This movie is unlike most in that it doesn't try for reality -- it is more like an inner dialogue played out so we can see it.
There are several laugh out loud moments which should not be missed. These stand up even in a second viewing. The juxtaposition of Orlando's Bloom's fiasco-failure of historic proportions/his father's funeral/Chuck and Cindie's wedding/and perhaps finding his life mate, Kristan Dunst, are all woven into a timeless (no)place called Elizabethtown, which is magical. For me the magic worked. There were a few things that didn't click, but mostly it was genuine, funny, and affecting.
Alec Baldwin is perfect as Phil, the shoe tycoon. He has just the right mix of bonhomie, menace, and smart-guy-in-charge to fill the role.
Susan Sarandon seems a bit distracting at first but by the end "its all good," -- wait I don't say that -- "it works" there that is better. Her contribution is uplifting.
As for the "World's Second Largest Farmer's Market" -- it isn't on any map that doesn't map the human heart.