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well if you ever really watched the show or came to nyc you would know that
1) People purposely pick the 'Know your cuts of meat' category in the 'know your current events' sketch so that they win the meat
2) the meat and dinner gift certificates he gives out are to some of the finest restaurants in nyc.
3) it's funny. who else gives out actual meat in a box to audience members?
different people have different tastes that's all. not everyone likes letterman, not everyone likes leno. just sharing my opinion