How can you use humor to build rapport with executives?

1 Know your audience

Before you crack a joke or make a witty remark, think about who you are talking to and what they might find funny or offensive. Different executives may have different styles of humor, cultural backgrounds, and sensitivities. You don't want to risk alienating or upsetting them with inappropriate or insensitive jokes. Do some research on their interests, hobbies, and achievements, and use them as sources of positive and relevant humor. Avoid topics that are controversial, personal, or negative, such as politics, religion, health, or work problems.

2 Be authentic

Humor should come naturally and spontaneously, not forced or scripted. Don't try to be someone you are not, or copy someone else's style of humor. Be yourself and use humor that reflects your personality and values. For example, if you are a fan of puns, use them sparingly and cleverly, not excessively and annoyingly. If you are more of a storyteller, use anecdotes and examples that are engaging and relatable, not boring and irrelevant. If you are more of a self-deprecating humorist, poke fun at yourself occasionally, but not constantly or excessively.

3 Be respectful

Humor should be used to enhance your relationship with executives, not to undermine or challenge them. Don't use humor to mock, criticize, or disrespect their authority, decisions, or opinions. Don't use humor to avoid responsibility, accountability, or feedback. Don't use humor to distract from the main point or purpose of your communication. Use humor to compliment, appreciate, and support them, not to flatter, manipulate, or deceive them. Use humor to create a positive and friendly atmosphere, not to create a negative and hostile one.

4 Be appropriate

Humor should be used to suit the context and the occasion, not to disrupt or derail them. Don't use humor when it is not expected, welcomed, or appropriate, such as during a serious meeting, a formal presentation, or a sensitive conversation. Don't use humor that is too loud, too crude, too sarcastic, or too obscure, as it may be perceived as rude, vulgar, aggressive, or confusing. Don't use humor that is too frequent, too long, or too irrelevant, as it may be perceived as annoying, distracting, or unprofessional. Use humor that is subtle, tasteful, and relevant, as it may be perceived as smart, charming, and confident.

6 Here’s what else to consider

This is a space to share examples, stories, or insights that don’t fit into any of the previous sections. What else would you like to add?