Sheik Meeajaun: Scrum Master Success Starts With Trust and Ends With Teams Delivering

“I try to build trust before I build anything else.” – Sheik Meeajaun

For Sheik, Scrum Master success is simple to describe and hard to earn: the team delivers what it committed to, demos happen, customers are impressed, and the Scrum Master has protected the team from avoidable disruption. He sees himself as a shield, pushing back when stakeholders bypass the team or when a Product Owner wants to interrupt the sprint without acknowledging the cost. But when he joins a new team, Sheik does not start with burndown charts or velocity. He starts with one-on-one conversations. He tells people his job is to make their work easier, then asks what help they need.

Those conversations reveal the real blockers that charts often hide. Trust comes first because teams deliver through people, not dashboards. When people know each other, help each other, and pick up work when someone is away, they become more than a collection of roles. They become a team with a shared future.

Self-reflection Question: What do your first conversations with a new team tell people about the kind of Scrum Master you intend to be?

Featured Retrospective Format for the Week: Three Words to Sum Up the Sprint

Sheik starts retrospectives by asking each person for three words that sum up the sprint. The words can be simple: productive, boring, repetitive. The value comes from asking people to explain what sits behind those words.

Instead of stopping at “I could not finish my story,” Sheik wants the team to walk back through what happened: who was unavailable, what help was missing, where the Product Owner did not clarify, and which impediment stayed hidden too long. For him, a good retrospective creates a safe place to talk honestly about the details before the failure. The format is intentionally plain. The goal is not novelty. The goal is a conversation that finds the friction early enough for the team to do something about it.

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 Sheik Meeajaun

Sheik MeeajaunSheik is a seasoned product and Agile leader with over 20 years of experience scaling innovative, customer-centric digital solutions. A certified Scrum and Agile expert, he bridges strategy and execution, driving high-performance teams at enterprises like Rabobank and citizenM. As a hands-on builder, Sheik created Scrumling—a free, interactive Agile training platform—and ScrumJobs.net, a niche job board for Agile professionals. His passion lies in transforming theory into impactful, real-world results.

You can link with Sheik Meeajaun on LinkedIn.

You can also explore Scrumling, ScrumJobs.net, and Simatech.

Sheik Meeajaun: The Scrum Master Who Let Standups Stay Silent Until the Team Took Ownership

“You can’t fix something until it breaks.” – Sheik Meeajaun

Sheik Meeajaun’s Monday story, is a story about silence, escalation, and the uncomfortable work of helping a team own its own communication. He stepped into a hybrid team where the previous Scrum Master had led the Daily Scrum like a status meeting. When Sheik stopped driving the conversation, the team simply stopped speaking.

For two weeks, the standups were painfully quiet. The Product Owner tried to take over, managers escalated complaints, and Sheik had to explain that the silence was exposing the real problem: the team had learned to wait for someone else to lead.

The breakthrough came when one quiet team member finally spoke up and said what she was working on. Sheik asked her to pass the conversation to the next person, and the team slowly built the habit of talking to each other. His lesson is clear: sometimes the Scrum Master must resist rescuing the team long enough for the team to see what needs to change.

Self-reflection Question: Where are you stepping in so quickly that your team never has to build the muscle of 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 Sheik Meeajaun

Sheik MeeajaunSheik is a seasoned product and Agile leader with over 20 years of experience scaling innovative, customer-centric digital solutions. A certified Scrum and Agile expert, he bridges strategy and execution, driving high-performance teams at enterprises like Rabobank and citizenM. As a hands-on builder, Sheik created Scrumling—a free, interactive Agile training platform—and ScrumJobs.net, a niche job board for Agile professionals. His passion lies in transforming theory into impactful, real-world results.

You can link with Sheik Meeajaun on LinkedIn.

You can also explore Scrumling, ScrumJobs.net, and Simatech.

Prabhleen Kaur: Letting Teams Own Their Process Through Working Agreements

“It’s about coaching the team, not teaching them.” – Prabhleen Kaur

Prabhleen shares a powerful lesson about the dangers of being too directive with a forming team. When she joined a new team, her enthusiasm and experience led her to immediately introduce best practices, believing she was setting the team up for success. Instead, the team felt burdened by rules they didn’t understand the purpose of. The process became about following instructions rather than solving problems together.

It wasn’t until her one-on-one conversations with team members that Prabhleen realized the disconnect. She discovered that the team viewed the practices as mandates rather than tools for their benefit. The turning point came when she brought this observation to the retrospective, and together they unlearned what had been imposed.

Now, when Prabhleen joins a new team, she takes a different approach. She first seeks to understand how the team has been functioning, then presents situations as problems to be solved collectively. By asking “How do you want to take this up?” instead of prescribing solutions, she invites team ownership. This shift from teaching to coaching means the team creates their own working agreements, their own definitions of ready and done, and their own communication norms. When people voice solutions themselves, they follow through because they own the outcome.

In this episode, we refer to working agreements and their importance in team formation.

Self-reflection Question: When you join a new team, do you first seek to understand their current ways of working, or do you immediately start suggesting improvements based on your past experience?

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 Prabhleen Kaur

Prabhleen KaurPrabhleen is a Certified Scrum Master with 7+ years of experience helping teams succeed with SAFe, Scrum and Kanban. Passionate about clean backlogs, powerful metrics, and dashboards that actually mean something. She is also known for making JIRA behave, driving Agile transformations, and helping teams ship value consistently and confidently.

You can link with Prabhleen Kaur on LinkedIn.

Mohini Kissoon: The Language Test That Reveals True Team Ownership

“When I see my team taking ownership of their work, taking ownership of the Scrum events, asking questions, challenging each other constructively without waiting for me—that’s when I know I’ve done my job.” – Mohini Kissoon

Mohini defines success for Scrum Masters through three distinct lenses. First, she looks for teams that take ownership—of their work, of the Scrum events, of asking questions and challenging each other constructively without waiting for her to intervene. When she can observe from the sidelines while the team self-manages, she knows she has shaped the right conditions for them to thrive.

Second, success means having metrics that demonstrate improvement over time: team happiness, flow, and how individuals have grown in their roles. These metrics aren’t just for the team—they’re for sharing with leadership to show the positive impact created.

Third, and perhaps most importantly, success is about creating psychological safety where team members feel comfortable disagreeing, engaging in healthy conflict, and being creative without taking things personally.

One powerful indicator Mohini uses is the language of the team: do they say “their sprint goal” or “our sprint goal”? This subtle shift from passive to possessive language reveals the true level of ownership the team has developed. It’s an easy thing to observe but often missed by Scrum Masters.

Self-reflection Question: Listen carefully in your next sprint planning or daily scrum—does your team use “we” and “our” language, or do they speak about the work as something external to them?

Featured Retrospective Format for the Week: Timeline Retrospective

Mohini finds herself returning to the Timeline retrospective more than any other format, especially when a team has been going through something complex—a difficult sprint, a major release, or a quarterly review with a working group. The format helps people pause and reflect on what has happened before jumping into “what do we change next?” In a physical room, she draws a line on the whiteboard and invites people to add sticky notes for key moments that stood out during the period. In virtual settings, she uses a digital whiteboard. The moments can be good, bad, confusing, or stressful—anything significant. The exercise starts silently, giving everyone space to think without being influenced. Then the team walks through the timeline chronologically, sharing stories behind their notes.

What makes this format powerful is that it creates shared understanding before asking for solutions. Team members often realize that others experienced the same event differently. However, Mohini warns that the timeline can feel overwhelming when you see all the stickies on the board. The key is to build a bridge before jumping to actions: have the team identify patterns, vote on items to discuss further, and only then derive concrete actions from the prioritized items.

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 Mohini Kissoon

Mohini is an Agility Lead with over eight years of experience as a Scrum Master. She is passionate about building high-performing, self-managing teams that delight customers. Mohini improves flow and collaboration across systems, meets teams where they are, and co-creates environments enabling adaptability, meaningful interactions, and continuous improvement and learning.

You can link with Mohini Kissoon on LinkedIn.

Natalia Curusi: When Your Technical Expertise Becomes Your Biggest Scrum Master Weakness

“I thought my technical background was my biggest strength, but I understood that this was my biggest weakness—I was coming into stand-ups saying ‘I know how we need to fix that issue,’ and I was a Scrum Master.” – Natalia Curusi

Natalia stepped into her first blended role as team leader and Scrum Master full of confidence. With years of programming experience behind her, she believed she could guide her team through any technical challenge. But during morning stand-ups, she found herself suggesting solutions, directing technical approaches, and sharing her expertise freely. The team listened—after all, she was their former leader. They implemented her suggestions, but when those solutions failed, the team didn’t have the thinking process to adapt them to their context.

Natalia realized she was preventing the team’s learning and ownership by taking control away from them. The turning point came when she made a deliberate choice: she selected the most technical person on the team to become the technical authority and committed to never stepping on his feet again. From that moment forward, she focused purely on the Scrum Master role—asking questions, fostering collaboration, and shutting up to listen actively.

Years later, that technical lead followed her to another job, and they remain friends to this day. Natalia learned that her contribution wasn’t about giving solutions—it was about keeping the team from losing ownership of their work.

Self-reflection Question: When you attend your team’s daily stand-up, are you contributing to collaboration, or is your contribution keeping the team from owning their work?

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 Natalia Curusi

Natalia Curusi

With over 20 years in software delivery, Natalia Curusi is an expert in Agile Transformations, Delivery Optimisation, and Systems Thinking. As an Agile Coach at Endava, she leads Asia Pacific initiatives, driving business agility and continuous improvement while mentoring teams to build customer-centric, high-performing, and collaborative cultures.

You can link with Natalia Curusi on LinkedIn.

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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!
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