Woody Allen - yes, he started out as a writer, but was a standup comic too
Maria Bamford - I relate to her dysfunctional family humor
Paula Poundstone - talk about irreverent humor
Monique Marvez - not just standup, but improving human relationships too
Jonathan Winters - how can you not love this man's out-of-the-blue humor
The two gentlemen show my age, the three ladies I simply find humorous.
My four would be:
Christopher Titus - Dysfunctional has a name
Mitch Hedberg - He was just fantastic in my opinion
George Carlin - Loved every one of his stand ups ("The planet is fine... The People are fucked!)
Richard Pryor -
The fifth would be probably between Gene Wylder, Mel Brooks, Sam Kinison and Louis C.K. It is too difficult to pick just 5.
However it would be nice to have Carlos Mencia and all of the people he has stolen jokes from in the same room...