Regina Spektor takes extremely depressing topics and sings them in upbeat and quirky tones. An example being "Dance Anthem of the 80's" Regina sings about an adolescent girl whose life has been consumed by sex, to the point where it is all she really knows. Another example is "Chemo Limo" which has a chorus sung so fast it doesn't even sound like English anymore, yet the song is about a mother who has been diagnosed with cancer. Regina's upbeat tone in these songs emphasizes grief in what they're about.
All in all, Regina Spektor is amazing. She is a fine artist, and in my opinion, the best artist that has ever made music in the alternative genre, and-- also in my opinion-- in any genre.
Spektor experiments with several non-mainstream vocal techniques, most famously the glottal stop from "Fidelity." She's also just pretty experimental in general, known for her poetic lyrics and softer sounds.
Some of her songs are really just weird. Others are really just nice. She says she's written over 700 songs, so you have a long time to look for something that works for you.
Musical person: Actually, I respect her nearly perfect tone, rhythm-sensitive ear, and singing ability.
"This is how it works
You're young until you're not
You love until you don't
You try until you can't
You laugh until you cry
You cry until you laugh
And everyone must breathe
Until their dying breath" - "On the Radio" by Regina Spektor, one of her other more well-known songs.