David Letterman's Emmy Adventure, September 1986, Re-up 

Dave co-hosted the 38th Annual Emmy Awards, broadcast live on September 21, 1986, with "Cheers" actress Shelley Long. This is a compilation of the moments before, during, and after the event that attempts to explain what the hell happened. And, hey, if I had to sit through the production numbers, so should you.
This is an upgrade that includes a slightly-better video source for the Emmy clips and an added clip with Sandra Bernhard on Late Night from five weeks later.
1. Late Night, September 11
2. Late Night, September 15
3. Late Night, September 17
4. Late Night, September 18
5. The Tonight Show, September 19
6. The Emmys, September 21. Selections include Lucille Ball, Shelley's memorable song and dance performance, Milton Berle, Jack Paar announcing Late Night's Best Writing award, the final production number, and more.
7. Late Night, September 23
8. Late Night, October 28, with Sandra Bernhard
With intercuts.