Caring Leadership Requires Letting Go of Past Failures

When endlessly scrolling down a social media newsfeed, many make the mistake of comparing themselves to the highlight reels of their friends and colleagues. Obsessively comparing everything from careers to holidays can damage your self-esteem, especially if you don’t stop to remember that it’s just somebody else’s best bits.

Leadership is no different. People are going to be taking assessments and gauging how they stand up against others’ benchmark scores. It usually manifests in thinking about all the things you have failed to do or should have done. All the times you messed up are much easier to remember than the career triumphs. It can even pave the way for the dreaded imposter syndrome.

Sometimes these feelings can blindside you when you least expect it, and they can quickly debilitate you. However, rather than allow it to stop you in your tracks, I want you to let it all go. Caring leadership is a journey, it’s not a destination. You will encounter hills and valleys throughout your career, and sometimes, you will need to stop dwelling on previous failures by letting go of the past and focusing on the road ahead.

While it’s essential to have a bigger vision of who you want to be, sometimes you need to strip everything back. Ask yourself, how can you show up better today, tomorrow, and the day after that? By taking one step at a time, you can move forward while also remembering to give yourself grace to know that you’re not always going to be perfect, and there is nothing wrong with that. By following three simple steps, you can finally let go of the past.

Step 1 – Finding your why

Understanding where your life is heading can be learned by knowing your why. What is your purpose, cause, or belief? Why does your company exist? What makes you want to leap out of bed every morning? Simon Sinek spoke of the importance of finding your “why” in his 2009 book, Start with Why

Leaders from Martin Luther King Jr. to Steve Jobs all started with WHY. These visionaries understood that leadership is not just about a product, service or movement, it’s about helping audiences to understand the why behind everything. Do the people you lead understand your why? 

Step 2 – Getting energized about caring leadership.

Caring leadership is not all about you. Leaders that genuinely care can be seen empowering others and ensuring they give themselves the proper care they need to show up in the best possible way. Employees will naturally look to them for guidance.

Caring leadership requires you to let go of the past and understand that it’s not about you and your journey. It’s all about the people you are leading and those that are looking to you for guidance. These are just a few things that motivate an authentic caring leader.

Step 3 – Be authentic.

What does authenticity look like in the context of the caring leader? We have all encountered individuals that show up one way for one person or group and an entirely different way for someone else. Rather than attempting to fake it as a social chameleon by mimicking the behavior and social cues of others, caring leaders will never pretend to be someone that they are not. 

As a caring leader, I will never shy away from telling the truth about myself. I like to think that I can endear myself to others because of that truth. Being authentic and ensuring that you aren’t an identical version of some other leader is crucial. We must work hard to reveal the best of ourselves to become the caring leaders our people need us to be.

I explore how everyone can cultivate self-leadership skills in my new book.  I invite you all to join me on a journey of continuous learning around the art of caring leadership!

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
Heather_Younger_The_Cycle_of_Active_Listening_Guide

The Cycle of Active Listening

Create a listening culture that elevates the workplace experience for everyone.

Through this guide, uncover how to ensure those in your care at work feel heard and valued, resulting in increased loyalty and satisfaction.

  • Understand why listening is the key to improved engagement
  • Learn how the Cycle of Active Listening contributes to strong workplace relationships
  • Get a practical framework for creating a listening culture that is bidirectional, responsive, and supportive

Contact Heather Today!
+1 403-398-8488

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Contact Heather Today!
+1 403-398-8488

Contact
Contact

I'm really interested in...

(select all that apply)*

I can be reached at...

Additional Comments