These are what we call the 'YMMV items.' Things that some people find in this work. We call them 'your mileage might vary' because not everyone sees these things in the same way. This starts discussions in the trope lists, a thing we don't want. Please use the discussion page if you'd like to discuss any of these items.
As far as his own music goes, special emphasis goes to "Grace", "Lover, You Should've Come Over", "Morning Theft", "Vancouver", and "Jewel Box".
Jimmy Page thought Buckley was playing in alternate tunings (something Page is fairly familiar with). When he saw him perform, and realized that he was playing it all in standard tuning, he became one of Buckley's biggest supporters.
Covered Up - His rendition of Leonard Cohen's "Hallelujah" has arguably become more widely used, more popular and better known than the original.
Funny Moments - Most of the monologues on the Live at Sin-é Legacy Edition. It's like the man was a walking jukebox.
Harsher in Hindsight - The title track from Grace, in which Buckley sings "And I feel them drown my name", is eerie considering how he died. The final track on Grace - "Dream Brother" - also ends with the line "Asleep in the sand with the ocean washing over."
"You And I" is a dark minimalist dirge, the only light coming from Jeff's vocals...which sound slightly mournful.
Before he died, Buckley once said that he intended his second album, My Sweetheart the Drunk, to be Nightmare Fuel. Specifically, he planned for it to be dark and disturbing, but with moments of sweetness distributed throughout. Once he died, however, these plans were mostly put to rest. Sketches for My Sweetheart the Drunk still has moments of horror in it from time to time (specifically "Murder Suicide Meteor Slave" and "Demon John"), but it doesn't really seem indicative of the original intent.
One of the creepiest parts of "Murder Suicide Meteor Slave" comes at the end wherein a monotone voice says "happy" over and over again with slower and slower pronunciation until eventually it sounds almost robotic.
One of Jeff's most fondly remembered concerts was a gig at The Garage in London. The reason for its fame is a 26-minute long rendition of "Kanga Roo" that completely runs the emotional gamut. It's quite scary at parts due to Jeff's outright screaming. Nowadays it's nearly impossible to find, and the few copies that do exist online have horrible audio quality.
Tear Jerker: "Hallelujah" is a Musical one but the real one comes from the tragedy that both Jeff and his father never lived to fulfill their true potential as musicians.