right moment to just listen and let them have space to come up with ideas?" - Darryl Wright   Early in his Agile journey, Darryl was evangelically enthusiastic about the principles and practices that had transformed his approach to leadership. He believed he had discovered the answers people were seeking, and his excitement manifested in a problematic pattern—he talked too much. Constantly jumping in with solutions, ideas, and suggestions, Darryl dominated conversations without realizing the impact. Then someone pulled him aside with a generous gift: "You're not really giving other people time

Alex Sloley: How to Coach POs Who Treat Developers Like Mindless Robots In this episode, we refer to the previous episodes with David Marquet, author of Turn the Ship Around! The Great Product Owner: Trust and the Sprint Review That Changes Everything Read the full Show Notes and search through the world's largest audio library on Agile and Scrum directly on the Scrum Master Toolbox Podcast website: http://bit.ly/SMTP_ShowNotes. "She was like, oh my gosh, I've never seen this before, I didn't think it was possible. I just saw you deliver stuff in 2 weeks that I can actually use." - Alex Sloley In 2011, Alex worked with a client organization creating software for external companies. They needed a Product Owner for a new Agile team, and a representative from the client—who had never experienced Scrum—volunteered for the role. She was initially skeptical, having never witnessed or heard of this approach. Alex gently coached her through the process, asking her to trust the team and be patient. Then

Alex Sloley: Why Sticky Notes Are Your Visualization Superpower in Retrospectives Read the full Show Notes and search through the world's largest audio library on Agile and Scrum directly on the Scrum Master Toolbox Podcast website: http://bit.ly/SMTP_ShowNotes. "Like the smell, the vibe is something you feel. If you're having a successful impact on the organization or on teams as a Scrum Master, you can feel it, you can smell it. It's intangible." - Alex Sloley Alex introduces a compelling concept from Sumantra Ghoshal about "the smell of the workplace"—you can walk into an environment and immediately sense whether it smells like fresh strawberries and cream or a dumpster fire. In Australia, there's a cultural reference from the movie "The Castle" about "the vibe of the thing," and Alex emphasizes that as a successful Scrum Master, you can feel and smell when you're having an impact. While telling executives you're measuring "vibe" might be challenging, Alex shares three concrete ways he's measured

Alex Sloley: Coaching Teams Trapped Between Agile Aspirations and Organizational Control Read the full Show Notes and search through the world's largest audio library on Agile and Scrum directly on the Scrum Master Toolbox Podcast website: http://bit.ly/SMTP_ShowNotes. "The team says, oh, we want to try to do things this way, and the org keeps coming back and saying stuff like, no, no, no, you can't do that, because in this org, we don't allow that." - Alex Sloley Alex shares his current challenge working with a 10-person pilot Scrum team within a 1,500-person organization that has never done Agile before. While the team appears open-minded and eager to embrace agile ways of working, the organization continuously creates impediments by dictating how the team must estimate, break down work, and operate. Management tells them "the right way" to do everything, from estimation techniques to role-based work assignments, even implementing RACI matrices that restrict who can do what type of work. Half the te

Alex Sloley: When Toxic Leadership Creates Teams That Self-Destruct Read the full Show Notes and search through the world's largest audio library on Agile and Scrum directly on the Scrum Master Toolbox Podcast website: http://bit.ly/SMTP_ShowNotes. "They would take notes at every team meeting, so that later on they could argue with team members about what they committed to, and what they said in meetings." - Alex Sloley Alex recounts working with a small team where a project manager created such a toxic environment that one new hire quit after just eight hours on the job. This PM would belittle team members publicly, take detailed notes to use as weapons in contract negotiations, and dominate the team through intimidation. The situation became so severe that one team member sent an email that sounded like a suicide note. When the PM criticized Alex's "slide deck velocity," comparing four slides per 15 minutes to Alex's one, he realized the environment was beyond salvaging. Despite coaching the team an

Alex Sloley: The Sprint Planning That Wouldn't End - A Timeboxing Failure Read the full Show Notes and search through the world's largest audio library on Agile and Scrum directly on the Scrum Master Toolbox Podcast website: http://bit.ly/SMTP_ShowNotes. "Although I knew about the steps of sprint planning, what I didn't really understand was the box of time versus the box of scope." - Alex Sloley Alex shares a critical learning moment from his first team as a Scrum Master. After six months in the role, during an eight-hour sprint planning session for a four-week sprint, he successfully completed the "what" portion but ran out of time before addressing "how." Rather than respecting the timebox, Alex forced the team to continue planning for another four hours the next day—blowing the timebox by 50%. This experience taught him a fundamental lesson: the difference between scope-boxing and timeboxing. In waterfall, we try to control scope while time slips away. In Scrum, we fix time and let scope adjust. A

BONUS: The Evolution of Agile - From Project Management to Adaptive Intelligence, With Mario Aiello In this BONUS episode, we explore the remarkable journey of Mario Aiello, a veteran agility thinker who has witnessed and shaped the evolution of Agile from its earliest days. Now freshly retired, Mario shares decades of hard-won insights about what works, what doesn't, and where Agile is headed next. This conversation challenges conventional thinking about methodologies, certifications, and what it truly means to be an Agile coach in complex environments. The Early Days: Agilizing Before Agile Had a Name "I came from project management and project management was, for me, was not working. I used to be a wishful liar, basically, because I used to manipulate reports in such a way that would please the listener. I knew it was bullshit." Mario's journey into Agile began around 2001 at Sun Microsystems, where he was already experimenting with iterative approaches while the rest of the world was still firml

Renee Troughton: Analytics From Day One and Four Other Principles of Great POs Read the full Show Notes and search through the world's largest audio library on Agile and Scrum directly on the Scrum Master Toolbox Podcast website: http://bit.ly/SMTP_ShowNotes. "Product owners who think about their products as just a backlog that I prioritize, and I get some detailed requirements from stakeholders, and I give that to the team... that's not empowering the team. And it's probably leading you to building the wrong thing, just faster." The Bad Product Owner: The Backlog Manager Without Vision Renee describes a pattern of Product Owners who don't understand product management—they lack roadmaps, strategy, and never speak to customers. These POs focus solely on backlogs, prioritizing detailed requirements from stakeholders without testing hypotheses or learning about their market. Taking an empathetic view, Renee notes these individuals may have fallen into the role without passion, never seeing what excelle

Renee Troughton: From Lower-Order to Higher-Order Values in Scrum Read the full Show Notes and search through the world's largest audio library on Agile and Scrum directly on the Scrum Master Toolbox Podcast website: http://bit.ly/SMTP_ShowNotes. "If you, as a senior leader, demonstrate vulnerability, it creates real magic in an organization where others can open up and be their authentic self." Renee defines success for Scrum Masters through deeply human values: integrity, holding her truth, being compassionately authentic, caring, open, honest, listening, and vulnerable. She emphasizes that vulnerability as a senior leader creates transformative magic in organizations, allowing others to bring their authentic selves to work. Drawing on Byron Katie's "Loving What Is" and Frederick Laloux's "Reinventing Organizations," Renee explains that many corporate organizations focus on lower-order values like results and performance, while more autonomous organizations prioritize higher-order values rooted i

Renee Troughton: Managing Dependencies and Downstream Bottlenecks in Scrum Read the full Show Notes and search through the world's largest audio library on Agile and Scrum directly on the Scrum Master Toolbox Podcast website: http://bit.ly/SMTP_ShowNotes. "For the actual product teams, it's not a problem for them... It's more the downstream teams that aren't the product teams, that are still dependencies... They just don't see that work until, hey, we urgently need this." Renee brings a dual-edged challenge from her current work with dozens of teams across multiple business lines. While quarterly planning happens at a high level, small downstream teams—middleware, AI, data, and even non-technical teams like legal—are not considered in the planning process. These teams experience unexpected work floods with dramatic peaks and troughs throughout the quarter. The product teams are comfortable with ambiguity and incremental delivery, but downstream service teams don't see work coming until it arrives urgen

Renee Troughton: The Hidden Cost of Constant Restructuring in Agile Organizations Read the full Show Notes and search through the world's largest audio library on Agile and Scrum directly on the Scrum Master Toolbox Podcast website: http://bit.ly/SMTP_ShowNotes. "Trust and safety are the most fundamental foundations of a team to perform. And so you are just breaking the core of teams when you're doing this." Renee challenges us to look beyond team dysfunction and examine the "dirty little secrets" in organizations—leadership-driven anti-patterns that destroy team performance. She reveals a cyclical pattern of constant restructuring that occurs every six months in many organizations, driven by leaders who avoid difficult performance management conversations and instead force people through redundancy rounds. This creates a cascade of fear, panic, and victim mindset throughout the organization. Beyond restructuring, Renee identifies other destructive patterns including the C-suite shuffle (where new CEOs

Renee Troughton: How to Navigate Mandatory Deadlines in Scrum Read the full Show Notes and search through the world's largest audio library on Agile and Scrum directly on the Scrum Master Toolbox Podcast website: http://bit.ly/SMTP_ShowNotes. "I said to the CIO at the time, we're not going to hit this. In fact, we'll be... I can actually tell you, we're gonna be 3 weeks late... And he said: ‘Just make it work!’" Renee shares a powerful story from her work on a mandatory legislative compliance project where reality clashed with executive expectations. Working with a team new to Agile, she carefully established velocity over two sprints and projected the delivery timeline. The challenge intensified when sales continued promising bespoke features to clients while the deadline remained fixed. Despite transparently communicating the team would miss the mandatory date by three weeks, leadership demanded she "just make it work" without providing solutions. Renee found herself creating a misleading burn-up cha

BONUS: Consulting is Different—How Consulting Contracts Work Against Agile Development, With Jakob Wolman and Wilko Nienhaus  In this BONUS episode, we explore the critical differences between building software as a consultant versus inside a product company. Jakob Wolman contributed an insightful article to the Global Agile Summit book examining how third-party software development operates under entirely different constraints than in-house product development. Joined by Wilko Nienhaus, CTO of Vaimo, a consulting company in Estonia, we dive into ownership dynamics, misaligned incentives, contracting challenges, and the business pressures that shape consulting—along with practical stories from the field about what really works. The Cobbler's Shoes Problem "I come back to the office from this workshop, and suddenly, with these eyes on looking for improvements in process, I just suddenly am hit by this revelation of why things are so slow here? Why are we working so inefficiently?" Jakob describes

AI Assisted Coding: From Deterministic to AI-Driven—The New Paradigm of Software Development, With Markus Hjort In this BONUS episode, we dive deep into the emerging world of AI-assisted coding with Markus Hjort, CTO of Bitmagic. Markus shares his hands-on experience with what's being called "vibe coding" - a paradigm shift where developers work more like technical product owners, guiding AI agents to produce code while focusing on architecture, design patterns, and overall system quality. This conversation explores not just the tools, but the fundamental changes in how we approach software engineering as a team sport. Defining Vibecoding: More Than Just Autocomplete "I'm specifying the features by prompting, using different kinds of agentic tools. And the agent is producing the code. I will check how it works and glance at the code, but I'm a really technical product owner." Vibecoding represents a spectrum of AI-assisted development approaches. Markus positions himself between pure "vibecoding" (

AI Assisted Coding: Pachinko Coding—What They Don't Tell You About Building Apps with Large Language Models, With Alan Cyment In this BONUS episode, we dive deep into the real-world experience of coding with AI. Our guest, Alan Cyment, brings honest perspectives from the trenches—sharing both the frustrations and breakthroughs of using AI tools for software development. From "Pachinko coding" addiction loops to "Mecha coding" breakthroughs, Alan explores what actually works when building software with large language models. From Thermomix Dreams to Pachinko Reality "I bought into the Thermomix coding promise—describe the whole website and it would spit out the finished product. It was a complete disaster." Alan started his AI coding journey with high expectations, believing he could simply describe a complete application and receive production-ready code. The reality was far different. What he discovered instead was an addictive cycle he calls "Pachinko coding" (Pachinko, aka Slot Machines in J

AI Assisted Coding: Agile Meets AI—How to Code Fast Without Breaking Things, With Llewellyn Falco In this BONUS episode we explore the practice of coding with AI—not just the buzzwords, but the real-world experience. Our guest, Llewellyn Falco, has been learning by doing, exploring the space of AI-assisted coding from the experimental and intuitive—what some call vibecoding—to the more structured world of professional, world-class software engineering. This is a conversation for practitioners who want to understand what's actually happening on the ground when we code with AI. Understanding Vibecoding "You can now program without looking at code. When you're in that space, vibecoding is the word we're using to say, we are programming in a way that does not relate to programming last year." The software development landscape shifted dramatically in early 2025. Vibecoding represents a fundamental change in how we create software—programming without constantly looking at the code itself. This approac

AI Assisted Coding: Beyond AI Code Assistants: How Moldable Development Answers Questions AI Can't With Tudor Girba In this BONUS episode, we explore Moldable Development with Tudor Girba, CEO of feenk.com and creator of the Glamorous Toolkit. We dive into why developers spend over 50% of their time reading code—not because they want to, but because they lack the answers they need. Tudor shares how building contextual tools can transform software development, making systems truly understandable and enabling decisions at the speed of thought. The Hidden System: A Telco's Three-Year Quest "They had a system consisting of five boxes, but they could only enumerate four. If this is your level of awareness about what is reality around you, you have almost no chance of systematically affecting that reality." Tudor opens with a striking case study from a telecommunications company that spent three years and hundreds of person-years trying to optimize a data pipeline. Despite massive effort and executiv

Tom Molenaar: When Product Owners “Eat the Grass” for Their Teams Read the full Show Notes and search through the world's largest audio library on Agile and Scrum directly on the Scrum Master Toolbox Podcast website: http://bit.ly/SMTP_ShowNotes. The Great Product Owner: The Vision Catalyst "This PO had the ability to communicate the vision and enthusiasm about the product, even I felt inspired." Tom describes an exceptional Product Owner who could communicate vision and enthusiasm so effectively that even he, as the Scrum Master, felt inspired about the product. This PO excelled at engaging teams in product discovery techniques, helping them move from merely delivering features to taking outcome responsibility. The PO introduced validation techniques, brought customers directly to the office for interviews, and consistently showed the team the impact of their work, creating a strong connection between engineers and end users. The Bad Product Owner: The Micromanager "This PO was basically managing

Tom Molenaar: Purpose, Process, and People—The Three Pillars of Scrum Master Success Read the full Show Notes and search through the world's largest audio library on Agile and Scrum directly on the Scrum Master Toolbox Podcast website: http://bit.ly/SMTP_ShowNotes. "I always try to ask the team first, what is your problem? Or what is the next step, do you think? Having their input, having my input, bundle it and share it." Tom defines success for Scrum Masters through three essential pillars: purpose (achieving the team's product goals), process (effective Agile practices), and people (team maturity and collaboration). When joining new teams, he uses a structured approach combining observation with surveys to get a 360-degree view of team performance. Rather than immediately implementing his own improvement ideas, Tom prioritizes asking teams what problems they want to solve and finding common ground for a "handshake moment" on what needs to be addressed. Featured Retrospective Format for the Week: C