Take A Risk! (What I Learned from a Date That Never Happened)

👤 Why I’m Sharing This

A few weeks ago, I left my job after more than eight years—without a plan for what’s next. The anxiety has been real, but so has the relief and space to reflect. During this time, I rediscovered an old story about a risk I took early in my career—a risk that didn’t go as planned but taught me more than I expected.

If you’ve ever hesitated to take a chance or face the fear of rejection, maybe this story will resonate.

💭 The Girl at the Restaurant: A Risk I Kept Putting Off

Early in my HR career, there was a hostess named Audrey at a restaurant I often visited for work lunches. She caught my eye with her smile and kindness, but I never asked her out — partly because I was unsure, partly because I’d never done that before.

Years later, fate brought her back into my life in the most unexpected way. Suddenly, the risk felt more real—and more urgent.

🎯 The Moment I Finally Said Hello

With encouragement (and a bit of teasing from coworkers), I finally made the move. I introduced myself, and to my surprise, she agreed to meet for dinner.

Walking into the restaurant to ask someone out was nerve-wracking. But sometimes the hardest part is just showing up.

⏳ When She Didn’t Show — But I Did

The night of our date, Audrey didn’t come. A manager left a note explaining she couldn’t make it and said she’d call, but she never did.

It could’ve been crushing. Instead, I felt peace. I had taken the risk, and that in itself was a victory. I learned that sometimes the outcome isn’t the point — it’s the courage to try.

💪 The Confidence You Earn by Trying

This story isn’t about Audrey. It’s about what happened inside me.

Taking that risk gave me the confidence to face bigger challenges later. I learned rejection isn’t failure — it’s part of growth.

Showing up is winning.

🎯 What I Hope You Take from This

Courage beats comfort. Waiting for the “right moment” can keep you stuck. Sometimes you have to leap.

Rejection is not the end. A “no” doesn’t define your worth.

Showing up is success. Taking the chance builds resilience and self-respect.

Growth happens in discomfort. The tough moments teach us the most.

Keep learning and moving forward. Every risk is a chance to grow.

💡 Final Thought: Take the Leap

Whether it’s a career change, a personal goal, or asking someone out—taking a risk is scary. But the lessons you gain and the strength you build are priceless.

So, take the leap. You might not get the answer you want — but you’ll get something more important:

the power to keep trying.

Want to lead with more impact?

Let’s talk. I help individuals and teams put these principles into action—with clarity, intention, and measurable results.