What’s really holding you back?

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“Courage is not the absence of fear, but rather the assessment that something else is more important than fear.”

Franklin D. Roosevelt

What is the worst thing that could happen? It’s a question we should all ask ourselves when faced with a big decision or a critical inflection point. It’s especially important when considering something that takes us outside our comfort zone; that’s when we are most likely to try and avoid change and live in the status quo. Those who have worked with me over the years know this is a question I will ask when they seek my guidance and counsel. Whether it’s a career change, a risky project, or even a personal challenge, our minds can immediately zero in on what might go wrong. But here’s the real question: Are we truly afraid of the worst-case scenario, or are we more fearful of what others will think if we fail?

Fear is a powerful force. It can paralyze us, making the familiar feel like the safer option, no matter how unsatisfying. But, most of the time, it’s not the worst-case scenario that holds us back. It’s the fear of failure, being judged, and looking foolish in front of others. We start asking, What will they think if I fail? That fear of judgment keeps us from even taking the first step.

My follow-up question to “what is the worst thing that could happen,” is always, “Is the outcome terminal?” If yes, then it warrants slowing down and thinking about the situation and outcomes, but if not, then is fear the primary obstacle?

So, what if you embraced the worst-case scenario head-on? Ask yourself: Am I okay with that outcome? Dig into it. If the worst thing happened, would you still be standing? Could you recover? More often than not, the answer is “Yes.” You’d pick up the pieces, learn from the experience, and move forward. Knowing this should be liberating because it’s not the failure that will define you—it’s your willingness to try again. 

Now, here’s the action part: How could you prevent the worst from happening? It’s easy to sit in fear, but it takes courage to think ahead and plan. What could you do to mitigate the risks? Who could help you navigate the path and sidestep some of the potholes? That’s where mentorship comes in. Every great leader has someone who helps them avoid unnecessary mistakes. Ask yourself, Who can mentor me to help overcome the risks? Find that person, and lean on their wisdom.

Ultimately, you must ask yourself, What’s worse: failing at something or not trying at all? Failure stings; there is no doubt about it. But regret—the kind that comes from never taking that leap—is far more painful in the long run. Action, even imperfect action, beats standing still.

One of my favorite books is “Daring Greatly” by Brené Brown. (Anything by Brené is fantastic.) She delves deep into the relationship between vulnerability, fear, and courage. It’s a powerful read for anyone ready to step outside their comfort zone and try something extraordinary.

So, what’s holding you back? Is it the fear of the worst or the fear of being judged for even trying? It’s time to find out—and it’s time to act.

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