Junaid Shaikh: Managing Uncertainty As A Scrum Master, How Scrum’s Rhythm Creates Stability In Unstable Times

For this week’s coaching conversation, Junaid brings a challenge that resonates well beyond any single team: dealing with uncertainty. He references the World Uncertainty Index report from February 2026, which showed the highest levels of global uncertainty ever recorded — surpassing both the COVID pandemic and the 2008 financial crisis.

This uncertainty doesn’t stay at the geopolitical level. It seeps into teams. People show up stressed, unsure about what the next month or three months will bring. As Scrum Masters, we need to be cognizant of where our team members are coming from.

Vasco adds an important layer: uncertainty operates at multiple levels within organizations. A colleague you depend on might be out sick for two weeks. A supplier might not deliver on time. Every dependency is a source of uncertainty. The question becomes: what in our processes is designed to accept and adapt to that uncertainty?

Junaid’s answer is powerful in its simplicity: Scrum’s rhythm. The sprint, the planning, the daily, the retrospective — these events at a defined cadence create internal predictability. “When you have a rhythm, when you have a known sequence of events in front of you, that takes away a lot of uncertainty.”

Vasco builds on this: Scrum creates a boundary — the sprint — that accepts uncertainty outside while reducing it inside. Internal versus external predictability. Inside the sprint, the team can fail in small ways without exposing every failure to the outside. Compare that with traditional project planning, where every task on the critical path has external visibility and impact.

For practical tools, Junaid shares how he used the Eisenhower matrix with a team to convert uncertainty into actionable priorities. They listed all activities from recent sprints, plotted them on the matrix, and found they could delegate or deprioritize 20-25% of their work. That freed them to focus with certainty on the remaining 75%. Combined with timeboxing as an uncertainty management mechanism, teams can create pockets of predictability even in turbulent times.

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 Junaid Shaikh

Junaid Shaikh is an energetic Agile Coach with a natural flair for Agile and Scrum, shaped by recent experiences at software giants like Ericsson and hardware leaders ABB. In his work, he champions collaboration, curiosity, and continuous improvement. Beyond coaching, he brings the same passion to cricket, table tennis, carrom, and his newest sporting obsession — padel.

You can link with Junaid Shaikh on LinkedIn.

Darryl Wright: The Agile Team That Committed to Failure for 18 Sprints Straight

“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 and less effective, creating a vicious downward spiral. The business lost trust, the team lost confidence, and everyone was trapped in a system that guaranteed continued failure.

When Darryl proposed the solution—committing to a realistic 30 points—he was told it was impossible because “the business needs 110 points.” But the business wasn’t getting 110 points anyway. They were getting broken promises, a demoralized team, stress leave, high churn, and a relationship built on distrust.

Darryl couldn’t change the system in that case, but the lesson was clear: adult people who manage their lives perfectly well outside work can become completely helpless inside work when the system repeatedly tells them their judgment doesn’t matter.

As Ricardo Semler observes in the book Maverick!, people leave their initiative at the door when organizations create systems that punish honest assessment and reward false promises.

Self-reflection Question: Is your team committing to what they believe they can achieve, or to what they think someone else wants to hear? What would happen if they told the truth?

Featured Book of the Week: Better Value, Sooner, Safer, Happier by Jonathan Smart

Darryl describes Better Value, Sooner, Safer, Happier by Jonathan Smart as a treasure trove of real-life experience from people who have “had their sleeves rolled up in the trenches” for decades. What he loves most is the authenticity—the authors openly share not just their successes, but all the things that didn’t work and why.

One story that crystallizes the book’s brilliance involves Barclays Bank and their ingenious approach to change adoption. Facing resistance from laggards who refused to adopt Agile improvements despite overwhelming social proof, they started publishing lists of “most improved teams.” When resisters saw themselves at the bottom of these public lists, they called to complain—and were asked, “Did you have improvements we didn’t know about?”

The awkward pause would follow, then the inevitable question: “How do I get these improvements?”

Demand creation at its finest.

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 Darryl Wright

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.

Alex Sloley: The Sprint Planning That Wouldn’t End – A Timeboxing Failure

“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?

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 Alex Sloley

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.

Global Agile Summit Preview: Implementing Agile Practices for Data and Analytics Teams with Henrik Reich

In this BONUS Global Agile Summit preview episode, we dive into the world of Agile methodologies specifically tailored for data and analytics teams. Henrik Reich, Principal Architect at twoday Data & AI Denmark, shares his expertise on how data teams can adapt Agile principles to their unique needs, the challenges they face, and practical tips for successful implementation.

The Evolution of Data Teams

“Data and analytics work is moving more and more to be like software development.”

The landscape of data work is rapidly changing. Henrik explains how data teams are increasingly adopting software development practices, yet there remains a significant knowledge gap in effectively using certain tools. This transition creates both opportunities and challenges for organizations looking to implement Agile methodologies in their data teams. Henrik emphasizes that as data projects become more complex, the need for structured yet flexible approaches becomes critical.

Dynamic Teams in the Data and Analytics World

“When we do sprint planning, we have to assess who is available. Not always the same people are available.”

Henrik introduces the concept of “dynamic teams,” particularly relevant in consulting environments. Unlike traditional Agile teams with consistent membership, data teams often work with fluctuating resources. This requires a unique approach to sprint planning and task assignment. Henrik describes how this dynamic structure affects team coordination, knowledge sharing, and project continuity, offering practical strategies for maintaining momentum despite changing team composition.

Customizing Agile for Data and Analytics Teams

“In data and analytics, tools have ignored agile practices for a long time.”

Continue reading Global Agile Summit Preview: Implementing Agile Practices for Data and Analytics Teams with Henrik Reich

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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!
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