Great idea for a topic
Excuse my overindulgence here.
I'm leaving out artists who were overlooked in their life but received recognition after their deaths. Artists such as Nick Drake, Elliott Smith. Also leaving out artists with super cult followings or who are considered top of their niche genres, artists like Ariel Pink and Jay Reatard. Also perhaps surprisingly (to people who know me well) will be leaving out Nico, who i've never actually considered as underrated. She was an incredibly dark, bleak and difficult artist. I'm not at all baffled by people who don't enjoy her music, and to the vast majority of people she simply would not be worth the puzzle. She's as respected and as appreciated as can be. The ten artists i've mentioned below I think all deserve more love, attention and in some cases, understanding.
Judee Sill - A troubled artist who only left us behind two albums from during her painfully short time on this earth, but those two albums are stunning, with a celestial beauty unlike anything i've heard before or since I stumbled across her music years ago. At the time she was around in the 70s, Judee was a very weird mix to sell. Folk and gospel tinged tracks engulfed in this luscious baroque pop outer shell. The lyrics were as equally trippy as the music, touching on Christian themes, while at the same time speaking of astral planes and lopin' through the cosmos. This is an artist that will never come again.
John Cale - The man is a legend. A founder of the iconic and influential New York experimental rock band, The Velvet Underground. Lou Reed however is the name you may know, if any that are associated with this band. The Welshman Cale, although a very key member of the band, and one with a substantial solo career, isn't as celebrated in the same way as Reed. John Cale has in my opinion the best solo catalogue of the The Velvet Underground members. To add on top of that, he's an incredible producer having worked with artists such as Nico and Patti Smith. Much to my delight he recently recently released "M:Fans", a re-imagining of his dark 1982 pièce de résistance, "Music for a New Society". He's a living legend and my hero.
Amerie - My favourite RNB artist. I always thought she was several cuts above the rest of her contemporaries. She hasn't released music in a while but the old stuff still sounds fresh and cool today. She fizzled out I think when she was at her peak. Hard to think of cool pop track I like more than "Why R U".
Mikal Cronin - My favourite artist alive today making music. I simply adore Mr. Cronin with all my heart. He makes the most gorgeous, infectious garage rock. What sets Mikal apart from all his buddies is his rawness, his sincerity and his unusual insistence of using strings and other such instruments. A good chunk of his songs are essentially achingly beautiful baroque rock/pop tracks. That's not to say he doesn't rock though. Songs are often coated in loud walls of fuzz and gnarly distortion. I'm sure many people have an artist that they can really relate to and Mikal Cronin is my such artist.
Nicole Atkins - An absolutely brilliant singer-songwriter from New Jersey. I find her shockingly overlooked. There was a time when many such artists were exploding and it just never happened for Nicole. She draws quite heavily from old soul artists but has an alternative rock edge. A song like "The Way It Is" is humongous and in any decent world would have got a ridiculous amount of attention.
Todd Rundgren - Psychedelic soul rock legend and producer extraordinaire.
Todd is Godd as many of his hardcore fans will tell you. However, this man has just gotta be the most underrated gentleman in the history of popular rock music. Despite all of his achievements as a songwriter (25 solo albums, not including his bands like Utopia) and a record producer (he was responsible for Meat Loaf's "Bat Out Of Hell"), the Rock & Roll Hall Of Fame STILL avoids this man. It's absolutely preposterous. He's a ridiculously fascinating artist to delve into. He's even got the most WTactualF rap album. He's pretty much done it all, and even the questionable points of his career are charming. The psychedelic stuff though.. "A Wizard, A True Star", just hold me someone! One of the greatest psych pop albums ever.
Dessa / Doomtree - This lady helped to start my peculiar love affair with hip-hop. One genre I must admit I never thought i'd get into but over the past few years i've been proved wrong thanks to certain wise MCs. Dessa is at the very top of the pile. She's a part of the Minnesota hip-hop collective Doomtree (who could also easily earn a place on this list. In fact, boom! Just added them) and also releases stuff solo. Dessa is one heck of a wordsmith, forging together intelligent and thought provoking verses. She's an incredible singer as well to boot. As for Doomtree, five super hot MCs paired with two incredible producers. It's magic what they come up with.
Michael Rault - I've got a real thing for psych pop and rock and this young Canadian I think is making some of the best of it. It's real retro, throwback stuff but it's utterly charming. Psychedelic vibes are doing pretty great today with bands like Tame Impala leading the pack. I don't think Michael Rault is getting a proper look in though. He deserves attention. His stuff is perhaps more rough around the edges (which only makes it even better in my opinion) and he leans heavily towards the garage rock side of things which is perhaps stopping him from reaching a bigger audience. Tame Impala are getting pretty slick now.
Yoko Ono - There's a lot of hate that has surrounded this woman throughout her life. Often accused of breaking up the Beatles and just generally attacked for her "lack of talent", when in fact there's some very beautiful work here to uncover for those brave enough to explore her discography. Her voice is a very difficult wall for people to climb over, but once you get over it there's a lot to enjoy, in particular her melancholic ballads.
Part Time - Gosh, how I adore this band. The music pretty much all comes from one mans bedroom. David Loca has been making the most super catchy 80s synth pop in his bedroom now for the past few years. It's lo-fi, hazy stuff but so awesome. I can't help but think of him as being a much less difficult Ariel Pink's Haunted Graffiti. It's full on pop. The weirdness is still there but it never takes over or threatens to stop a song in it's tracks.
More songs in the spoiler below