Laugh a little. Learn a lot. Move forward with confidence.
Kimberly (Skiff) Jackson, JD
Healthcare Executive | Attorney | Board Member
No matter how competent or prepared you are, things will go wrong at work. Technology fails, deadlines get missed, and presentations don't always go as planned. In high-pressure moments, self-deprecating humor can be a powerful tool to diffuse tension, maintain credibility, and even strengthen relationships with colleagues.
?However, using it effectively requires balance. The goal isn't to undermine your competence, it is to show that you can laugh at yourself while still handling the situation with confidence. Here are five common workplace mishaps and examples of how to use self-deprecating humor to turn them around.
When Technology Fails During a Presentation
Few things are more frustrating than a frozen screen or a video call glitching mid-sentence. Instead of awkward silence or panic, use humor to lighten the mood. ?Humor reassures the audience that you're unfazed and keeps them engaged while you troubleshoot.
?What to say:
When You Mispronounce a Word (or Forget What You Were Saying)
?We've all stumbled over a tricky word or completely lost our train of thought mid-sentence. Instead of cringing, own it with a laugh. These quips signal confidence and help you reset without losing momentum.
?What to say:
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When You Accidentally Send an Email to the Wrong Person
?That moment of panic when you realize you just hit "Reply All" instead of "Reply" is universal. After frantically trying to recall the email and failing, you can use humor to acknowledge the blunder. A lighthearted approach makes it easier to recover without making the mistake feel bigger than it is.
?What to say:
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When You Miss a Deadline or Drop the Ball
?Missing a deadline isn't ideal, but if it is not catastrophic, humor can soften the impact while showing accountability. Pairing humor with a proactive solution, such as "I'm wrapping it up now and will have it over by EOD," will reassure your team that you're handling it.
What to say:
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Final Thoughts
Self-deprecating humor is a leadership tool that when used correctly can make you more relatable, eases workplace tension, and keeps people engaged. However, use it strategically. Keep it light and situational (not self-destructive). Avoid making jokes that suggest actual incompetence and always pair humor with a solution or next step to show you're still in control. Also, never make jokes about other people, those aren't nearly as funny. At the end of the day, everyone makes mistakes. The key to bouncing back is simple: laugh a little, learn a lot, and move forward with confidence.