The Fear of Good Fortune: Why Do We Doubt When Things Go Right?

Opportunities often come when we least expect them.

In a recent coaching conversation with my client Annie, she shared her recent good fortune. A new role had come her way, checking all her desired boxes and more— a promotion in a team with a riveting vision, a position that not only played to her strengths but also challenged her, and the chance to work under a boss she admires.

It seemed the universe was aligning in her favor, turning her wildest dreams into reality. But with the interview process looming, Annie was gripped by a question: “How do I NOT screw this up?”

I smiled gently and responded, “Annie, it sounds like an incredible opportunity. Why does your mind jump straight to potential pitfalls?”

She paused, taken aback. She hadn’t realized she was dwelling on the worst-case scenarios.

It’s a trap many of us fall into. Just when things seem to be going well, we’re plagued by the fear of making a misstep.

Ever found yourself reveling in a moment of joy, only to be overshadowed by guilt?

Or visualizing dark clouds on the horizon of a perfect day with your family?

These patterns of thinking aren’t formed overnight.

In fact, they often stem from deeply ingrained cultural beliefs.

Growing up in Taiwan, I was taught phrases like “be prepared for danger in times of peace” (居安思危) and “one prospers in worries and hardships and perishes in ease and comfort” (生於憂慮,死於安樂).

Such teachings instill the idea that worry is a precursor to prosperity and that true happiness is always fleeting.

Is this the way we truly want to live? I’ll say it’s NOT for me!

Breaking the cycle, I asked Annie why the hiring manager reached out to her.

As she listed her strengths and how they align with the role, I could see her tension ease.

“Exactly,” I said. “You just need to be yourself. Let them see your passion, your expertise, and your collaborative spirit. It’s that simple.”

By shifting her focus from anxiety to her innate abilities, Annie was tapping into her true power—a power that has always been within her.

So, the next time fortune smiles at you, what will you choose to focus on?

Embracing good fortune doesn’t mean ignoring potential pitfalls. It’s about acknowledging our strengths, accepting our blessings, and moving forward with confidence.

Have you ever found yourself doubting good fortune? Please share your stories!

Love, Wen

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