It's obviously a matter of perspective: for me writing an opening monologue of "Well, it's getting colder here each night in Lake Woebegone" from a Starbucks on Broadway doesn't feel as sincere as writing the exact same words in St. Paul.
I understand he's trying to depict a bucolic lifestyle and portray himself as a resident and narrator of this fictional little town. But in my opinion if you're sitting at a remove from the area that inspires these stories it's possible for another perspective to color your view. Culturally NYC and St. Paul much less Lake Woebegone are vastly different.
Nobody's saying you have to agree with me, but I do get what he's trying to do. I just find it harder to believe it's anything but entirely fiction as opposed to a tapestry woven from an underlying truth with the names changed to protect the innocent, and for me that makes all the difference.