Attempting humor in a professional context is like sales; you fail more than you succeed. Embracing and sharing these imperfect attempts creates an authentic connection. It shows others that it is normal to fail on the path to success, which helps combat widespread imposter syndrome.

Humor isn't one-size-fits-all; it falls into four styles. Understanding if you're a bold Stand-up, uplifting Sweetheart, sarcastic Sniper, or charismatic Magnet allows you to leverage humor effectively and authentically, without the pressure to be a traditional jokester.

We tend to focus on fixing high-stakes, difficult conversations. However, the more frequent and insidious threat to connection is simple boredom and disengagement. Without mutual engagement, fueled by humor and warmth ("levity"), no other conversational goals can be achieved.

Joke telling is a communication tool, not an inherently virtuous act. A well-structured joke elicits a physical laugh response that can make an audience accept a premise, even a harmful one. This persuasive power can be used for 'evil,' as the structure's effectiveness is independent of the content's morality.

Humor is a tool for managing an audience's emotional state. By inserting a well-placed joke after a high-stakes moment (e.g., a pregnant woman screaming), a speaker can signal that the story is safe, preventing the audience from worrying about a tragic outcome and keeping them engaged.

Injecting humor or pop culture references into interviews is not just for breaking the ice. It serves as a deliberate test for 'culture fit' by gauging a candidate's sense of humor, which strongly correlates with desirable traits like flexibility, curiosity, and friendliness that are difficult to assess directly.

Nostalgia is a low-risk strategy for incorporating humor into a business context. Recalling outdated practices (like finding jobs in a newspaper) makes people laugh while also demonstrating historical knowledge of an industry, making the speaker seem both funny and wise.

Brands, particularly in B2B, are often too serious and miss the power of humor. Laughter releases bonding hormones like oxytocin, creating an instant connection with an audience. It's a universal language that can dissolve conflict and make a brand more human and memorable.

A successful joke's core isn't the punchline but its 'point'—the underlying message or meaning. This foundation is often a serious observation. The humor is then built by creating a premise and structure that leads the audience to this point without stating it directly.