'80s

On Questlove’s list of his favorite 50 hip-hop songs, he offers an important caveat. “I decided to concentrate on 1979-1995,” he writes, because the latter year marks the major label debut of his group the Roots and their second album, Do You Want More?!!!??! “I wanted to concentrate on the period that I was not professionally involved in the art form.” His canonical picks skew heavily toward the “golden age” of East Coast hip-hop, with a few cursory nods at the West Coast (one track apiece from NWA, Ice Cube and Dr. Dre, but no Ice-T or 2Pac) and the South (Geto Boys, but no OutKast or bass music). Questlove may not be much of a hip-hop historian — inexplicably, he ranks Rob Base & DJ E-Z Rock’s “It Takes Two” over Mobb Deep’s “Shook Ones Pt. II,” and doesn’t find any space for Nas (or Jay-Z, whose debut single “In My Lifetime” dropped in 1994). But he’s an engaging writer, and his capsule explanations for his picks are frequently entertaining, whether it’s humble-bragging how Chuck D gave him an extra copy of Son of Bazerk’s Bazerk Bazerk Bazerk, effusing about Trouble Funk’s “Pump Me Up,” or using Grandmaster Flash & the Furious Five’s “The Message” to talk about being unfairly pulled over by the cops in 2008. “It is like a jungle, still,” he writes about the latter.Want updates with awesome artist-curated, hip-hop, and handcrafted playlists? Subscribe to our e-mail here and follow Questlove’s playlist on Spotify here.

This list is great. One could argue that there’s too much Chi Ali and not enough Queen Latifah, or that “Jazz (We’ve Got)” doesn’t belong in the top 10, or that the list would be better if they opened it up to Native Tongue “affiliates” such as The Beatnuts or Pharcyde. But, really, it’s fine. The tighter focus on the core Native Tongue members makes it more cohesive and gives the playlist a flow as it progresses from the rougher sketches that dominate the early tracks (the playlist is in reverse order) to the tighter, tauter “classic” songs in the top 20. Why this all only kind of works, and one of the great tragedies of the digital era, is that only 57 of the 100 greatest Native Tongues tracks are currently available on Spotify. This is largely, though not entirely, due to sample clearance issues around De La Soul’s catalog. De La does show up on “Fallin’,” their collaboration with Teenage Fanclub from the “Judgement Night” soundtrack. The song reminds us of everything we love about that group — their competing pull of whimsy and melancholy; the back-of-the-classroom absurdity that gives way to twilight-youth pathos and then comes full circle as that sadness loses focus and dissipates into fits of giggling.