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🔥 How the Best Leaders Handle Failure
WELCOME!
Hi everyone! It’s Kaley.
Handling failure is our main focus this week, so read on to discover…
Handling failure with confidence.
Silence imposter syndrome in one sentence.
Watch, read and listen: failure edition.
A powerful reframe to help you lead from self-trust, not self-doubt.
TOP PICKS
🎧 Podcast – How to Fail with Elizabeth Day. Elizabeth delves into the lessons learned from failure, featuring interviews with high-achieving individuals who share their personal setbacks and the growth that followed. Listen here.
🎤 TED Talk – The Power of Vulnerability – Brené Brown. A leadership classic for a reason. Brené unpacks why vulnerability isn’t weakness, it's the foundation of courage, trust and real connection. A powerful reminder for leaders navigating failure and growth. Listen here.
📚 Book – The Obstacle Is the Way – Ryan Holiday. A practical guide to reframing failure and adversity as fuel for leadership. Ideal for high-achievers facing setbacks and wanting to lead through them with purpose and strength. Read here.*
*I may earn a small commission if you buy through this link. It’s via Bookshop.org, a B Corp that supports independent bookstores.
QUICK WIN FOR PEAK PERFORMANCE
Silence imposter syndrome in one sentence.
Instead of saying, “I’m not ready,” reframe it as: “I am capable, and I can figure this out.”
Confidence is built through action, not waiting.
ONE CLEAR THOUGHT
📝 Take 5 minutes to reflect; no overthinking, just write!
How would I show up differently if I believed I was already “good enough”?
🔍 DEEP DIVE
🔥 How the Best Leaders Handle Failure
Even the most successful leaders fail.
What separates them from everyone else is how they respond when things go wrong.
Failure doesn’t have to shake your confidence or credibility. It can become a catalyst for stronger leadership if you know how to handle it with clarity and composure.
Here’s how the most effective leaders move through failure.
Reframe the Failure
Your brain is designed to protect you.
When you experience failure, it often triggers a threat response; your stress hormones spike, and your thinking narrows.
This can quickly spiral into self-criticism, shame or over-analysis.
What high-performing leaders do differently is reframe.
💡 Ask yourself: What can I learn from this? What’s the opportunity here?
This shifts your brain from survival mode into problem-solving mode. You take back control.
Instead of failure being a sign you’re not good enough, it becomes feedback.
And feedback is fuel.
Regulate Before You Respond
When you’re experiencing a setback, your instinct may be to fix it quickly or defend your actions.
But reacting in the heat of the moment usually leads to poor decisions.
That’s because the prefrontal cortex, responsible for clear thinking, goes offline under stress.
đź’ˇ Reduce your stress response by using a short, simple breathing technique like box breathing: breathe in for 4, hold for 4, out for 4, hold for 4.
Then pause.
Give yourself space to process before taking action or responding publicly.
Leaders who remain calm under pressure don’t have less stress—they’ve trained themselves to manage it.
Move from Rumination to Reflection
There’s a big difference between reflection and rumination.
Rumination sounds like: Why did I mess that up? What’s wrong with me?
It’s repetitive, negative and draining.
Reflection, on the other hand, is structured and forward-focused.
đź’ˇ Use this 3-part framework to reflect:
What happened?
What was in my control?
What will I do differently next time?
This helps your brain learn instead of spiralling. It also builds confidence by reinforcing that you’re in charge of your growth.
Own It. Communicate Clearly.
How you talk about failure impacts how others perceive your leadership.
Trying to hide it, shift the blame or spin it damages trust. The most respected leaders are honest and direct but also strategic.
đź’ˇ Use this formula:
Here’s what happened.
Here’s what I’ve learned.
Here’s what we’re doing next.
This approach shows accountability, self-awareness and forward momentum.
It also makes people more likely to follow you because they trust you know how to handle challenges with confidence.
Protect Your Energy to Rebuild Resilience
Leading through failure takes mental and emotional energy.
You can’t push through indefinitely without recovery.
High-performing leaders know that rest and reflection are part of the process, not a luxury.
💡 Block time after a big failure for recovery, even if it’s just one afternoon.
Go for a walk, journal, speak with a mentor or coach. Give your nervous system time to reset so you can show up grounded and present again.
You can’t lead clearly if you’re running on empty.
Closing Thoughts
You don’t need to be perfect.
You need to be present, prepared and willing to lead yourself first.
Handling failure is just another leadership skill, and now you have the tools to do it better.
Thanks for reading!
Until next time,
Kaley
PS. If you have any questions, just reply to this email. I’d love to hear from you!
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