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The easiest time to be funny is during a fairly serious situation. That way, you can break the ice. It's crazy, but even at funerals, people will get huge laughs.

Adam McKay
Crazy, Ice, People
"Interview: Adam McKay and Neal Brennan Give Us 'The Goods'". Interview with Scott Beggs, filmschoolrejects.com. August 15, 2009.
The easiest time to be funny is during a fairly serious situation. That way, you can break the ice. It's crazy, but even at funerals, people will get huge laughs.