Challenging a leader entails a delicate balance between assertiveness and respect. When dealing with a forceful leader who is open to being challenged but can be aggressive and tough to convince, team members can use the following strategies to courageously and constructively put their views forward.
Gather facts, data, and examples to support your views before challenging the leader. Well-prepared arguments are more likely to be taken seriously.
Select a suitable moment to discuss the issue, preferably when the leader is not under high stress or in a public setting.
Begin by acknowledging the leader's perspective and the parts of their argument with which you agree. This shows respect and helps create a more receptive atmosphere.
Express your concerns using "I" statements such as "I feel…" or "I believe…." This phrasing will help you avoid sounding accusatory while claiming ownership of your views.
Home in on the problem or decision at hand to avoid attacking the leader personally or putting them on the defensive.
Show that you value the leader's opinions by listening carefully to their responses and acknowledging their points. Use open-ended questions to encourage dialogue and help the leader see the issue from a different perspective.
Don't just point out problems; provide potential solutions or alternatives that address the leader's concerns while incorporating your views.
Stand firm in your convictions but do so respectfully. Avoid becoming emotional or aggressive, as this can undermine your credibility.
If the leader doesn't immediately accept your views, don't give up. Continue to gather evidence, let developments educate the leader, and revisit the issue when appropriate.  
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