I own all of his albums except for the last one "high hopes" which just never cut it for me, that said I do need it to keep my collection intact and when I see it in a discount bin some day I will get it...
only two of his albums I don't like overall and they are the "lucky town" "human touch" duo from the early 1990s, there are good tracks on them but too much filler IMO, he should have, IMO, just released one album containing tracks from both...
his best albums (or more to the point my favourites...),
impossible to say, sometimes I like the narrative of "the ghost of tom goad", other times the sparseness of "Nebraska" etc etc...
overall I think he has been one of the most consistently good artists over the last 50 years.