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

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"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

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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.