Grace Under Pressure: Leading Through Mistakes 

In this episode of Becoming Unshakable, I’m joined by my longtime friend Leo Tokar, President of Lockton’s Colorado market, for a conversation about leadership, resilience, perspective, and what it takes to keep moving when things don’t go according to plan.

Leo talks openly about the importance of having people around us who can challenge our thinking, give honest feedback, and help us regain perspective when pressure clouds our judgment.

We also talk about the difference between being right and being effective. As leaders grow, technical expertise can only take them so far. Effectiveness often depends on how well we listen, how we respond to people, how we build trust, and whether we can adjust our approach to the situation in front of us.

Leo shares why growth often comes from discomfort. He has deliberately placed himself in roles and situations where he didn’t have all the answers because those experiences forced him to learn, adapt, and grow.

But we also talk about the other side of that equation. Leaders cannot live permanently in a state of strain. Recovery matters. Reflection matters. Creating space to think, pause, and reset matters if we want to lead well over the long term.

This conversation reminds us that becoming unshakable doesn’t mean never feeling pressure. It means learning how to steady yourself, draw on the people around you, and keep moving forward without losing sight of who you want to be as a leader.

What helps you stay grounded when the pressure starts to rise?


Leo Tokar serves as President, Colorado and partner with Lockton Companies, a consulting and brokerage firm that provides insurance, risk management, total rewards, employee benefits and retirement solutions. Lockton is the 9th largest risk and benefits management firm in the world and the largest firm that is private and independent.

Leo leads the strategy and financial performance of risk solutions (property & casualty) and people solutions (health & welfare, retirement, and executive benefits) practices. In addition, he oversees consulting teams for key accounts and manages employee benefits and total rewards strategy for public and private organizations in a variety of industries.

He has developed and restructured insurance operations in regulatory, indemnity and managed care organizations in both for-profit and non-profit environments and with national and local

organizations. Leo’s broad financial and market expertise in health care and insurance fields has

allowed him drive significant financial improvement and expansion for organizations he has worked with, and the opportunity to influence public policy, craft legislation and present testimony, and speak nationwide on varying health insurance and regulatory topics.

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About Heather R Younger, J.D., CSP

Heather R Younger, J.D., CSP is a highly sought-after speaker, 2x-TEDx speaker, diversity, equity and inclusion strategist, and contributor to leading news outlets. She is also the Founder and CEO of Employee Fanatix, a leading employee engagement and consulting firm. After over 25,000 employee engagement surveys and years of working with organizations to transform employee engagement, here’s what Heather has seen over and over: When you know how to listen, employees will tell you exactly what they need to bring their full selves to work. Book Heather to speak at your event or organization.

Visit heatheryounger.com or https://www.cmispeakers.com/heather-r-younger for more details.

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Becoming Unshakeable Podcast

With Heather R. Younger

Becoming Unshakable is the podcast for leaders, creators, and changemakers who know TRUE LEADERSHIP starts from within.

Each episode explores what it takes to lead with resilience, compassion, and purpose while staying human through it all.

Through candid conversations with executives, frontline leaders, coaches, and everyday heroes, Heather uncovers the real stories behind growth, compassion, setbacks, and transformation.

From navigating change to creating emotionally safe cultures, Becoming Unshakable reveals what it really takes to create leaders—and organizations—that can’t be shaken.

Hi, I'm Heather

I've been through every type of
ORGANIZATIONAL CHANGE
you can think of.

Layoffs, reorgs, mergers, acquisitions and major technology shifts. More than 20 years leading teams through high-stakes situations where results mattered, people depended on me, and decisions couldn't wait.

Those years taught me how to lead. But they also showed me the hidden cost of always being the one who holds it all together.

During our second reorg in less than a year, I walked out of a meeting with no say in what was happening, just marching orders. When my team asked how the meeting went, I should have said, “Give me 15 minutes to process this.” But I didn't. Instead, I let them absorb every ounce of my frustration.

Then I saw their faces.

The people who looked to me for stability had just watched me unravel. What was that teaching them about their ability to handle the pressure?

That moment changed how I saw my role as a leader. Leading teams isn't only about grit or resilience. It's about how your presence builds the trust your team needs to function when things get hard.

Today, I help organizations build unshakable leaders, teams, and cultures. Because when leaders become the calm teams can count on, organizations don't just survive change, they come out strong enough to handle what’s next.

Heather Sitting
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Caring Leadership Kit ...A Free Gift of Resources Designed to Help You Reach Your Full Potential as a Caring Leader

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  • A checklist with the 9 key tenets of caring leadership to help you have a positive impact on those you lead.
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