Okay so, links and comments:
3 How Do - Sneaker Pimps (covering Magnet’s Willow’s Song) :
Original ~
CoverI simply love Kelli’s voice, she has a ton of solo stuff too that is well worth checking out.
4 The Highwayman - Jimmy Webb (covering Glen Campbell but which he wrote):
Original ~
CoverI love both versions but like I said earlier I like the more rueful take Webb brings to it, it’s like he was grateful to be free of the burden of being a brigand and being able to move on to more useful lives. When I eventually pop off I think this is getting played at the immolation ceremony.

12 Who is he and what is he to you - Me‘Shell Ndegéocello (covering Bill Withers):
Original ~
CoverNot especially different musically (though she does play an awesome bass) but the fact that it’s still being sung to a woman by a woman alters the meaning and implication of the song in interesting ways. Me‘Shell also has a ton of great stuff that you should check out if this is your first exposure to her, God, Shiva, for example. There is
another cover of this song that I almost included which is the origin of the sample L.L. Cool J uses for
Phenomenon but I left it off in the final cut.
17 99 Problems - Hugo (covering Jay-Z):
Original ~
CoverNow see I loved the remake of
Fright Night (wish they’d made a couple more really) including this song, I don’t know it’s a more entertaining version of the song really. I didn’t mind Jay-Z back in the 90s but I just stopped enjoying listening to him a while back (the same isn’t true for DMX though, still love those albums).
19 Get The Party Started - Shirley Bassey (covering P!nk):
Original ~
CoverMight be a british thing, just tons of fun, Dame Shirley’s such a game old bird. Also, has Maye Rudolph ever played her?
20 I Put A Spell On You - Nina Simone (covering Screamin’ Jay Hawkins):
Original ~
CoverI love Nina, this version isn’t as loopy as the original but still manages to be intense despite the pace, she was a force of nature, she really was (mind you, so was Jay).