Mark, I read your full review. You did a fine job covering the plot of the film and adding your comments about the director and the performances. I would just like to add my observations:
I would just like to preface my remarks by saying I will be mentioning specific scenes in the film. Please DO NOT READ if you have not seen this movie. It will SPOIL it for you.
This entire work is not about wine but rather writing, and really good writing versus the adequate. While wine is the focus of the character, Miles, the real meat of the story happens when the characters are sitting on the shore and Miles talks about committing suicide in a hilarious scene that points out the sheer delight and poignancy of this work. Miles goes on and on eloquently describing his feelings, and then, when Jack points out he should write like that, Miles disccovers it was another author's description he had remembered. This is a film about words whose meanings go deep. Just how deep only the viewer can imagine (Jack: "Last night, man... she went deep..." Miles: a puzzled reaction). There is hilarity at its subtly, something rare in film.
Miles is the main character and really is the only character of the film where we see all sides (something only hinted at in other characters). He is the sympathetic lovable loser who has one night of bliss and is rewarded with a swift kick of reality the following day. The film's ambiguous ending gives us no resolution for Miles. His life of ups and downs will continue to go on. How sad then that toward the end, he felt his only moment of joy was in a local fast food burger joint.
The journey into wine country is what is sideways about this film. Miles life has nothing to do with Jack's world. They move in different circles. That Jack has Miles as a friend is a tribute more to Jack than Miles. Jack is superficial ("He's an actor!"). His whole thing in life is pleasure, at all costs. Miles is an old haunt in wine country where he used to frequent with his ex-wife. The irony here is his wife gives up drinking and has the one thing Miles earlier states would have been a burden, a child. At that point in the film, Miles realizes that everthing he tried to create in the book he so eagerly wanted published was false, just as his life had been. Miles realizes too late, a story is more than just taking pieces of your life and putting them into a book. A story starts with great characters we, the readers, find appealing. Miles is that character in the film, but the character of Miles doesn't know that until the end. The wine is a ruse, a "Macguffin" to throw us off the real purpose of the film. This side trip off the road of life is filled with so many wonderful moments (Jack's bluntness compared to Miles' finesse in so many scenes). My friend laughed the hardest when the woman screams the line, "He's got Dr. (character's name) wallet!" The script has Oscar dripping all over it.
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