By artistic talent, it could be anything you find artistic: rhythm, speed, creativity, meaning/message, voice, etc.
Not a “song” per se, but Black Thought freestyling effortlessly for like 10 minutes straight is impressive AF: https://youtu.be/prmQgSpV3fA
For context, that show asks everybody to freestyle and some refuse, some do a few bars, but nobody goes for 10 minutes, lol.
For an actual song, and you wanna talk art, Blackalicious - Attica Black. Really love the sampling and the musicality of it, there are so many layers and it’s fun to listen to. https://youtu.be/qHRxorG8ABs
I was going to recommend a blackalicious track.
Edit: NSFW obviously
Lately, I’ve had two. One in English and the other Spanish.
English - Eminem ft Joyner Lucas - Lucky You
- The speed and rhythm are unbelievable. The musicality matches the emotion so well too. It’s insane that someone can create and perform that.
Spanish - Residente - La Catedra
- Awesome rhythm that varies throughout and a ridiculously long diss track at 12 mins lol. And just to show off, the dude raps a whole lyrical set rhyming with each of the vowels starting at 6:07. Who does that?! 😮
Edit: Just for fun, here’s a song that is impressive for being so bad by someone so important to hip-hop. The backstory is that Melle Mel was one of the original founders of hip-hop and part of the first rap group inducted to the Rock and Roll Hall of Fame. A few years ago, Melle Mel started publicly attacking Eminem for being White in hip hop. Eminem mostly ignored it, even thanking Melle Mel in this Rock and Rock Hall of Fame induction speech. However, after being attacked enough time by Melle Mel, Eminem dissed him in the song Realest by making fun of Mel’s obsession with his muscular physique. Melle Mel responded by seriously producing and disseminating this song to the public. It’s hilariously bad. Melle Mel - Kickback
Good pick on Lucky You. That one is up there for me too.
NAS- One Love (Illmatic, 1994)
The song is about a street criminal writing his friend in prison. It’s actually a literary form called “Epistolary”, where the narrative is in the form of documents, usually letters.
So anyway the song is full of the street lingo, misogyny, drug use, and violence you’ve come to expect from “gangster rap”. But just underneath, it’s also sweet and affectionate. The song is vulnerable and positive about masculine and platonic affection despite the most toxic context imaginable.
Anything from Dr. Octagonecologyst by Dr Octagon (Kool Keith)
The dense intricate rhyming structure mixed with the sci-fi jazz beats and the off the wall, juvenile lyrics are really unique and creative.
word.
When a hip-hop OG just has fun with the flow.
A Day at the Races by Jurassic 5
It’s just got awesome rhythm, it manages to evoke the feeling of racing (awesome song for driving; awful if you’re stuck in a traffic jam). The rhymes are excellent, poetic induction at the level of Shel Silverstein’s poem Magic.
They manage to somehow capture the smooth satisfaction of dry roads and eventual traction, the pacing of the action with zero distraction just perfect samadhi doing naughty shit with haughty wit and they got me with them in the pack even though I’m stuck back in the stack of whack traffic jams that make me slam on my brakes I love the way it gets my brain going. It’s hard to drive slow to this track especially if I listen to it back to back like crack for a sober mind this is my kind of jam man fuck:
I’m going to go with House of Pain, Jump Around. My reason for choosing this song is probably different than what most other people choose their songs for. This one doesn’t particularly demonstrate musical talent, but the emotional response it elicits is phenomenal, or at least this was so in its time. Back in the 90’s and early 00’s the whole house party, or bar scene would lose their minds when this song came on. Everyone would stop what they were doing, and start yelling and jumping up and down to the music. It got everyone pumped up, and ready to go. I think that itself is a talent, writing songs that motivate people to move, to act, to dance, to fight, whatever, and this song did all of those things. Plus, it’s just a fun and energetic song to listen to.
Tech N9ne “Speedom (WWC2)” ft. Eminem & Krizz Kaliko
Mainly because of the insane levels of cadence and speed with which they deliver the lyrics
This was my first thought too. Technical abilities off the charts
I like far too many kinds of hiphop to ever have a favorite, but here’s one that really struck me when i first heard it. The Lovely Thing Suite by Watsky. Technically multiple songs but here it is all together. I think it tells a story very powerfully.
Here’s another artist who doesn’t get enough mentions, Spose. He’s mostly known for a song called I’m Awesome, but he never stopped making music and he has tons of great tracks. I wouldn’t say he’s the most technical rapper, but he has some of the cleverest bars out there and is really entertaining. Here 's one my favs called Greatest Shit Ever.
3 wildly different perspectives on life lived and living life. For me its mostly the feel of the music, the lyrics.
Lacrae - Welcome to America (Before Mr glover recorded his hit)
https://m.youtube.com/watch?v=zVyEPNIR-yk
Nocando - El Camino (The big lie of the American dream)
https://m.youtube.com/watch?v=94Bxhhmm0FA
Classified - All About U (An underground Canadian hip hop wonder from the maritimes with a positive message for everyone )
Akala - Fire in the Booth 1 The flow, message, content. An artist with top skills, showcasing what he can do.
Supreme NTM - Le Pouvior Just always dug this track. Resonates with me.
I’m not a huge hip hop fan but I really like Aesop Rock’s lyricism and I like the style that astronautilus has.
The first two songs that come to mind is Aesop Rock’s citronella
https://youtu.be/dQmvt9WHfqE?si=7wbb65LTg5aPUuqk
and astronautilus the river the woods.
https://youtu.be/6jg19GyxV2Y?si=BlrJpknydCca7TrR
Both worth at least a listen in my opinion
Eyedea & Abilities always came with some of the best and most creative hip-hop. Their entire album E & A is next level with all the aspects you referenced. I love track #2, Now: https://www.youtube.com/watch?v=uZVkW-HtSgA&t=9
It’s just so smooth. Saw this also live once. Very impressive.
Similar experience for me: Prezident - Classic Coke (German)
For production talent, I got to go with It G Ma remix by Josh Pan
I don’t know about a particular song, but DMX pushed out his first two albums, both high selling and well regarded, in the span of about 6 months! That’s pretty impressive.
Edit: 1998 was a massive year for rap!