I've written at length how watching Letterman influenced me and how I got to see his show in person in 2010.
YouTube is amazing. Even though we're getting farther away from when these originally aired, there's more 90's clips on the internet now than in 2010. Of course, these can get taken down or deleted, but for now, here's some classic Letterman.
Dave at Taco Bell (the clip they played to the audience in 2010)
Dave and Rupert Annoy People
Stop Calling Me Chief
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