Sara Di Gregorio: Rebuilding Agile Team Connection in the Remote Work Era

“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 truly present. The spontaneous coffee machine conversations that built relationships and surfaced important information had vanished.

So Sara started experimenting. She introduced 5-minute chit-chat sessions at the start of every meeting: “Guys, how are you today? What happened yesterday?” She created “coffee all together” moments—10-minute virtual breaks where the team could drink coffee or have aperitivos together, sometimes three times per week. She established weekly feedback sessions every Friday morning—30 minutes to recap the week and understand what could improve.

These weren’t just social niceties; they were deliberate efforts to recreate the human connections that remote work had stripped away. Sara recognized that mechanized interactions—”here are the things I need you to do, let’s talk next steps”—kill team dynamics. Teams need moments where they relate to each other as people, not just as functions.

The experiments worked because they created space for genuine connection, allowing the team to maintain the trust and collaboration that makes effective teamwork possible, even when working remotely.

In this episode, we refer to Non-Violent Communication concepts and practices.

Self-reflection Question: How are you creating moments for your remote or hybrid team to connect as people, not just as colleagues executing tasks?

Featured Book of the Week: Nonviolent Communication by Marshall Rosenberg

Sara credits Nonviolent Communication by Marshall Rosenberg (translated in Italian as “Words are Windows, or They are Walls”) as having a deep impact on her career. The book explores how to listen without judging, how to ask the right questions, and how to observe people to understand their real needs. But above all, it teaches how to communicate in a way that builds connection rather than creating barriers.

For Sara, the book was remarkably practical—she didn’t just read it, she experimented with the techniques afterward. She explains: “I think that without this mindset, it’s easy to fall into reactive communication, trying to defend, justify, or give quick answers. But that often blocks real understanding.” The book helped her shift from reacting to connecting, which completely changed the quality of her conversations.

As a Scrum Master working with people every day—facilitating meetings, mediating conflicts, supporting teams—the way we communicate determines whether we open dialogue or close it. Sara found that taking time to reflect instead of giving quick answers transformed her ability to help teams discover dependencies, improve dialogue, and address communication issues. For anyone in the Scrum Master role, this book provides essential skills for building the kind of connection that makes true collaboration possible.

In this segment, we also refer to the NVC episodes we have on the podcast. Check those out to learn more about Nonviolent Communication

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 Sara Di Gregorio

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.

Sofi Simonyan: From Silos to Synergy: Building Remote Relationships With Distributed Agile Teams

Sofi assumed connecting with her remote team would be easy since she had prior experience in a distributed team environment. However, as she was starting a new job in a new country during the pandemic, Sofi quickly learned it wasn’t that simple. She faced unexpected challenges, like team silos and surprising escalations during retrospectives. Sofi realized she needed to invest more in personal connections and understanding cultural backgrounds. Her journey underscores the importance of building relationships and fostering team collaboration, especially in remote settings.

The inspiring story of how a failing hospital turned things around with Agile and Lean

Recovering from failure, or difficult moments is a critical skill for Scrum Masters. Not only because of us, but also because the teams, and stakeholders we work with will also face these moments! We need inspiring stories to help them, and ourselves! The Bungsu Story, is an inspiring story by Marcus Hammarberg which shows how a Coach can help organizations recover even from the most disastrous situations! Learn how Marcus helped The Bungsu, a hospital in Indonesia, recover from near-bankruptcy, twice! Using Lean and Agile methods to rebuild an organization and a team! An inspiring story you need to know about! Buy the book on Amazon: The Bungsu Story – How Lean and Kanban Saved a Small Hospital in Indonesia. Twice. and Can Help You Reshape Work in Your Company.

About Sofi Simonyan

Sofi is a Scrum Master with 6 years of experience in tech startups and a diverse work background. Passionate about people, her mission is to build teams where active listening and growth mindset are essential values. Currently on maternity leave, Sofi practices agility in a completely different dimension.

You can link with Sofi Simonyan on LinkedIn and connect with Sofi Simonyan on Twitter.

Kevin Hoey: Fostering Agile Team Collaboration in Remote Settings

Kevin describes a team struggling with collaboration, where members worked in isolation and did not work towards a sprint goal. This led to over-the-wall work handoffs and blame in the team. Kevin emphasizes the importance of having cameras on during remote meetings to foster team connection. He shares that effective scrum masters unlock team productivity by focusing on people first, ensuring everyone is aligned and engaged in their work.

Featured Book of the Week: Drive by Dan Pink

Kevin shares that his greatest influence isn’t a book, but the Agile podcasts such as this one and others. As a new scrum master, it was the insights from experienced professionals that shaped his journey. However, he recommends “Drive” by Dan Pink, which emphasizes intrinsic motivation through mastery, purpose, and autonomy. Kevin’s company has long embraced autonomy, helping him reflect on his role in fostering these qualities within his teams. He highlights the importance of enabling autonomy, purpose, and mastery to drive motivation and success in the teams we work with.

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 Kevin Hoey

Kevin is the lead scrum master at Domestic and General, with 10 years’ experience in project management before moving into scrum mastery. He now heads up a team of scrum masters, whilst continuing to support his own squads. Kevin believes scrum masters need to focus on self-improvement to turbocharge their ability to better support teams and the wider business on the journey to effectiveness.

You can link with Kevin Hoey on LinkedIn.

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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
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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!
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