Day #20: Leadership Skillfulness
Perfect Practice

 

Welcome to Day 20 of the 30-Day Say It Skillfully Challenge! Yesterday, you practiced stepping into moments that matter and helping groups refocus together. Today we shift toward leading with intention. Leadership skillfulness isn't about titles or authority. It's about recognizing moments that need leadership and choosing to step into them.    

Today's Challenge Scenario: 

You're about to start a cross-functional project with stakeholders from several teams. Past projects have faltered because roles were unclear, responsiveness varied, and decision rights assumed rather than stated. You know this group has good intentions, but you also know that without clarity upfront, old frustrations could resurface. Before the substantive kick-off discussion, you have an opportunity to set ground rules (non-negotiables) and help the team to best prepare so you can work together effectively over time. 

What do you do?  

Instead of assuming alignment or letting norms emerge by accident, try proposing "non-negotiables" in a way that invites collaboration rather than authority. You might say: "I've noticed in the past that these areas were pain points—can we align on what's most important to us here?" or "Before we dive in, I want to share a few commitments I'm holding about how we'll work together, and I'd love to hear yours."  

Why this works: When leaders explicitly propose "non-negotiables" and invite others into the conversation, they reduce ambiguity, prevent assumptions, and build trust through clarity. Rather than imposing rules, you're enrolling others in a way of working that honors people and purpose. It sets the tone for accountability, mutual respect, and shared success.   

Cheering for you to make the most of this 30-day challenge—whether you're recommitting to a resolution, trying something new, or simply choosing to turn over a fresh leaf this year. One small step today can change how you show up all year long. You've got this!

Looking for More Practice? 

Check out the Say It Skillfully YouTube channel for more scenario-driven practice. 

You can also sign up below to access the full 50-video series in sequence to practice speaking up skillfully at workover 1.5 million views on LinkedIn! 

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P.S. Want more? 

The Say It Skillfully book is here to help you keep building the skills that matter—today and all year long. Give yourself (and your loved ones) the gift of confidence! 

Let's Say It!