Al Stewart

Al Stewart is a British singer/songwriter/guitarist known particularly for exemplifying the 'confessional' school of songwriting in his early years and for his single 'Year of the Cat'

Al Stewart provides examples of the following tropes:

Concept Album. 'Past, Present and Future' was a historical based album with a song for each decade of the twentieth century. 'Life Between The Wars' did the same for the period 1919-1938. 'Down in the Cellar' was a concept album inspired by wine.
The Gump: Al himself is a real life example. He met Yoko Ono before any of The Beatles and shared a flat with Simon and Garfunkel (and was their roadie on their first big tour).
Hey, It's That Guy!. Yes, it is that Roger Taylor on percussion on Past, Present and Future.
Hipgnosis: Did the cover art for five of his albums.
Lyrical Dissonance: 'Post World War II Blues'. The tune is bouncy, the lyrics are a catalogue of almost every major tragedy of the post 1945 years.
Precision F-Strike: On the song 'Love Chronicles'. Bonus points for using it in its literal sense as well.
Shown Their Work: Exemplifies this trope with his historical songs which are all thoroughly researched and contain all manner of references to obscure individuals and little known historical incidents and anecdotes.
Word Salad Lyrics: Generally Al works hard on the meaning of his lyrics but this trope came into play in 'Red Toupee' which was originally merely meant to be guide lyrics to a backing track from co-writer Peter White. However, they both thought the lyrics sounded so good they kept them as they were.