One I forgot that should be added to the list -- "Leopard Skin Pill-Box Hat".
This is one for the 12-bar blues song category that get the Thumbs Down too. The words are cool, but the song is boring. Lonesome Day Blues and Cry Awhile could fall into this category, but it would based more on them being 'negative' songs with no resolution.
A 'Negative' feeling song can be really good if it has some kind of therapeutic or cathartic quality. Without that kind of resolution, the listener may end up actually feeling bad. Most blues songs have the opposite effect. In the end you feel healed, inspired, moved. Thus, yielding a positive effect.
A song like Positively 4th St. is negative, but has a positive effect on the listener. It's extremely cathartic.
Moonlight, Floater, Bye and Bye run into that jazzy category that could use some constructive criticism. In a breath it's easy to say these are brilliant songs, crafted with precison and care, But somehow I dunno they just don't .... I mean they could be....

The lyrics are intriguing. The images wonderful, but do these songs translate well live? They're rooted in jazz. I'm not a big fan of jazz. Respect it 100% and totally blown away and mystified by some of the jazz greats, but just not moved by it personally. (except for Miles Davis, Billie Holliday, Etta James, Wes Montgomery, and Nina Simone).
As I'm saying this though I realized how much I liked Bob's work with the Wynton Marselis group. So, again I'm confused.
Anyway, now i'm getting carried away. sorry.