How Far Can Comedians Go?

How Far Can Comedians Go?

March 14, 2026 · 3 min · Season 2 · Episode 33

About this episode

Greg Dean discusses the limits of dark humor in stand-up comedy and introduces his 'Self-Deprecation Rule' to help comedians connect with their audience.

How dark is too dark for stand-up? 🎤 Learn Greg Dean's "Self-Deprecation Rule" to master harsh humor without losing the room. Start building your act at stand-upcomedy.com. Explore the boundaries of modern stand-up by learning how to master dark humor without losing your audience. Greg Dean explains how to navigate the "hurt line" between comedy and drama by committing to your authentic voice and using self-deprecation as a tool to make harsh material more palatable. 😎Level 1: How to b...

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