This quote is a commentary on the nature of success and the reactions it can provoke in others. It suggests that success, when displayed or carried in a particular manner, can cause annoyance or even anger in those who are less successful or perhaps envious. The term “jackass” is used here to denote individuals who are incapable of appreciating another’s success without feeling threatened or diminished.

The ‘look of success’ could be interpreted in multiple ways. It could mean the outward signs of success – wealth, status, power, or it could also refer to the attitude or demeanor of successful people. The ‘certain way’ it is worn might refer to those who carry their success with arrogance, pride, or a sense of superiority. This can infuriate those who are insecure or envious, leading to negative reactions.

In the context of today’s world, this idea is extremely relevant. In a society that often measures success by material wealth or social status, those who achieve these are often subject to envy and resentment. This can be seen in the criticism and backlash successful celebrities or business people often face.

In terms of personal development, this quote serves as a reminder to be mindful of how we present our achievements to the world. It encourages humility and grace in success, to avoid inciting negative reactions in others. It also implies that our reaction to others’ success can be a reflection of our own insecurities or shortcomings. So instead of feeling threatened or diminished by others’ success, we should use it as motivation to strive for our own goals. This quote also suggests that the ultimate measure of success is not how others perceive us, but how we perceive ourselves.