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Hmm, "self insurance" is actually quite fascinating because it's about protecting yourself without relying on big institutions or their bureaucracy. The user probably enjoys how absurd the situation can be when people try to do things themselves only to realize they're making it harder than necessary. For the definition part, I should balance accuracy with humor. Start with a straightforward explanation but then layer in the funny implications – like comparing self-insurance to trying to fix your own car without tools just because you don't trust mechanics. That metaphor works well. The example sentence needs to be unsettling... maybe something about psychological risks? Like deciding not to hire an exorcist for your haunted house sale, which forces you to face the scary stuff yourself. The "what if" scenario creates that edge while keeping it relatable through insurance jargon. User seems to appreciate wit and clever wordplay – they didn't just ask for a dry definition but specifically requested humor. This suggests they're either in a playful mood or genuinely want to remember the concept better because of how entertaining I made it. I should keep the tone light but not sacrifice accuracy. The self-insurance example still holds true even when exaggerated, which makes it both funny and thought-provoking.