Early days in my career, I was very critical to my superiors and seniors. I had distinctive opinions or different point of views almost all the time. All those views based on past experiences or inaccurate observations. I was very aggressive in proving myself, and because of that, I may have lost quite a few opportunities in my career growth. People always considering me as a defiant and vindictive. That behavior was fueled partly by my exponential confidence and not entirely by disbelief. Although I learn and correct myself, the pushbacks in the career path are hurtful and sometimes shocking the entire career paths. I adopted passive-aggressive behavior by not arguing but expressing diverged and in the specific situation, to be dissimilar. I followed the axiom of the boss is always right. This behavior did not take me far either. Even after knowing mistake along the way, I started feeling guilty of being dishonest to my boss and my career. I was in the unstoppable problem of correcting the boss or continue following like a sheep. Following someone is out of character for me, so I always fall back even with passive behavior. Sometimes I ended up in the awkward situation; where even after knowing mistakes and not pointing out to the boss or taking steps to correct them, led to project catastrophe and eventually a roadblock to career. It was time to reevaluate my behavior because direct assertion and passive behaviorism were equally catastrophic to the career path. The thought to reevaluate my actions also came from my life experience and maturity of age. It is a delicate balance in pointing out the mistake over not embarrassing and hurting ego. I started taking few strategic steps, which I learned from my life experience. Before proceeding further, the most critical part is to ask yourself; How important is it that to correct this? No need to point out mistake right away or in front of everyone. It is tempting to point out mistakes right away and present an alternative in proving self a smarter in a crowd. It is the dumbest mistake anyone can do. Even if there is a mistake and one has the best possible alternative, this behavior can put anyone on the opposite spectrum of the boss. Try to walk in the boss’s shoes. This is an essential trait anyone can have. This signifies superior cognition, and smarter leader can emerge. A boss has more significant job responsibilities so as the bigger picture on any issue than any employee working under him. Boss’s action may look like a mistake at first, but it could be the only solution can have in the situation at hand. Before being too assertive, do proper homework. Make sure you are to remove an influence of mistrusts, frustrations or even acquiescence. Talk face to face in private. The principal part of talking in person is to encourage discussion and to get to know his point of view and not to point a finger. Suggest the solutions rather than pointing out the mistakes. There is entirely no place for statements in entire this process. Demonstrate rational thinking by examples in an utterly non-judgmental manner. Numbers have power. More people see the mistake; it is easy to convince the boss. In that situation, people with leadership traits may take the bold steps forward to address the situation. This kind of moments carves character and makes ready for next step in a career. On the other spectrum, there is a continuous sense of disrespect and hostility from a boss. There is an immense sense of misalignment of organizational value and so as between leader and employee. In that picture, the growth of an employee hits deadlocks and departing from each other is the only an unfortunate solution.