* CoveredUp: "Hallelujah", notably; "Suzanne" and "Bird on a Wire" are also popular choices.
* CreatorBreakdown: Cohen has spent his entire career struggling with clinical depression. His darkest album, ''Songs of Love and Hate'', came out of an especially troubled time; it is considered one of his best offerings by critics, but is not popular with the general public because it's just so dark. (Cohen himself states that he has trouble listening to it, and it is under-represented on his Best Of album, which he chose the songs for himself.)
* DorkAge: The middle point of his career, between ''New Skin'' and ''Various Positions'', is considered by some to contain his weakest work, and the period was marked by diminished public and critical esteem. He got better.
* EarWorm: ''Hallelujah, Hallelujah, Hallelujah, Hallelu-u-jah~"
** "This waltz, this waltz, this waltz, this waltz…"
* MoneyDearBoy: The reason he started touring again. Justified as his former manager stole all his money and left him nearly destitute. [[LaserGuidedKarma However, his live shows are acclaimed and the manager was arrested.]]
* OldShame:
** His stated opinions of ''Death of a Ladies Man'' are more positive now than they used to be, but he still refers to it as a "noble travesty" (direct quote). His fans are inclined to agree. It wasn't his fault entirely, though. PhilSpector apparently abducted the tapes at gunpoint and did his own thing with them; reports vary as to what actually happened, but there was definitely a gun involved, as well as [[HoYay a declaration of love]].
*** His daughter, on the other hand, apparently loves it.
** Another example is the above quoted song "Chelsea Hotel #2". In his younger days, he always dedicated the song to Janis Joplin, making it clear that it was her he was singing about. This was rather bold, due to the song's highly [[IntercourseWithYou sexual and erotic content]]. He now regrets ever having done this.