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#571: Learning To Love The F-Word… Failure

May 16, 2023

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The 3 questions I ask myself every time failure comes knocking at my door

It’s no secret that failure can be one of your greatest teachers in business. In fact, some of the world’s most brilliant entrepreneurs, people like Sara Blakely of Spanx, attribute their incredible success to failing over and over again. 

But here’s the thing. Even though we all know that failing helps you become a better, stronger entrepreneur — why are we still so afraid of it? 

I’ll be honest, coming to terms with failure has been a big struggle for me as a business owner. I was brought up in an environment where failing at anything, whether it be school or sports, was just not acceptable.

Because of the way I was conditioned to avoid failure as a kid, I’ve had to take a real close look at my relationship with failure as an adult — both personally and professionally. 

And for me, that means making a conscious effort to use failure to my advantage instead of letting it drag me down. 

In fact, there are three questions that I ask myself every time I fail – and although I’m very much a work in progress, I’ve found them to be incredibly helpful.

In this episode, I’m sharing those three questions with you, and it’s my hope that if you’ve also struggled with embracing failure, they’ll help you too.

Here’s a glance at this episode…

  • [02:51] Having a healthy relationship with failure can help entrepreneurs build a tolerance for risk-taking.
  • [05:38] The thought that failure is something to fear or be ashamed of is completely optional. 
  • [06:45] Celebrating failure is not only possible but necessary to reach new heights as an entrepreneur.
  • [07:06] I took a lot of risks launching Two Weeks Notice. I was satisfied knowing I did all I could, whether my book was recognized or not. 
  • [12:14] Where were you willing to show up and do all that you could, even if there's no guarantee that you'll make your goal?
  • [18:53] Next time you have a failure, think about neutralizing the situation and taking all of the emotion out of it. You will see things in a different way.
  • [19:18] Plan how to celebrate your next failure or change your perspective. 

Click here to listen!

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