I'll ask you in December . . .
In Vince Vaughn's Wild West Comedy Show: 30 Days & 30 Nights--Hollywood to the Heartland, if the four relatively unknown comics (a "Guido," an Ohio rube, an Arab, and a non-descript guy) accompanying Vaughn on a 30 day tour of 30 cities had been better, the documentary would have been better as well. Sadly this tepid montage of the trip is rarely funny, rarely imaginative, although the infectious good will of Vaughn saves it from total banality.
Jerry Seinfeld's Comedian (2002) and the arch Aristocrats (2005) have far more humorous moments while also revealing the humanity of the performers. Vaughn tries with limited success to show the heart of the comics between acts, but, alas, not one is interesting enough to have more than a beer with.
As with most of these documentaries, there are only snippets of the acts, sometimes one liners, and then cuts to another performer or a personal note. Thus, we can never understand fully why a comedian will or will not make the big time. One thing I do know, this January graveyard toss off will not make it big time. I'll ask you in December if you think it should be nominated for best documentary; you'll have to research it on IMDB to remember.