Navigating Ego in Entrepreneurship: Encountered Lessons from Success and Failure
- Keith Orlean
- Oct 23, 2023
- 3 min read
Updated: Feb 28, 2024

Ego's Role in Business Success and Failures:
Through my 40+ year journey as an entrepreneur, I've encountered lessons from successes and failures. Entrepreneurship, if you choose to pay attention teaches us to value these lessons as they hold the key to future success. Behind each achievement or failure lies the influence of ego – a force that can either drive us to success or lead us into future failures.
In the business world, unchecked ego is an uncontrollable influence moving us away from our gut instincts of knowing right and wrong to instead making decisions on what feels good at that time. In my pursuit of making it "big", I often found myself tempted by the desire to reach my destination without any direction or life support. The irresistible urge to reach my goals blinded me to the importance of careful thought and planning. Overconfidence, driven by ego, led me to ignore warning signs and rush into ventures that ultimately proved unsustainable.
Navigating the financial aspects of business posed challenges. My ego's desire to project an image of success led me to borrow excessively, overshadowing the importance of financial prudence. I used to think I had endless resources, shielded from the harsh reality of financial vulnerability, believing that, regardless of the risk, I could always find a way to fix what went wrong.
One of the most significant lessons learned from ego was the danger of undercapitalization. Ego often made it hard to admit my limitations. Fueled by the desire to prove my ability to overcome any obstacle, I often sacrificed my stability. Making decisions without adequate resources left me exposed to unnecessary challenges that could have been avoided with a more balanced approach.
But the most significant moment of insight arrived when I acknowledged my reluctance to seek advice from more experienced individuals. Ego often made me believe I should always be the smartest person in the room, discouraging me from seeking guidance from seasoned mentors. This self-imposed isolation left me dealing with challenges that could have been mitigated by the wisdom of those with experience, which would have helped me avoid costly mistakes.
Positive Ego Influence on Success:
Confidence: A healthy dose of self-confidence, a part of ego, can drive entrepreneurs to take risks and pursue opportunities they might otherwise avoid. Believing in one's abilities can be a powerful motivator.
Ambition: Ego can fuel ambition and the desire for success. Entrepreneurs with a strong ego often have high aspirations and are willing to work hard to achieve them.
Leadership: Ego can make individuals more assertive and effective leaders. It can help them make tough decisions, take charge, and rally a team to pursue a common goal.
Resilience: A strong ego can help individuals bounce back from setbacks. It provides the mental fortitude to face failures and continue to pursue their goals.
Negative Ego Influence on Failures:
Overconfidence: Ego can lead to overestimating one's abilities and underestimating risks. This overconfidence can lead to reckless decision-making and a lack of preparedness for potential pitfalls.
Resistance to Feedback: A big ego can make individuals resistant to feedback and criticism. This can prevent them from recognizing their mistakes and making necessary course corrections.
Impulsiveness: Ego-driven decisions may be impulsive, driven by the desire to prove oneself or make a mark, rather than being well-thought-out and strategic.
Inflexibility: Ego can lead to stubbornness and a reluctance to change course, even when the evidence suggests a different direction would be more prudent.
Ignoring Expertise: An over inflated ego may lead entrepreneurs to believe that they know better than experts in various fields, making them less likely to seek advice or collaborate with knowledgeable individuals.
As I reflect on the challenges I've faced, I've come to realize that failures have been my most valuable teacher. Through time and reflection, a shift in my mindset has taken place. Humility has gradually replaced ego. I've learned that seeking advice from others isn't a sign of weakness but rather a strength that will lead to personal and business growth. This change has extended to my personal relationships, where I've learned to balance my desire for knowledge with a genuine curiosity about others' perspectives. I've recognized that no one is an expert in everything, and I must remain open and willing to learn from others.
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