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Overcoming the Sense of Underachievement in Your Entrepreneurial Journey

Entrepreneurship is a journey filled with challenges, triumphs, trials, and tribulations. While the sweet taste of success can be exhilarating, the feeling of underachievement can often loom in the background, casting a shadow over your accomplishments. It's important to recognize and address these feelings to ensure they don't hamper your progress or dampen your entrepreneurial spirit.

Why Does Underachievement Occur?

The sense of underachievement in entrepreneurship stems from a variety of sources, often deeply intertwined with our personal expectations, our comparisons with others, and society's narrative of success. Here are some common causes:

Unrealistic Expectations

Many entrepreneurs embark on their journey with sky-high expectations and ambitious goals. While it's good to aim high, if these goals aren't met within a self-imposed timeframe, it can breed a sense of falling short and underachievement.

The Trap of Comparison

In our digitally connected world, it's incredibly easy to compare your progress to other entrepreneurs who appear to be more successful. This comparison trap can often lead to feelings of inadequacy and underachievement.

Perceived Lack of Progress

Despite putting in countless hours and immense effort, entrepreneurs may not always see immediate results or tangible progress. This can lead to feelings of stagnation and underachievement.


Entrepreneurship requires dedication, and this often translates into long hours and little time off. Over time, this can lead to burnout. When you're exhausted, even the smallest setback can feel like a massive failure, leading to a feeling of underachievement.

Fear of Failure

The fear of failure can be so crippling that it overshadows your accomplishments. You might miss celebrating small victories because you're worried about the larger hurdles ahead, leading to a sense of underachievement.


For some entrepreneurs, nothing less than perfect will do. This mindset can lead to undervaluing your own accomplishments and can create a perpetual feeling of underachievement.

Imposter Syndrome

This psychological pattern, where individuals doubt their achievements and fear being exposed as a "fraud," is common among entrepreneurs. It can lead to chronic feelings of underachievement.

Moving Past Underachievement

Feeling underachieved is a common part of the entrepreneurial journey, but it's crucial not to let these feelings define your path.

By resetting your mindset, setting realistic expectations, celebrating even small victories, and practising self-care, you can manage these feelings better and foster a healthier perception of your journey.

Understand that success isn't a straight line, but rather a series of ups and downs. Celebrate your progress, learn from your setbacks, and keep pushing forward.

As an entrepreneur, you are already achieving more than you realize.

WorkLinker - Your Business Growth Partner

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