This is a well-made documentary, that unfortunately is derailed by two fatal flaws:
1. Aside from Jerry Seinfeld, Orny Adams is another comedian featured in this film (though you wouldn't know it from the DVD cover); and he's featured pretty heavily (i'd say it's roughly 60 percent Jerry Seinfeld, and 40 percent Orny Adams). Orny Adams is not funny. Orny Adams is not sympathetic. Orny Adams is not interesting or complex or compelling. Every moment that Orny Adams is on the screen is every moment you, the viewer, will be repulsed. He is arrogant and ungrateful. And when you hear his material, you have to wonder just where the hell his sense of entitlement came from. By all rights, this film should have ruined his career in this field. If it did, then maybe it IS worth it.
2. By the end of the movie, there is one universal thing you can understand about stand up comedians (at least the ones featured in this film): They all have a contempt for their audience. It's disappointing, because even though we rationally understand that we don't really know Jerry, or Colin Quinn, we DO feel like there's something familiar. But, in this film, the audience is so repeatedly and harshly criticized, it's appalling. When the audience is responsive, Jerry Seinfeld mocks them for having the notion that they can relate to the comedy. Colin Quinn makes a comment about how being comfortable as a comedian means that you make the audience laugh, but you don't care about them laughing. And yet, the audience members are the first ones blamed for poor performances. Over and over again, the audience is called idiots, or worse. And while the comedians continually cut down the audience (whether as a comedic device, or out of true malice), the audience is crucified if they attempt any criticism.
The only moments of introspection and tenderness are when comedians are either talking to each other, or comedians of even higher stature. So, while the audience is being ridiculed and belittled and blamed for the comedians' poor jokes, Seinfeld shares a very poignant with Bill Cosby, who rattles off some cliche and rambling sentiment about performing. Seinfeld responds by saying that it is one of his greatest joys to be able to know Cosby. Never is there even a fraction of this appreciation for the paying and appreciative audience. Perhaps the comedians in this film would be most happy performing for each other in some Algonquin Roundtable setup.
Well made, but its own material is its own worst enemy. I think the same can be said for Orny Adams' career, but that's aside from the point.