stakeholder management Archives - Scrum Master Toolbox Podcast

Deborah Colombari: When Agile Principles Became a Fight With the System

“I was trying to go against the system, but you cannot go against the system.” – Deborah Colombari

Deborah Colombari’s Scrum Master journey started with a sense that Agile gave her permission to work differently. After early project management work, a year in Canada exposed her to Agile, and the Scrum Master role soon “felt like a glove.” But her failure story starts when a supportive leader left and a more command-driven manager arrived. Deborah pushed back hard, trying to protect the Agile practices she believed were right: dailies, burn-down and burn-up charts, transparency, and team focus.

The problem was that she was fighting the manager instead of first understanding the system around him. That conflict spilled into the team and damaged morale. Looking back, Deborah says she would now sit down with the manager first, understand the goals and pressures behind the change, and look for compromise before escalating into resistance. Her key learning was pragmatic: Scrum Masters need principles, but they also need diplomacy. The work is not only helping the team inside the Agile bubble, but also translating between that bubble and the wider organization.

In this episode, we refer to ITIL, the Dunning-Kruger effect, and Thinking in Systems by Donella Meadows.

Self-reflection Question: Where are you fighting the system before you have understood the pressure it is trying to respond to?

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About Deborah Colombari

Deborah is an Enterprise Agile Coach with a decade of experience championing Agile principles across organizations. Passionate about collaboration and continuous improvement, Deborah genuinely loves what she does—empowering others to work smarter, deliver value, and thrive in dynamic environments.

You can link with Deborah Colombari on LinkedIn.

Sheik Meeajaun: Product Owners Need the Justified No to Protect Customer Value

In this episode, we refer to Vasco’s Product Owner episodes, where Product Owners share their own lessons from the role.

The Great Product Owner: Owning the Product and Practicing the Justified No

“No, you cannot have this, but this is why.” – Sheik Meeajaun

Sheik’s model for a great Product Owner came from a mentor he worked with early in his career. That PO owned his slice of the product, delivered consistently, and taught Sheik the power of the “justified no.” A strong PO does not simply reject stakeholder requests.

They explain the trade-off, ask what should be removed from the sprint, and make business value visible. If a stakeholder wants urgent work, the PO can ask them to get agreement from the person whose work would be displaced. That shifts the conversation from pressure to prioritization. For Sheik, great Product Owners understand that their job is to bring value to the business and delight customers.

They care deeply enough about the product to protect it from random requests, HiPPO decisions, and backlog noise. They know success is not only delivery. It is the visible appreciation that comes when people recognize a product decision created real value.

Self-reflection Question: Does your Product Owner have a practical way to say no that protects value without turning every request into conflict?

The Bad Product Owner: The Executor Who Cannot Say No

“A Product Owner’s primary job is to bring value.” – Sheik Meeajaun

The anti-pattern Sheik warns about is the Product Owner as executor. This PO does not own the product, does not know the customers deeply enough, and does not push back when leadership changes direction. They become a project manager with a backlog, accepting whatever the highest-paid person in the room asks for next. The team then loses coherence, the product loses a clear direction, and the Scrum Master is left helping the team manage the consequences of weak ownership. Sheik is careful not to blame only the individual.

Many POs are placed in the role without mentoring, without a clear understanding of product ownership, and without the organizational support to say no. The result is predictable: a mountain of requests, no clear value conversation, and a team delivering work without a strong product story behind it.

Self-reflection Question: Where is your Product Owner being treated as an order taker instead of the person accountable for product value?

Transform Your Agile Teams with Hard-Earned Lessons from Super-Experienced Scrum Masters

About Sheik Meeajaun

Sheik 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.

Arun Parameswaran: Product Owners Who Create Better Product Conversations in Scrum

In this episode, we refer to Arun’s AI prompt library for Scrum Masters and project managers.

The Great Product Owner: Curiosity, Clear Direction, and Outcome Focus

“A great PO doesn’t only ask, did we deliver? They ask, do people communicate openly?” – Arun Parameswaran

Arun describes great Product Owners as collaborative, curious, and close enough to the team to understand how delivery really works. The best POs he worked with did more than check whether items were delivered. They asked whether knowledge was distributed, whether people communicated openly, and whether everyone had a chance to contribute.

They gave the team clear product direction, supported prioritization, managed stakeholders, and stayed available when the team needed context. Arun emphasizes outcome focus: value for the customer expressed in a way the team can understand. A strong PO becomes the bridge in both directions, helping stakeholders understand the team and helping the team understand the customer.

Self-reflection Question: Does your Product Owner help the team understand customer value, or only the next ticket?

The Bad Product Owner: Turning the Team Into a Ticket Factory

“The Scrum Master shouldn’t just help the PO write better tickets. We should help create better product conversations.” – Arun Parameswaran

The anti-pattern Arun warns about is the Product Owner as ticket distributor. Stakeholders ask for something, the PO turns it into a ticket, and the team delivers without understanding the problem, the outcome, or why the work matters. Over time, the team becomes a delivery factory, and Scrum starts to look like waterfall with smaller batches.

Arun’s coaching move is to shift the conversation away from “better tickets” and toward better product thinking. What problem are we solving for customers? What outcome do we expect? What should we prioritize? What can we say no to? For Scrum Masters, this means coaching the PO and the team to bring customer context, stakeholder feedback, and prioritization into the same conversation.

Self-reflection Question: What product conversation is your team avoiding by hiding behind ticket writing?

Transform Your Agile Teams with Hard-Earned Lessons from Super-Experienced Scrum Masters

About Arun Parameswaran

Arun is an Agile delivery leader at Bosch Global Software Technologies who builds high-performing, data-driven ecosystems. He blends flow metrics, Jira analytics, Power BI, and applied AI to turn delivery into a transparent, predictable system.

You can link with Arun Parameswaran on LinkedIn.

You can also explore Arun’s AI prompt library for Scrum Masters and project managers.

Arun Parameswaran: How Powerful Questions Help Scrum Teams Handle Stakeholder Conflict

“Sometimes the best thing a Scrum Master can give the team isn’t the answer. It’s a question.” – Arun Parameswaran

Arun describes a team pattern many Scrum Masters recognize: stakeholders bypassing the Product Owner and going straight to developers with new requests after the sprint had already started. The developers wanted to help, so they accepted the interruptions.

The result was context switching, broken priorities, and a quiet loss of focus. Arun worked with the customer team, Product Owner, and developers to create a simple agreement: new work had to come through the PO, be clarified, and be prioritized before it reached the team. That agreement gave developers permission to protect the sprint without turning every conversation into a personal conflict.

Arun also shares how he handled the classic misunderstanding that “being Agile” means accepting every change immediately. For him, adaptability still needs timing, clarity, and shared agreements.

In this segment, we talk about the coaching stance and how Scrum Masters can use questions to help teams think together.

Self-reflection Question: What agreement would help your team protect focus without shutting stakeholders out?

Featured Book of the Week: Coaching Agile Teams by Lyssa Adkins

Arun recommends Coaching Agile Teams by Lyssa Adkins because it helped him move beyond ceremony facilitation. The book gave him a clearer picture of the Scrum Master as a coach for individuals, the team, and the wider organization. One question stayed with him: am I solving the problem for the team, or helping the team learn to solve it themselves?

That shift changed how Arun worked. Instead of telling teams what to do, he began asking questions such as “What do you think is causing this?”, “What options do we have?”, and “What are we not seeing?” For Arun, the book is a practical reminder that coaching is not about leading people to your answer. It is about helping people think.

Transform Your Agile Teams with Hard-Earned Lessons from Super-Experienced Scrum Masters

About Arun Parameswaran

You can link with Arun Parameswaran on LinkedIn.

Njegos Ilic: Why Saying Yes to Every Stakeholder Request Is the Fastest Way to Fail as a Product Owner

“The game is rigged because they are strong personalities, they want to get things done, but you don’t have a magic stick — it’s really hard to deliver results if you cannot say no.” – Njegos Ilic

This is a Product Owner week, where we interview Njegos Ilic, a product owner, and cover the same topics we usually cover, but from the PO perspective!
Njegos shares a failure from early in his career as a product owner in startup environments, where he found himself saying yes to every stakeholder request. Working with strong-willed founders who expected things done their way, Njegos fell into the trap of trying to please everyone — building everything that was asked without pushing back.

The result was predictable: scattered priorities, no room to pivot, and a product backlog driven by the loudest voice in the room rather than real user needs. But Njegos frames this failure with a perspective that product owners at any stage can learn from. He compares the learning process to watching children learn to walk — stumbling and falling is not a sign of weakness, it’s a necessary step in the process of growing.

His advice to product owners currently stuck in this pattern: don’t try to avoid failures too hard, because you might prevent yourself from learning the most important lessons. Instead, treat failure as a feedback loop — something happened, you can measure it, and you can change your approach. The key is doing the actual work of reflection: What did I do? What should have been different? What wasn’t possible to change, and why?

Self-reflection Question: When was the last time you said yes to a stakeholder request even though your gut told you it wasn’t the right call — and what would it take for you to say no next time?

Transform Your Agile Teams with Hard-Earned Lessons from Super-Experienced Scrum Masters

About Njegos Ilic

Njegos is a motivated and forward-thinking Product Manager and Agile Project Manager with experience in fast-paced SaaS environments. He empowers teams through leadership and guidance across product development. With a Lean mindset, he simplifies complexity, delivers in small, testable increments, and leverages rapid feedback loops to prioritize outcomes over output.

You can link with Njegos Ilic on LinkedIn.