Learning To Fail When You’ve Always Been Successful

Version 2

I’ll admit. In my career, I’ve generally been successful the first time I’ve tried something. Sometimes that success has come naturally. Other times I’ve had to work like crazy. But I was nearly always able to get it mostly right the first time around.

Not anymore.

Entrepreneurship feels like a daily wake-up call, a continuous journey outside my comfort zone. In the most humbling, amazing, frustrating, growing way possible.

There are moments when I’m riding high, overflowing with gratitude for the work I get to do.

And there are times when I feel like nothing works and I have no idea why. When I believe I’m putting something high-value into the universe and no one responds. Or they like it – but won’t actually pay for it.

Mirabell Gardens, Salzburg

This has been the last few weeks for me. This fall I piloted a group coaching program for women to get control of doubt and imposter syndrome and own their strengths so they can move forward in their career with confidence. It was AWESOME. I loved every second of working on it and the people in the program loved it as well.

This is it! I thought. I’ve found my signature program. I even had another person sign up for the next round of the program just as I was finishing the first.

It turns out I was wrong. After launching multiple marketing strategies, I’ve realized that this particular program isn’t connecting with people.

In short, I’ve failed.

It’s not fun.

But I’m realizing it’s fine. Healthy. Maybe even a good thing.

FlowersBlog

Ten years ago I sat in the Mexico City airport with a participant from one of the leadership development programs I coordinated at Cargill. While we waited for our flight back to Minneapolis, she shared that another participant had asked her, “How do you know how far you can go if you’ve never failed?”

I realized in that moment that I had never failed either (at least professionally!). And in the ensuing ten years I spent in corporate after that conversation, I never really failed. I wasn’t perfect, but my good was always good enough.

So I’ve never really known how far I can go.

Now is my opportunity. To embrace the highest of the highs and the lowest of the lows and learn from them both. To LISTEN. To create my business from a combination of what comes from that listening as well as my personal knowledge, values, and purpose. To dream bigger than I ever have before. And to EXPECT failure along the way.

It won’t be easy. It will be often be uncomfortable. There will be tears. And also joy.

And it will be worth it.

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