AI Assisted Coding: Transactional AI Development - Commit, Validate, and Rollback With Sergey Sergyenko

AI Assisted Coding: Transactional AI Development - Commit, Validate, and Rollback With Sergey Sergyenko

AI Assisted Coding: Treating AI Like a Junior Engineer - Onboarding Practices for AI Collaboration

In this special episode, Sergey Sergyenko, CEO of Cybergizer, shares his practical framework for AI-assisted development built on transactional models, Git workflows, and architectural conventions. He explains why treating AI like a junior engineer, keeping commits atomic, and maintaining rollback strategies creates production-ready code rather than just prototypes.

Vibecoding: An Automation Design Instrument

"I would define Vibecoding as an automation design instrument. It's not a tool that can deliver end-to-end solution, but it's like a perfect set of helping hands for a person who knows what they need to do."

Sergey positions vibecoding clearly: it's not magic, it's an automation design tool. The person using it must know what they need to accomplish—AI provides the helping hands to execute that vision faster. This framing sets expectations appropriately: AI speeds up development significantly, but it's not a silver bullet that works without guidance. The more you practice vibecoding, the better you understand its boundaries. Sergey's definition places vibecoding in the evolution of development tools: from scaffolding to co-pilots to agentic coding to vibecoding. Each step increases automation, but the human architect remains essential for providing direction, context, and validation.

Pair Programming with the Machine

"If you treat AI as a junior engineer, it's very easy to adopt it. Ah, okay, maybe we just use the old traditions, how we onboard juniors to the team, and let AI follow this step."

One of Sergey's most practical insights is treating AI like a junior engineer joining your team. This mental model immediately clarifies roles and expectations. You wouldn't let a junior architect your system or write all your tests—so why let AI? Instead, apply existing onboarding practices: pair programming, code reviews, test-driven development, architectural guidance. This approach leverages Extreme Programming practices that have worked for decades. The junior engineer analogy helps teams understand that AI needs mentorship, clear requirements, and frequent validation. Just as you'd provide a junior with frameworks and conventions to follow, you constrain AI with established architectural patterns and framework conventions like Ruby on Rails.

The Transactional Model: Atomic Commits and Rollback

"When you're working with AI, the more atomic commits it delivers, more easy for you to kind of guide and navigate it through the process of development."

Sergey's transactional approach transforms how developers work with AI. Instead of iterating endlessly when something goes wrong, commit frequently with atomic changes, then rollback and restart if validation fails. Each commit should be small, independent, and complete—like a feature flag you can toggle. The commit message includes the prompt sequence used to generate the code and rollback instructions.

This approach makes the Git repository the context manager, not just the AI's memory. When you need to guide AI, you can reference specific commits and their context. This mirrors trunk-based development practices where teams commit directly to master with small, verified changes. The cost of rollback stays minimal because changes are atomic, making this strategy far more efficient than trying to fix broken implementations through iteration.

Context Management: The Weak Point and the Solution

"Managing context and keeping context is one of the weak points of today's coding agents, therefore we need to be very mindful in how we manage that context for the agent."

Context management challenges current AI coding tools—they forget, lose thread, or misinterpret requirements over long sessions. Sergey's solution is embedding context within the commit history itself. Each commit links back to the specific reasoning behind that code: why it was accepted, what iterations it took, and how to undo it if needed. This creates a persistent context trail that survives beyond individual AI sessions. When starting new features, developers can reference previous commits and their context to guide the AI. The transactional model doesn't just provide rollback capability—it creates institutional memory that makes AI progressively more effective as the codebase grows.

TDD 2.0: Humans Write Tests, AI Writes Code

"I would never allow AI to write the test. I would do it by myself. Still, it can write the code."

Sergey is adamant about roles: humans write tests, AI writes implementation code. This inverts traditional TDD slightly—instead of developers writing tests then code, they write tests and AI writes the code to pass them. Tests become executable requirements and prompts. This provides essential guardrails: AI can iterate on implementation until tests pass, but it can't redefine what "passing" means. The tests represent domain knowledge, business requirements, and validation criteria that only humans should control. Sergey envisions multi-agent systems where one agent writes code while another validates with tests, but critically, humans author the original test suite. This TDD 2.0 framework (a talk Sergey gave at the Global Agile Summit) creates a verification mechanism that prevents the biggest anti-pattern: coding without proper validation.

The Two Cardinal Rules: Architecture and Verification

"I would never allow AI to invent architecture. Writing AI agentic coding, Vibecoding, whatever coding—without proper verification and properly setting expectations of what you want to get as a result—that's the main mistake."

Sergey identifies two non-negotiables. First, never let AI invent architecture. Use framework conventions (Rails, etc.) to constrain AI's choices. Leverage existing code generators and scaffolding. Provide explicit architectural guidelines in planning steps. Store iteration-specific instructions where AI can reference them. The framework becomes the guardrails that prevent AI from making structural decisions it's not equipped to make. Second, always verify AI output. Even if you don't want to look at code, you must validate that it meets requirements. This might be through tests, manual review, or automated checks—but skipping verification is the fundamental mistake. These two rules—human-defined architecture and mandatory verification—separate successful AI-assisted development from technical debt generation.

Prototype vs. Production: Two Different Workflows

"When you pair as an architect or a really senior engineer who can implement it by himself, but just wants to save time, you do the pair programming with AI, and the AI kind of ships a draft, and rapid prototype."

Sergey distinguishes clearly between prototype and production development. For MVPs and rapid prototypes, a senior architect pairs with AI to create drafts quickly—this is where speed matters most. For production code, teams add more iterative testing and polishing after AI generates initial implementation. The key is being explicit about which mode you're in. The biggest anti-pattern is treating prototype code as production-ready without the necessary validation and hardening steps. When building production systems, Sergey applies the full transactional model: atomic commits, comprehensive tests, architectural constraints, and rollback strategies. For prototypes, speed takes priority, but the architectural knowledge still comes from humans, not AI.

The Future: AI Literacy as Mandatory

"Being a software engineer and trying to get a new job, it's gonna be a mandatory requirement for you to understand how to use AI for coding. So it's not enough to just be a good engineer."

Sergey sees AI-assisted coding literacy becoming as fundamental as Git proficiency. Future engineering jobs will require demonstrating effective AI collaboration, not just traditional coding skills. We're reaching good performance levels with AI models—now the challenge is learning to use them efficiently. This means frameworks and standardized patterns for AI-assisted development will emerge and consolidate. Approaches like AAID, SpecKit, and others represent early attempts to create these patterns. Sergey expects architectural patterns for AI-assisted development to standardize, similar to how design patterns emerged in object-oriented programming. The human remains the bottleneck—for domain knowledge, business requirements, and architectural guidance—but the implementation mechanics shift heavily toward AI collaboration.

Resources for Practitioners

"We are reaching a good performance level of AI models, and now we need to guide it to make it impactful. It's a great tool, now we need to understand how to make it impactful."

Sergey recommends Obie Fernandez's work on "Patterns of Application Development Using AI," particularly valuable for Ruby and Rails developers but applicable broadly. He references Andrey Karpathy's original vibecoding post and emphasizes Extreme Programming practices as foundational. The tools he uses—Cursor and Claude Code—support custom planning steps and context management. But more important than tools is the mindset: we have powerful AI capabilities now, and the focus must shift to efficient usage patterns. This means experimenting with workflows, documenting what works, and sharing patterns with the community. Sergey himself shares case studies on LinkedIn and travels extensively speaking about these approaches, contributing to the collective learning happening in real-time.

About Sergey Sergyenko

Sergey is the CEO of Cybergizer, a dynamic software development agency with offices in Vilnius, Lithuania. Specializing in MVPs with zero cash requirements, Cybergizer offers top-tier CTO services and startup teams. Their tech stack includes Ruby, Rails, Elixir, and ReactJS.

Sergey was also a featured speaker at the Global Agile Summit, and you can find his talk available in your membership area. If you are not a member don't worry, you can get the 1-month trial and watch the whole conference. You can cancel at any time.

You can link with Sergey Sergyenko on LinkedIn.

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When Enthusiasm Became Interference—Learning to Listen as a Scrum Master | Darryl Wright

When Enthusiasm Became Interference—Learning to Listen as a Scrum Master | Darryl Wright

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 to come up with ideas or take ownership of a problem." They introduced him to WAIT—Why Am I Talking?—an acronym that would fundamentally shift his coaching approach. This simple tool forced Darryl to pause before speaking and examine his motivations. Was he trying to prove himself? Did he think he knew better? Or was this genuinely the right moment to contribute? As he practiced this technique, Darryl discovered something profound: when he held space and waited, others would eventually step forward with insights and solutions. The concept of "small enough to try, safe enough to fail" became his framework for deciding when to intervene. Not every moment requires a Scrum Master to step in—sometimes the most powerful coaching happens in silence. By developing better skills in active listening and learning to hold space for others, Darryl transformed from someone who provided all the answers into someone who created the conditions for shared leadership to emerge. In this episode, we refer to David Marquet's episodes on the podcast for practical techniques on holding space and enabling leadership in others. Self-reflection Question: When was the last time you caught yourself jumping in with a solution before giving your team space to discover it themselves? What would happen if you waited just five more minutes? [The Scrum Master Toolbox Podcast Recommends] 🔥In the ruthless world of fintech, success isn't just about innovation—it's about coaching!🔥 Angela thought she was just there to coach a team. But now, she's caught in the middle of a corporate espionage drama that could make or break the future of digital banking. Can she help the team regain their mojo and outwit their rivals, or will the competition crush their ambitions? As alliances shift and the pressure builds, one thing becomes clear: this isn't just about the product—it's about the people. 🚨 Will Angela's coaching be enough? Find out in Shift: From Product to People—the gripping story of high-stakes innovation and corporate intrigue. Buy Now on Amazon [The Scrum Master Toolbox Podcast Recommends] About Darryl Wright Darryl is an Agile Coach and Instructor dedicated to helping organisations and leaders be both successful and humane. He has over two decades in IT delivery and business leadership, he champions Agile ways of working to create thriving workplaces where people are happy, productive, and deliver products customers truly love. You can link with Darryl Wright on LinkedIn, and visit Darryl's website at www.organa.com.au.

27 Loka 13min

How to Coach POs Who Treat Developers Like Mindless Robots | Alex Sloley

How to Coach POs Who Treat Developers Like Mindless Robots | Alex Sloley

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 came the first Sprint Review, and everything changed. For the first time in her career, she saw working product delivered in just two weeks that she could actually touch, see, and use. Her head exploded with possibility. Even though it didn't have everything and wasn't perfect, it was remarkably good. That moment flipped a switch—she became fully engaged and transformed into a champion for Agile adoption, not just for the team but for the entire company. Alex reflects that she embodied all five Scrum values: focus (trusting the team's capacity), commitment (attending and engaging in all events), openness (giving the new approach a chance), respect (giving the team space to succeed), and courage (championing an unfamiliar process). The breakthrough wasn't about product ownership techniques—it was about creating an experience that reinforced Scrum values, allowing her to see the potential of a bright new future. Self-reflection Question: What practices, techniques, or processes can you implement that will naturally and automatically build the five Scrum values in your Product Owner? The Bad Product Owner: When Control Becomes Domination 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 basically just owned the team. The developers on the team might as well have been mindless robots, because they were being assigned all the work, told how much work they could do in a sprint, what the work was." - Alex Sloley In 2018, while working with five interconnected Product Owners, Alex observed a Sprint Planning session that revealed a severe anti-pattern. One Product Owner completely controlled everything, telling the team exactly what work they would take into the Sprint, assigning specific work to specific people by name, and dictating precisely how they would implement solutions down to technical details like which functions and APIs to use. The developers were reduced to helpless executors with no autonomy, while the Scrum Master sat powerless in the corner. Alex wondered what caused this dynamic—was the PO a former project manager? Had the team broken trust in the past? What emotional baggage or trauma led to this situation? His approach started with building trust through coffee meetings and informal conversations, crucially viewing the PO not as the problem but as someone facing their own impediment. He reframed the challenge as solving the Product Owner's problem rather than fixing the Product Owner. When he asked, "Why do you have to do all this? Can't you trust the team?" and suggested the PO could relax if they delegated, the response was surprisingly positive. The PO was willing to step back once given permission and assurance. Alex's key lesson: think strategically about how to build trust and who needs to build trust with whom. Sometimes the person who appears to be creating problems is actually struggling under their own burden. Self-reflection Question: When you encounter a controlling Product Owner, do you approach the situation as "fixing" the PO or as "solving the PO's problem"? How might this reframe change your coaching strategy? [The Scrum Master Toolbox Podcast Recommends] 🔥In the ruthless world of fintech, success isn't just about innovation—it's about coaching!🔥 Angela thought she was just there to coach a team. But now, she's caught in the middle of a corporate espionage drama that could make or break the future of digital banking. Can she help the team regain their mojo and outwit their rivals, or will the competition crush their ambitions? As alliances shift and the pressure builds, one thing becomes clear: this isn't just about the product—it's about the people. 🚨 Will Angela's coaching be enough? Find out in Shift: From Product to People—the gripping story of high-stakes innovation and corporate intrigue. Buy Now on Amazon [The Scrum Master Toolbox Podcast Recommends] About Alex Sloley Alex believes that a great Scrum Master can have a long and lasting impact on people and teams. He is a global agile and product management evangelist, author of The Agile Community, and frequent international speaker. A former Microsoft leader with 15 years' experience, he now trains, coaches, and drives transformations worldwide. Certified across Scrum, ICAgile, and Kanban, Alex energizes communities, guides leaders, and—yes—enjoys good beer. You can link with Alex Sloley on LinkedIn. Website: alexsloley.com Book: The Agile Community (available on Amazon)

24 Loka 16min

Why Sticky Notes Are Your Visualization Superpower in Retrospectives | Alex Sloley

Why Sticky Notes Are Your Visualization Superpower in Retrospectives | Alex Sloley

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 success. The key insight is that success isn't always measurable in traditional ways, but successful Scrum Masters develop an intuition for sensing when their work is making a meaningful difference. Self-reflection Question: Can you articulate the "vibe" or "smell" of your current team or organization? What specific indicators tell you whether your Scrum Master work is truly making an impact beyond the metrics? Featured Retrospective Format for the Week: Sticky Notes for Everything Alex champions any retrospective format that includes sticky notes, calling them a "visualization superpower." With sticky notes, teams can visualize anything—the good, the bad, improvements, options, possibilities, and even metrics. They make information transparent, which is critical for the inspect-and-adapt cycle that forms the heart of Scrum. Alex emphasizes being strategic about visualization: identify a challenge, figure out how to make it visual, and then create experiments around that visualization. Once something becomes visible, magic happens because the team can see patterns they've never noticed before. You can use different sizes, colors, and positions to visualize constraints in the system, including interruptions, unplanned work, blocker clustering, impediments, and flow. This approach works not just in retrospectives but in planning, reviews, and daily scrums. The key principle is that you must have transparency in order to inspect, and you must inspect to adapt. Alex's practical advice: be strategic about what you choose to visualize, involve the team in determining how to make challenges visible, and watch as the transparency naturally leads to insights and improvement ideas. [The Scrum Master Toolbox Podcast Recommends] 🔥In the ruthless world of fintech, success isn't just about innovation—it's about coaching!🔥 Angela thought she was just there to coach a team. But now, she's caught in the middle of a corporate espionage drama that could make or break the future of digital banking. Can she help the team regain their mojo and outwit their rivals, or will the competition crush their ambitions? As alliances shift and the pressure builds, one thing becomes clear: this isn't just about the product—it's about the people. 🚨 Will Angela's coaching be enough? Find out in Shift: From Product to People—the gripping story of high-stakes innovation and corporate intrigue. Buy Now on Amazon [The Scrum Master Toolbox Podcast Recommends] About Alex Sloley Alex believes that a great Scrum Master can have a long and lasting impact on people and teams. He is a global agile and product management evangelist, author of The Agile Community, and frequent international speaker. A former Microsoft leader with 15 years' experience, he now trains, coaches, and drives transformations worldwide. Certified across Scrum, ICAgile, and Kanban, Alex energizes communities, guides leaders, and—yes—enjoys good beer. You can link with Alex Sloley on LinkedIn.

23 Loka 13min

Coaching Teams Trapped Between Agile Aspirations and Organizational Control | Alex Sloley

Coaching Teams Trapped Between Agile Aspirations and Organizational Control | Alex Sloley

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 team has been with the organization for six months or less, making it comfortable to simply defer to authority and follow organizational rules. Through coaching conversation, Alex explores whether the team might be falling into learned helplessness or simply finding comfort in being told what to do—both positions that avoid accountability. His experimental approach includes designing retrospective questions to help the team reflect on what they believe they're empowered to do versus what management dictates, and potentially using delegation cards to facilitate conversations about decision-making authority. Alex's key insight is recognizing that teams may step back from empowerment either out of fear or comfort, and identifying which dynamic is at play requires careful, small experiments that create safe spaces for honest dialogue. Self-reflection Question: When your team defers to organizational authority, are they operating from learned helplessness, comfort in avoiding accountability, or genuine respect for hierarchy? How can you design experiments to uncover the real dynamic at play? [The Scrum Master Toolbox Podcast Recommends] 🔥In the ruthless world of fintech, success isn't just about innovation—it's about coaching!🔥 Angela thought she was just there to coach a team. But now, she's caught in the middle of a corporate espionage drama that could make or break the future of digital banking. Can she help the team regain their mojo and outwit their rivals, or will the competition crush their ambitions? As alliances shift and the pressure builds, one thing becomes clear: this isn't just about the product—it's about the people. 🚨 Will Angela's coaching be enough? Find out in Shift: From Product to People—the gripping story of high-stakes innovation and corporate intrigue. Buy Now on Amazon [The Scrum Master Toolbox Podcast Recommends] About Alex Sloley Alex believes that a great Scrum Master can have a long and lasting impact on people and teams. He is a global agile and product management evangelist, author of The Agile Community, and frequent international speaker. A former Microsoft leader with 15 years' experience, he now trains, coaches, and drives transformations worldwide. Certified across Scrum, ICAgile, and Kanban, Alex energizes communities, guides leaders, and—yes—enjoys good beer. You can link with Alex Sloley on LinkedIn.

22 Loka 14min

When Toxic Leadership Creates Teams That Self-Destruct | Alex Sloley

When Toxic Leadership Creates Teams That Self-Destruct | Alex Sloley

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 and attempting to introduce Scrum values, Alex ultimately concluded that management was encouraging this behavior as a control mechanism. The organization lacked trust in the team, creating learned helplessness where team members became submissive and unable to resist. Sometimes, the most important lesson for a Scrum Master is recognizing when a system is too toxic to change and having the courage to walk away. Alex emphasizes that respect—one of the core Scrum values—was completely absent, making any meaningful transformation impossible. In this segment, we talk about "learned helplessness". Self-reflection Question: How do you recognize when a toxic environment is being actively encouraged by the system rather than caused by individual behavior? What are the signs that it's time to exit rather than continue fighting? Featured Book of the Week: The Goal by Eliyahu M. Goldratt Alex describes his complex relationship with The Goal by Goldratt—it both inspires and worries him. He struggles with the text because the concepts are so deep and meaningful that he's never quite sure he's fully understood everything Goldratt was trying to convey. The book was difficult to read, taking him four times longer than other agile-related books, and he had to reread entire sections multiple times. Despite the challenge, the concepts around Theory of Constraints and systems thinking have stayed with him for years. Alex worries late at night that he might have missed something important in the book. He also mentions reading The Scrum Guide at least once a week, finding new tidbits each time and reflecting on why specific segments say what they say. Both books share a common thread—the text that isn't in the text—requiring readers to dig deeper into the underlying principles and meanings rather than just the surface content. [The Scrum Master Toolbox Podcast Recommends] 🔥In the ruthless world of fintech, success isn't just about innovation—it's about coaching!🔥 Angela thought she was just there to coach a team. But now, she's caught in the middle of a corporate espionage drama that could make or break the future of digital banking. Can she help the team regain their mojo and outwit their rivals, or will the competition crush their ambitions? As alliances shift and the pressure builds, one thing becomes clear: this isn't just about the product—it's about the people. 🚨 Will Angela's coaching be enough? Find out in Shift: From Product to People—the gripping story of high-stakes innovation and corporate intrigue. Buy Now on Amazon [The Scrum Master Toolbox Podcast Recommends] About Alex Sloley Alex believes that a great Scrum Master can have a long and lasting impact on people and teams. He is a global agile and product management evangelist, author of The Agile Community, and frequent international speaker. A former Microsoft leader with 15 years' experience, he now trains, coaches, and drives transformations worldwide. Certified across Scrum, ICAgile, and Kanban, Alex energizes communities, guides leaders, and—yes—enjoys good beer. You can link with Alex Sloley on LinkedIn.

21 Loka 15min

The Sprint Planning That Wouldn't End - A Timeboxing Failure | Alex Sloley

The Sprint Planning That Wouldn't End - A Timeboxing Failure | Alex Sloley

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. Alex emphasizes that timeboxing isn't just about keeping meetings short—it's about limiting work in process and maintaining focus. His practical tip: use visible timers to train yourself and your teams to respect timeboxes. This mindset shift from controlling scope to respecting time remains one of the most important lessons for Scrum Masters. Self-reflection Question: How often do you prioritize completing a planned agenda over respecting the timebox? What message does this send to your team about the values you're reinforcing? [The Scrum Master Toolbox Podcast Recommends] 🔥In the ruthless world of fintech, success isn't just about innovation—it's about coaching!🔥 Angela thought she was just there to coach a team. But now, she's caught in the middle of a corporate espionage drama that could make or break the future of digital banking. Can she help the team regain their mojo and outwit their rivals, or will the competition crush their ambitions? As alliances shift and the pressure builds, one thing becomes clear: this isn't just about the product—it's about the people. 🚨 Will Angela's coaching be enough? Find out in Shift: From Product to People—the gripping story of high-stakes innovation and corporate intrigue. Buy Now on Amazon [The Scrum Master Toolbox Podcast Recommends] About Alex Sloley Alex believes that a great Scrum Master can have a long and lasting impact on people and teams. He is a global agile and product management evangelist, author of The Agile Community, and frequent international speaker. A former Microsoft leader with 15 years' experience, he now trains, coaches, and drives transformations worldwide. Certified across Scrum, ICAgile, and Kanban, Alex energizes communities, guides leaders, and—yes—enjoys good beer. You can link with Alex Sloley on LinkedIn.

20 Loka 16min

BONUS: The Evolution of Agile - From Project Management to Adaptive Intelligence | Mario Aiello

BONUS: The Evolution of Agile - From Project Management to Adaptive Intelligence | Mario Aiello

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 firmly planted in traditional project management. Working in Palo Alto, he encountered early adopters discussing Extreme Programming and had an "aha moment" - realizing that concepts like short iterations, feedback loops, and learning could rescue him from the unsustainable madness of traditional project management. He began incorporating these ideas into his work with PRINCE2, calling stages "iterations" and making them as short as possible. His simple agile approach focused on: work on the most important thing first, finish it, then move to the next one, cooperate with each other, and continuously improve. The Trajectory of Agile: From Values to Mechanisms "When the craze of methodologies came about, I started questioning the commercialization and monetization of methodologies. That's where things started to get a little bit complicated because the general focus drifted from values and principles to mechanisms and metrics." Mario describes witnessing three distinct phases in Agile's evolution. The early days were authentic - software developers speaking from the heart about genuine needs for new ways of working. The Agile Manifesto put important truths in front of everyone. However, as methodologies became commercialized, the focus shifted dangerously away from the core values and principles toward prescriptive mechanisms, metrics, and ceremonies. Mario emphasizes that when you focus on values and principles, you discover the purpose behind changing your ways of working. When you focus only on mechanics, you end up just doing things without real purpose - and that's when Agile became a noun, with people trying to "be agile" instead of achieving agility. He's clear that he's not against methodologies like Scrum, XP, SAFe, or LeSS - but rather against their mindless application without understanding the essence behind them. Making Sense Before Methodology: The Four-Fit Framework "Agile for me has to be fit for purpose, fit for context, fit for practice, and I even include a fourth dimension - fit for improvement." Rather than jumping straight to methodology selection, Mario advocates for a sense-making approach. First, understand your purpose - why do you want Agile? Then examine your context - where do you live, how does your company work? Only after making sense of the gap between your current state and where the values and principles suggest you should be, should you choose a methodology. This might mean Scrum for complex environments, or perhaps a flow-based approach for more predictable work, or creating your own hybrid. The key insight is that anyone who understands Agile's principles and values is free to create their own approach - it's fundamentally about plan, do, inspect, and adapt. Learning Through Failure: Context is Paramount "I failed more often than I won. That teaches you - being brave enough to say I failed, I learned, I move on because I'm going to use it better next time." Mario shares pivotal learning moments from his career, including an early attempt to "agilize PRINCE2" in a command-and-control startup environment. While not an ultimate success, this battle taught him that context is paramount and cannot be ignored. You must start by understanding how things are done today - identifying what's good (keep doing it), what's bad (try to improve it), and what's ugly (eradicate it to the extent possible). This lesson shaped his next engagement at a 300-person organization, where he spent nearly five months preparing the organizational context before even introducing Scrum. He started with "simple agile" practices, then took a systems approach to the entire delivery system. A Systems Approach: From Idea to Cash "From the moment sales and marketing people get brilliant ideas they want built, until the team delivers them into production and supports them - all that is a system. You cannot have different parts finger-pointing." Mario challenges the common narrow view of software development systems. Rather than focusing only on prioritization, development, and testing, he advocates for considering everything that influences delivery - from conception through to cash. His approach involved reorganizing an entire office floor, moving away from functional silos (sales here, marketing there, development over there) to value stream-based organization around products. Everyone involved in making work happen, including security, sales, product design, and client understanding, is part of the system. In one transformation, he shifted security from being gatekeepers at the end of the line to strategic partners from day one, embedding security throughout the entire value stream. This comprehensive systems thinking happened before formal Scrum training began. Beyond the Job Description: What Can an Agile Coach Really Do? "I said to some people, I'm not a coach. I'm just somebody that happens to have experience. How can I give something that can help and maybe influence the system?" Mario admits he doesn't qualify as a coach by traditional standards - he has no formal coaching qualifications. His coaching approach comes from decades of Rugby experience and focuses on establishing relationships with teams, understanding where they're going, and helping them make sense of their path forward. He emphasizes adaptive intelligence - the probe, sense, respond cycle. Rather than trying to change everything at once and capsizing the boat, he advocates for challenging one behavior at a time, starting with the most important, encouraging adaptation, and probing quickly to check for impact of specific changes. His role became inviting people to think outside the box, beyond the rigidity of their training and certifications, helping individuals and teams who could then influence the broader system even when organizational change seemed impossible. The Future: Adaptive Intelligence and Making Room for Agile "I'm using a lot of adaptive intelligence these days - probe, sense, respond, learn and adapt. That sequence will take people places." Looking ahead, Mario believes the valuable core of Agile - its values and principles - will remain, but the way we apply them must evolve. He advocates for adaptive intelligence approaches that emphasize sense-making and continuous learning rather than rigid adherence to frameworks. As he enters retirement, Mario is determined to make room for Agile in his new life, seeking ways to give back to the community through his blog, his new Substack "Adaptive Ways," and by inviting others to think differently. He's exploring a "pay as you wish" approach to sharing his experience, recognizing that while he may not be a traditional coach or social media expert, his decades of real-world experience - with its failures and successes - holds value for those still navigating the complexity of organizational change. About Mario Aiello Retired from full-time work, Mario is an agility thinker shaped by real-world complexity, not dogma. With decades in VUCA environments, he blends strategic clarity, emotional intelligence, and creative resilience. He designs context-driven agility, guiding teams and leaders beyond frameworks toward genuine value, adaptive systems, and meaningful transformation. You can link with Mario Aiello on LinkedIn, visit his website at Agile Ways.

18 Loka 43min

Analytics From Day One and Four Other Principles of Great POs | Renee Troughton

Analytics From Day One and Four Other Principles of Great POs | Renee Troughton

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 excellence looks like, and struggling with extreme time poverty. Product ownership is one of the hardest roles from a time perspective—dealing with legislative requirements, compliance, risk, fail-and-fix work, and constant incoming demands. Drowning in day-to-day urgency, they lack breathing space for strategic thinking. These POs also struggle with vulnerability, feeling they should have all answers as leaders, making it difficult to admit knowledge gaps. Without organizational safety to fail, they can't demonstrate the confidence balanced with humility needed to test hypotheses and potentially be wrong. The result is building the wrong thing faster, without empowering teams or creating real value. Self-reflection Question: Are you managing your Product Owners' workload and supporting their strategic thinking time, or are you allowing them to drown in tactical work that prevents them from truly leading their products? The Great Product Owner: Analytics from Day One and Market Awareness "They really iterated, I think, 5 key principles quite consistently... the one thing that did really shape my thinking at that time was... Analytics from day one." Renee celebrates a Chief Product Owner who led 13 teams with extraordinary effectiveness. This PO consistently communicated five key principles, with "analytics from day one" being paramount—emphasizing the critical need to know immediately if new features work and understanding customer behavior from launch. This PO demonstrated deep market awareness, regularly spending time in Silicon Valley, understanding innovation trends and where the industry was heading. They maintained a clear product vision and could powerfully sell the dream to stakeholders. Perhaps most impressively, they brought urgency during a competitive "space race" situation when a former leader left with intellectual property to build a competing product. Despite this pressure, they never allowed compromise on quality—rallying teams with mission and purpose while maintaining standards. This combination of strategic vision, market knowledge, data-driven decision-making, and balanced urgency created an environment where teams delivered excellence under competitive pressure. [The Scrum Master Toolbox Podcast Recommends] 🔥In the ruthless world of fintech, success isn't just about innovation—it's about coaching!🔥 Angela thought she was just there to coach a team. But now, she's caught in the middle of a corporate espionage drama that could make or break the future of digital banking. Can she help the team regain their mojo and outwit their rivals, or will the competition crush their ambitions? As alliances shift and the pressure builds, one thing becomes clear: this isn't just about the product—it's about the people. 🚨 Will Angela's coaching be enough? Find out in Shift: From Product to People—the gripping story of high-stakes innovation and corporate intrigue. Buy Now on Amazon [The Scrum Master Toolbox Podcast Recommends] About Renee Troughton Renee is one of the most experienced Agile coaches in the Southern Hemisphere with over two decades of transformation experience across banking, insurance, pharma, and real estate. Since 2002, she's helped organizations go digital, tackle systemic issues, and deliver value faster. Passionate about cutting bureaucracy, Renee champions a return to humanity at work. Follow Renee's work at AgileForest.com, her website as well as her work on the Agile Revolution podcast. You can link with Renee Troughton on LinkedIn.

17 Loka 14min

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