Comfortable with Uncomfortable | Vol. 1: Leading with Courage & Clarity
Leadership today isn’t about keeping things smooth or safe — it’s about being comfortable with uncomfortable. The organizations that thrive are led by people who embrace uncertainty, confront difficult conversations, and make bold decisions, all while maintaining clarity and purpose.
When courage and clarity intersect in moments of discomfort, organizations don’t just survive change — they master it. People feel seen, culture strengthens, and performance accelerates.
In this first installment of Comfortable with Uncomfortable, I’ll share why leaning into discomfort is essential, what the data tells us, and practical frameworks for leading through challenging situations.
Why Courage Matters in Uncomfortable Moments
Courage shows up every day in ways that make leaders uncomfortable: restructuring teams, shifting compensation models, championing inclusion initiatives, or navigating complex labor relations. These are not easy conversations — but they are essential.
“Courage without clarity risks chaos. Clarity without courage risks stagnation. True leadership requires leaning into the discomfort.”
– Kimberly D. Sanders
Without courage, organizations drift. Without clarity, they wander. Embracing the uncomfortable is where transformation begins.
Examples of Courage in Action
- Leading transparent union negotiations, building trust while tackling difficult topics. 
- Restructuring rewards and compensation to reflect equity, even when it means challenging the status quo. 
- Launching DEIB initiatives that confront systemic barriers rather than gloss over them. 
Why is Clarity so Important: Guiding Through Uncertainty
Clarity is about giving people direction when uncertainty is high. It’s about communicating the “why” behind decisions, aligning goals with strategy, and helping people see their role in the bigger picture — even when the path forward is difficult.
Consider the data:
- Only ~32% of U.S. employees are actively engaged at work. (hrstacks.com) 
- Companies prioritizing clarity see up to a 41% reduction in absenteeism and 59% less turnover. (peoplehum.com) 
- Only about 42% of workers believe their employers excel at creating positive employee experiences. (horizonpointconsulting.com) 
When clarity breaks down, engagement suffers — and so does performance. Leaders who communicate purpose clearly make discomfort actionable rather than paralyzing.
“Leaders who navigate difficult truths with clarity turn discomfort into opportunity.”
– Industry insight
Leading Where Courage Meets Clarity
Being comfortable with uncomfortable means embracing moments of tension — not avoiding them. The intersection of courage and clarity creates an environment where tough decisions are made thoughtfully, and people feel guided rather than lost.
Framework: The 3‑C Model for Uncomfortable Leadership
- Commit — Courageously make the tough calls, even when they feel risky. 
- Communicate — With clarity, explain why changes are necessary and how they connect to purpose. 
- Coach & Calibrate — Support your people, measure impact, and adjust strategies as needed. 
By using this approach, HR and people operations transform from administrative functions into strategic engines of culture and performance.
Leading Where Courage Meets Clarity
Being comfortable with uncomfortable means embracing moments of tension — not avoiding them. The intersection of courage and clarity creates an environment where tough decisions are made thoughtfully, and people feel guided rather than lost.
Framework: The 3‑C Model for Uncomfortable Leadership
- Commit — Courageously make the tough calls, even when they feel risky. 
- Communicate — With clarity, explain why changes are necessary and how they connect to purpose. 
- Coach & Calibrate — Support your people, measure impact, and adjust strategies as needed. 
By using this approach, HR and people operations transform from administrative functions into strategic engines of culture and performance.
Why Leaning Into Uncomfortable Matters Now
- Engagement is low. Only a third of employees feel fully engaged. 
- Retention is critical. Engaged employees are far less likely to leave, saving disruption and costs. 
- Culture is a differentiator. Organizations that embrace uncomfortable conversations about purpose, performance, and inclusion outperform their peers. 
As CHROs, we are tasked with guiding organizations through these challenging moments — making discomfort a catalyst, not a blocker.
Action Steps for Leaders
- Audit your communications. Are you connecting purpose to action, even in tough situations? 
- Identify where courage is missing. Which uncomfortable decisions are being avoided? 
- Measure impact. Track engagement, retention, and alignment. 
- Build alignment loops. Ensure systems, goals, and culture reinforce your vision, even under pressure. 
Closing Thoughts
Being comfortable with uncomfortable doesn’t mean being reckless or cold. It means being resolute, transparent, and strategic in difficult moments. It’s about turning tension into transformation — for your people, your culture, and your business.
If leading with courage, clarity, and a commitment to leaning into the uncomfortable resonates with you, let’s connect — and build. Together.