Should I have stood up to my boss? Or was it better to trust my gut?

Sydney Morning Herald
by Jonathan Rivett
February 19, 2026
AI-Generated Deep Dive Summary
Should I have stood up to my boss? Or was it better to trust my gut?
Standing up for yourself at work is often seen as a virtue, but the decision to do so should be carefully considered rather than following generic advice. In this thought-provoking piece, the author reflects on a situation where they faced a professional dilemma: whether to challenge their boss or trust their instincts. Despite receiving encouragement from friends and family to stand their ground, the author initially hesitated due to their long-standing relationship with their boss and a sense that confrontation might not be the best approach. Ultimately, they decided to confront their boss, only to find that their extensive preparation was unnecessary. The article highlights the complexity of workplace dynamics, where intuition and logic often intertwine. While following one’s gut can be rational in certain contexts, it doesn’t always guarantee success. The author learned that work isn’t a quiz show where being first or loudest is rewarded. Instead, it’s a nuanced environment where an educated guess based on experience may sometimes be the best approach. The piece also touches on broader societal perceptions of professionalism and decision-making. Many people are influenced by the misconception that workplaces prioritize logic over intuition, leading to hesitation in trusting their instincts. The author’s experience underscores the importance of balancing advice from others with personal judgment, especially in complex social situations. Ultimately, the article emphasizes that workplace interactions require a thoughtful approach rather than rigid adherence to either logic or intuition. It serves as a reminder that each situation is unique and that success often lies in finding the right balance between preparation and instinct. This insight is particularly relevant for readers interested in understanding how to navigate professional challenges with greater confidence and clarity. For anyone grappling with similar dilemmas, the takeaway is clear: trust your gut, but don’t shy away from using your experience and judgment to inform your decisions. The workplace is a dynamic environment, and navigating it effectively often requires a blend of both intuition and reason.
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Originally published on Sydney Morning Herald on 2/19/2026