How to Know Your Team Has Internalized Agile Values | Sara Di Gregorio
Scrum Master Toolbox Podcast: Agile storytelling from the trenches
Release Date: 11/20/2025
Scrum Master Toolbox Podcast: Agile storytelling from the trenches
AI Assisted Coding: From Designer to Solo Developer - Building Production Apps with AI In this special episode, Elina Patjas shares her remarkable journey from designer to solo developer, building —an AI-powered study tool with 1,500+ users and paying customers—entirely through AI-assisted coding. She reveals the practical workflow, anti-patterns to avoid, and why the future of software might not need permanent apps at all. The Two-Week Transformation: From Idea to App Store "I did that, and I launched it to App Store, and I was like, okay, so… If I can do THIS! So, what else can...
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Sara Di Gregorio: Coaching Product Owners from Isolation to Collaboration 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: . The Great Product Owner: Using User Story Mapping to Break Down PO Isolation "One of the key strengths is the ability to build a strong collaborative relationship with the Scrum team. We constantly exchange feedback, with the shared goal of improving both our collaborating and the way of working." - Sara Di Gregorio Sara considers herself fortunate—she...
info_outlineScrum Master Toolbox Podcast: Agile storytelling from the trenches
Sara Di Gregorio: How to Know Your Team Has Internalized Agile Values 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: . "Scrum isn't just a process to follow, it's a way of working." - Sara Di Gregorio For Sara, success as a Scrum Master isn't measured by what the team delivers—it's measured by how they grow. She knows that if you facilitate team growth in communication and collaboration, delivery will naturally improve. The indicators she watches for are...
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Sara Di Gregorio: Facilitating Deeper Retrospectives—When to Step In and When to Step Back 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: . "When they start connecting and having an interesting discussion, I go to the corner, and I'm only trying to listen." - Sara Di Gregorio Sara faces a challenge that many Scrum Masters encounter: teams that want to discuss too many topics during retrospectives without going deep on any of them. The team had plenty to talk about,...
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Sara Di Gregorio: Rebuilding Agile Team Connection in the Remote Work Era 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: . "The book helped me to shift from reacting to connecting, which completely changed the quality of conversation." - Sara Di Gregorio When COVID forced Sara's team into full remote work, she noticed something troubling—the team was losing real connection. Replicating in-office meetings online simply didn't work. People attended meetings but weren't...
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Sara Di Gregorio: When Teams Lose Trust—How Scrum Masters Rebuild It One Small Change at a Time 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: . "I continue to approach this situation with openness, positivity, and trust, because I truly believe that even the smallest changes can make a difference over time." - Sara Di Gregorio Sara faced one of the most challenging situations a Scrum Master can encounter—a team member who had lost all trust in change, creating a...
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Alidad Hamidi: When Product Owners Facilitate Vision Instead of Owning It 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: . The Great Product Owner: Co-Creating Vision Through Discovery "The best product owner I worked with was not a product owner, but a project manager. And she didn't realize that she's acting as a product owner." - Alidad Hamidi The irony wasn't lost on Alidad. The best Product Owner he ever worked with didn't have "Product Owner" in her title—she was a...
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Alidad Hamidi: Maximizing Human Potential as the Measure of Success 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: . "Does my work lead into maximizing human potential? Maximizing the ability of the human to use their potential and freedom." - Alidal Hamidi Alidad calls himself a "recovering agility coach," and for good reason. For years, he struggled to define success in his work. As an enterprise coach, he plants seeds but never sees the trees grow. By the time...
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Alidad Hamidi: The Tax Agile Teams Pay for Organizational Standards 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: . "If you set targets for people, they will achieve the target, even if that means destroying the system around them." - W. Edwards Deming (quoted by Alidad) The tension is familiar to every Scrum Master working in large organizations: leadership demands standard operating models, flow time metrics below specific numbers, and reporting structures that fit...
info_outlineSara Di Gregorio: How to Know Your Team Has Internalized Agile Values
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.
"Scrum isn't just a process to follow, it's a way of working." - Sara Di Gregorio
For Sara, success as a Scrum Master isn't measured by what the team delivers—it's measured by how they grow. She knows that if you facilitate team growth in communication and collaboration, delivery will naturally improve.
The indicators she watches for are subtle but powerful. When teams come to her with specific requests outside the regular schedule—"Can we have 30 minutes to talk and reflect mid-sprint?"—she knows something has shifted. When teams want to reflect outside the retrospective cycle, it means they've internalized the value of continuous improvement, not just going through the motions. She listens for the word "goal" during sprint planning.
When team members start their planning by talking about goals, she feels a surge of recognition: "Okay, for me, this is very, very, very important." Success shows up in unexpected places. One of her colleague's teams pushed back during a cross-team meeting, saying "We're going out of the timebox" and suggesting they move the discussion to a different time. That kind of proactive leadership and accountability signals maturity. It means the team isn't just attending Scrum events because they have to—they truly understand why each event matters and actively participate to make them valuable.
When Sara first met a team, they asked if she wanted to change things. She said no. What she focuses on is how people improve and understand the process better. For her, it starts with the people—when people change and understand the value, that's when real changes happen in the company. It's about helping people feel good and be guided well, because when they're working well, that's when transformation becomes possible. As Sara reminds us, Scrum isn't just a process to follow—it's a way of working that teams must embrace, understand, and make their own.
Self-reflection Question: Are your teams coming to you asking for reflection time outside scheduled events, and what does that tell you about how deeply they've internalized continuous improvement?
Featured Retrospective Format for the Week: Unstructured Retrospective
After facilitating many structured retrospectives, Sara started experimenting with an unstructured format that brought new energy to team reflection. Instead of using predefined frameworks, she brings white paper, sticky notes, and sharpies of different colors. She opens with a simple question: "Guys, what impacted you mostly during the last week? How do you feel today?" Sometimes she starts with data and metrics; other times, she begins with how the team is feeling.
The key is creating open space for conversation rather than forcing it into a predetermined structure. What Sara discovered is remarkable: "They are more engaged, more open, and more present in the conversation, maybe because it was something new." Instead of the same structured format every time, the unstructured approach breaks the routine and creates space for true reflections that bring out something deeper and more meaningful. It allows people to express what's genuinely going on for them, not just what fits into a predefined template.
Sara doesn't abandon structured formats entirely—she alternates between structured and unstructured to keep retrospectives fresh and engaging. She also recommends, if you work hybrid, trying to schedule unstructured retrospectives for days when the team is in the office together. The physical presence combined with the open format creates an environment where teams can be more vulnerable, more creative, and more honest about what's really happening. The unstructured retrospective isn't about chaos—it's about trusting the team to surface what matters most to them, with the Scrum Master providing light facilitation and space for authentic reflection.
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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.
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About Sara Di Gregorio
Sara is a people-centered Scrum Master who champions trust, collaboration, and real value over rigid frameworks. With experience introducing Agile practices, she fosters empathy, inclusion, and clarity in every team. As an Advanced Scrum Master, she helps teams grow, perform, and deliver with enthusiasm and purpose.
You can link with Sara Di Gregorio on LinkedIn.