Telling your boss you disagree with them can feel risky—but when done right, it can foster trust, not tension. The key is to push back thoughtfully, with clarity and care. Here’s how to have a productive conversation, not an awkward standoff.

Reframe pushback as a contribution. Silence may feel safe, but it can lead to wasted time and poor outcomes. Speaking up shows commitment to shared goals and signals that you’re thinking strategically.

Know your influence—and use it wisely. Before you voice concerns, consider your credibility, timing, and the urgency of the issue. If the moment isn’t right, wait. A one-on-one beats a hallway ambush every time.

Tailor your approach. Adapt to your boss’s style and priorities. Frame concerns around what they care about—such as results, morale, or efficiency—and lead with curiosity. You could ask, “Would you be open to another perspective?”

Offer solutions, not just criticism. When possible, propose a compromise or alternative path. If they resist, clarify your intent: “I’m sharing this to help us succeed.” Then let it go if needed.
This tip is adapted from “How to Tell Your Boss They’re Wrong—Tactfully,” by Rebecca Knight.
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