No matter how many courses you attend, there are things that, as a Scrum Masters, you only really learn the important lessons on the field. Doing the work.
One of the reasons I don’t think certification courses are enough for Scrum Masters that certifications courses very often focus on the rules and regulations of the job,but not on the problems, the hardships and the obstacles we face, day-in, day-out when we try to do a good work as a Scrum Master.
So, what can we do when courses aren’t enough? Read on!
In this BONUS episode, we explore what AI changes for software leaders, and what it leaves firmly in human hands. Mateo Bervejillo, CEO of Xseed Solutions and author of Back to Basics, brings the view of a manager of managers: AI can help us process information faster, but leadership still happens through clarity, judgment, and relationships.
From Attorney to Software CEO: Clarity as a Leadership Skill
“What are we building? Why are we building it? What’s the benefit for the client? What’s the business value?”
Mateo started his career as an attorney, then moved through operations, vendor management, business development, and finally into software company leadership. That path gave him an unusual advantage in technology: an obsession with clear definitions.
In law, unclear scope creates risk. In software, unclear scope creates waste, frustration, and products that miss the point. For Mateo, leadership starts before execution, with crisp answers to simple questions: what problem are we solving, why does it matter, and what would success look like?
AI Removes Busywork, But It Does Not Replace Leadership
The Great Product Owner: Listening, Investing, and Learning With the Team
“A great product owner is not the person with all the answers. It is the person who creates access to the right evidence.” – Oluyomi Emmanuel
Oluyomi shares the example of a Product Owner whose strongest habit was asking the team for feedback, listening without defending himself, and then acting on what he heard. In one sprint review, the team looked at internal metrics and raised a difficult concern: they were completing work, but it did not always seem closely connected to what customers needed.
The Product Owner could have defended the roadmap or blamed incomplete metrics. Instead, he treated the feedback as evidence worth investigating. He secured a training budget and enrolled both himself and the whole team in behavior-driven development training. More importantly, the training did not remain a certificate exercise.
The Product Owner joined the learning and helped bring BDD practices into refinement, stakeholder conversations, and interviews. The team’s conversations moved from abstract requirements to specific situations and expected outcomes. Hidden assumptions became visible earlier, and the team could challenge unclear requirements constructively before implementation began.
Self-reflection Question: How does your Product Owner show the team that feedback changes real behavior?
The Bad Product Owner: The Absent Product Owner as a Role Design Problem
“An absent product owner is often not an individual time management problem. It is usually a role design problem.” – Oluyomi Emmanuel
Oluyomi also describes the absent Product Owner anti-pattern. In his example, the Product Owner was not careless or uninterested. The structural problem was that the same person was both Product Owner and line manager, so the Product Owner role kept being squeezed into whatever time remained. Epics existed, but the team lacked enough context to refine them.
Questions accumulated, refinement became a place to discover missing information, and important decisions waited for someone who was rarely available. Oluyomi first asked for more Product Owner availability, but that did not change the system because the competing responsibilities remained. He then created a stakeholder map for the major areas of work: who had the business problem, who owned the desired outcome, who had specialist knowledge, and who would be affected by the change.
Inviting relevant stakeholders into refinement gave developers direct access to context. The lesson was not to remove product ownership, but to stop making the Product Owner the only messenger between the team and every stakeholder.
Self-reflection Question: Are you compensating for an unavailable Product Owner in a way that keeps the real organizational design problem hidden?
Transform Your Agile Teams with Hard-Earned Lessons from Super-Experienced Scrum Masters
Do you wish you had decades of experience? Learn from the Best Scrum Masters In The World, Today!The Tips from the Trenches – Scrum Master edition audiobook includes hours of audio interviews with SM’s that have decades of experience: from Mike Cohn to Linda Rising, Christopher Avery, and many more. Super-experienced Scrum Masters share their hard-earned lessons with you. Learn those today, make your teams awesome!
About Oluyomi Emmanuel
Oluyomi is a Scrum Master, Agile Coach, and Product Lead with over seven years of experience helping teams work better and deliver meaningful digital products. Having worked across energy, consumer platforms, and fintech, he is passionate about building high-performing teams, creating clarity, and turning Agile principles into real business and customer value.
“Success is when the team increases its capacity to notice, discuss, and solve the problems that stand between them and meaningful outcomes.” – Oluyomi Emmanuel
Oluyomi’s definition of Scrum Master success has changed over time. Today, he measures success by the team’s growing ability to notice, discuss, and solve the problems that stand between them and meaningful outcomes. One practical signal is when someone in the team says or does something he would previously have needed to prompt: a developer challenges an unclear requirement, a tester raises a risk before anyone asks, or a team member names a problem directly. Oluyomi calls the strongest indicator “constructive independence.”
That does not mean the team no longer needs support. It means the team’s mental model has matured enough that people act earlier, with more ownership and less dependency. To keep himself accountable, Oluyomi runs a small personal retrospective at the end of each workday. He starts the day with a few things he wants to measure himself by, then later uses Copilot as a reflection partner to compare intention with action.
Vasco notes that this is one useful way AI tools can help Scrum Masters maintain the discipline of reflection without relying only on memory.
Self-reflection Question: What would tell you that your team is becoming constructively independent?
Featured Retrospective Format for the Week: True or False Statements
Oluyomi does not pick a retrospective format before understanding the sprint. He watches patterns during the iteration: how work waits, how conflict is handled, whether decisions are revisited, and whether people ask for help early. One format he often uses is a set of true-or-false statements about the sprint and collaboration. For example: “We finished work before starting more work” or “We asked for help early enough during the sprint.”
Team members vote silently first, either on a Miro board or with physical cards. The value is not the majority answer. The value appears when different people interpret the same sprint differently. Instead of asking who is right, Oluyomi asks what each group observed that led to its answer.
Transform Your Agile Teams with Hard-Earned Lessons from Super-Experienced Scrum Masters
Do you wish you had decades of experience? Learn from the Best Scrum Masters In The World, Today!The Tips from the Trenches – Scrum Master edition audiobook includes hours of audio interviews with SM’s that have decades of experience: from Mike Cohn to Linda Rising, Christopher Avery, and many more. Super-experienced Scrum Masters share their hard-earned lessons with you. Learn those today, make your teams awesome!
About Oluyomi Emmanuel
Oluyomi is a Scrum Master, Agile Coach, and Product Lead with over seven years of experience helping teams work better and deliver meaningful digital products. Having worked across energy, consumer platforms, and fintech, he is passionate about building high-performing teams, creating clarity, and turning Agile principles into real business and customer value.
“Transparency is not created by displaying more information. Transparency is created when people share enough meaning to interpret that information in the same way.” – Oluyomi Emmanuel
Oluyomi’s current challenge is helping an organization create end-to-end visibility and ownership across several value streams without turning the solution into another layer of administration.
At first, the problem looked like a Jira hierarchy issue: initiatives, epics, stories, and tasks needed shared definitions. But the conversations exposed something deeper. Different groups used the same work item names to mean different things, and those differences made prioritization, dependency management, coordination, and reporting harder. Together with a colleague, Oluyomi framed the work as alignment experiments instead of a large rollout.
One workshop asked what makes an initiative different from an epic, what information must exist before work moves forward, and when the next level of work should be created. The biggest tension was ownership, not terminology. A second experiment, a cross-value-stream visibility session, used real initiatives to expose overlapping work, unclear ownership, and weak links to outcomes.
Vasco then pushed the conversation toward intake: perhaps the problem was not only shared meaning, but the absence of a single view of what the organization needs to do. Oluyomi’s next experiment is linking initiatives to quarterly goals and OKRs to see what really deserves attention.
Self-reflection Question: Does your organization have one visible list of important work, or many competing lists with unclear ownership?
Transform Your Agile Teams with Hard-Earned Lessons from Super-Experienced Scrum Masters
Do you wish you had decades of experience? Learn from the Best Scrum Masters In The World, Today!The Tips from the Trenches – Scrum Master edition audiobook includes hours of audio interviews with SM’s that have decades of experience: from Mike Cohn to Linda Rising, Christopher Avery, and many more. Super-experienced Scrum Masters share their hard-earned lessons with you. Learn those today, make your teams awesome!
About Oluyomi Emmanuel
Oluyomi is a Scrum Master, Agile Coach, and Product Lead with over seven years of experience helping teams work better and deliver meaningful digital products. Having worked across energy, consumer platforms, and fintech, he is passionate about building high-performing teams, creating clarity, and turning Agile principles into real business and customer value.
“We shifted their thinking from my task to our work.” – Oluyomi Emmanuel
Oluyomi describes a destructive pattern many Scrum Masters will recognize: local responsibility inside a supposedly shared team. The team looked collaborative during Scrum events, but once the meetings ended, developers, testers, and reviewers behaved like separate specialists. Developers finished coding and moved on. Testers waited for the right context or environment. Pull requests sat in review.
Everyone looked busy, and everyone could explain their own behavior, but work was not reaching Done. The board already showed the queues, yet visibility alone did not change behavior because the team still spoke in individual language: “my development is finished,” “testing belongs to QA,” and “my task is done.” The change started in a retrospective, where the team stopped asking who caused the delay and began asking where work stopped flowing.
They tested small experiments: swarming around items waiting in testing, reviewing aging work together, and avoiding new starts when existing work needed help. The daily standup became a place to ask a better question: what does this item still need before value can be delivered?
Self-reflection Question: What language in your daily standup reinforces “my task” instead of “our work”?
Featured Book of the Week: Handbook of Facilitative Leadership by Pepe Nummi
Oluyomi recommends Handbook of Facilitative Leadership: Concrete Ways to Boost Performance by Pepe Nummi. The book helped him see that leadership is not always about having the strongest opinion or offering the solution. Sometimes leadership means designing the process through which a group can think, contribute, decide, and take ownership together.
For Scrum Masters, that distinction matters because the people in the room often already have the knowledge needed to solve the problem. The knowledge is just distributed across the team. Facilitative leadership helps bring that knowledge into the open.
Transform Your Agile Teams with Hard-Earned Lessons from Super-Experienced Scrum Masters
Do you wish you had decades of experience? Learn from the Best Scrum Masters In The World, Today!The Tips from the Trenches – Scrum Master edition audiobook includes hours of audio interviews with SM’s that have decades of experience: from Mike Cohn to Linda Rising, Christopher Avery, and many more. Super-experienced Scrum Masters share their hard-earned lessons with you. Learn those today, make your teams awesome!
About Oluyomi Emmanuel
Oluyomi is a Scrum Master, Agile Coach, and Product Lead with over seven years of experience helping teams work better and deliver meaningful digital products. Having worked across energy, consumer platforms, and fintech, he is passionate about building high-performing teams, creating clarity, and turning Agile principles into real business and customer value.
Enter e-mail to download a clickable PO Cheat Sheet
This handy Coach Your PO cheat-sheet includes questions to help you define the problem, and links to handy, easy techniques to help you coach your Product Owner
Enter e-mail to download a clickable PO Cheat Sheet
This handy Coach Your PO cheat-sheet includes questions to help you define the problem, and links to handy, easy techniques to help you coach your Product Owner
Enter e-mail to download a checklist to help your PO manage their time
This simple checklist and calendar handout, with a coaching article will help you define the minimum enagement your PO must have with the team
Enter e-mail to download a checklist to help your PO manage their time
This simple checklist and calendar handout, with a coaching article will help you define the minimum enagement your PO must have with the team
Internal Conference
Checklist
Internal Conference
Checklist
Download a detailed How-To to help measure success for your team
Motivate your team with the right metrics, and the right way to visualize and track them. Marcus presents a detailed How-To document based on his experience at The Bungsu Hospital
Download a detailed How-To to help measure success for your team
Read about Visualization and
TRANSFORM
The way your team works
A moving story of how work at the Bungsu Hospital was transformed by a simple tool that you can use to help your team.
Read about Visualization and
TRANSFORM
The way your team works
Overcome Team Resistance and Gain Leadership Buy-In
Discover practical, real-world solutions from leading Agile practitioners. Download three free chapters from 'Tips from the Trenches Scrum Master Edition' and start transforming your Agile practices today!
Overcome Team Resistance and Gain Leadership Buy-In
Discover practical, real-world solutions from leading Agile practitioners. Access three free chapters from 'Tips from the Trenches Scrum Master Edition' and start transforming your Agile practices today!
Overcome Team Resistance and Gain Leadership Buy-In
Discover practical, real-world solutions from leading Agile practitioners.
Download three free chapters from 'Tips from the Trenches Scrum Master Edition' and start transforming your Agile practices today!
FREE! Audiobook Chapters: Overcome Team Resistance and Gain Leadership Buy-In
Download three free chapters from 'Tips from the Trenches Scrum Master Edition' and start transforming your Agile practices today!
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No matter how many courses you attend, there are things that, as a Scrum Masters, you only really learn the important lessons on the field. Doing the work.
Do you wish you had decades of experience? Learn from the Best Scrum Masters In The World, Today! 
Oluyomi is a Scrum Master, Agile Coach, and Product Lead with over seven years of experience helping teams work better and deliver meaningful digital products. Having worked across energy, consumer platforms, and fintech, he is passionate about building high-performing teams, creating clarity, and turning Agile principles into real business and customer value.