Wisdom in a Wink

Inspiration, challenges, and tools to stay in demand as a leader.

Tags: leadership

Showing 9 results:

From Trust to Co-Evolution: Learning With AI

Hi Leaders, What if the real opportunity with AI isn’t just how we use it, but how we learn with it? We’ve spent months exploring trust and balance in our partnerships with technology. Now, the next frontier is co-evolution. Not control. Not replacement. Mutual learning. When we treat AI as a col...

by Katy Caroan — Oct 17, 2025 ai co-evolution mindset leadership

From Knower to Learner: Leading with Curiosity

Hi Leaders, What if your greatest strength in an AI-driven world is not having all the answers, but asking the right questions? Many leaders equate expertise with knowing everything. It feels safe, authoritative, and expected. But in reality, clinging to being “the knower” can limit growth. Why T...

by Katy Caroan — Sep 18, 2025 ai leadership learning

From “Aha!” to Always: Turning Training into Lasting Change

Hi Leaders, What if the real test of a great workshop isn’t what happens in the room, but what happens after? You’ve seen it: a training day full of energy, rich discussions, and bold commitments. Everyone leaves inspired. But back at the office, the daily grind creeps in. The ideas feel riskier....

by Katy Caroan — Aug 14, 2025 growth leadership learning

The Leadership Mistakes No One Talks About—Until It’s Too Late

Hi Leaders, You’re not new to this. You’ve earned your seat, delivered results, and built trust. But lately, something feels...off. Your ideas don’t gain traction. Your name isn’t in the room. Opportunities seem to go to someone else—someone louder, bolder, maybe even less qualified. Let’s name i...

by Katy Caroan — Jul 31, 2025 leadership unlearning webinar

The Surprising Power of Saying Nothing

Hi Leaders, In fast-paced teams and busy minds, silence can feel… awkward. But what if the quiet moments you avoid are the ones that unlock the clearest insights? Why It Matters 🔍 Silence isn’t emptiness—it’s a leadership tool. It calms the noise, clears the clutter, and invites reflection. W...

by katy caroan — May 01, 2025 leadership silence unlearning

The Secret to Stronger Teams? Start with Safety

Hi Leaders, Why It Matters 🔍 When psychological safety is missing, teams get stuck. Ideas stay unspoken. Collaboration becomes cautious. Progress stalls. But when people feel safe to speak up, challenge each other, and ask for help, something powerful happens: Trust becomes a catalyst for clarity...

by Katy Caroan — Apr 03, 2025 leadership teams workshops

How Well Do You Understand Your Leadership Traits?

Hi Leaders, What could you accomplish if you had a clearer understanding of your leadership strengths and growth areas? The ability to define your traits and capabilities can deepen your confidence, improve collaboration, and create more impact in your work. Focusing on the Essentials 🔍 Leaders...

by Katy Caroan — Mar 06, 2025 leadership playbook

Let Go to Grow: Mastering the Art of Unlearning

Hi Leaders, What if the secret to unlocking your leadership potential wasn’t about adding more but letting go? Unlearning is the often-overlooked skill that can fuel your personal and professional growth. Let’s explore how mastering this transformative capability can help you stay relevant, resil...

by Katy Caroan — Jan 14, 2025 leadership personal growth unlearning

Overcoming Obstacles: Essential Tips to Navigate Leadership Challenges

Hello there, fearless leaders! This week, we're exploring a topic close to every leader's heart: overcoming obstacles. We all face challenges, but how we navigate these hurdles truly defines our leadership. So, buckle up, and let's explore some essential tips for conquering leadership challenges ...

by Katy Caroan — Sep 17, 2024 leadership overcome obstacles stretch

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