Oh hey now that my music library is less disorganized I have a better way to decide what artists I actually listen to. Here's all the artists on the playlist I usually listen to that have multiple songs:
BENNIE K
BENNIE BECCA (technically BENNIE K ft. Becca)
鬼束ちひろ
YUKI
JUDY AND MARY (technically YUKI before she started doing solo music)
m-flo
安室奈美恵
BONNIE PINK
HALCALI
矢井田瞳
広瀬香美
Regina Spektor
Crystal Kay
Heartsdales
中島美嘉
山本領平
LISA
There's a couple of artists I need to find music for and listen to when I get the chance, though. Mainly Shela, some more 矢井田瞳, and YOSHIKA.
EDIT: TIER LIST GO
S+: 鬼束ちひろ, 広瀬香美
S: BENNIE K/BENNIE BECCA, 中島美嘉
A: YUKI/JUDY AND MARY, Regina Spektor, BONNIE PINK
B: m-flo, HALCALI, 矢井田瞳, 山本領平
KIND OF UPSET THIS MUSIC IS HERE TIER: 安室奈美恵, Heartsdales, Crystal Kay, LISA
Also this tier list is meaningless because outside of the bottom tier every artist there I consider at least S tier compared to most music I don't listen to.
I suck.
Also because I want to make myself cry this playlist does have a 宇多田ヒカル song, a Tenmon song, the 山崎まさよし song from the ending of 5 Centimeters Per Second, and a melody. song. I'm tempted to purge it because Utada and anime shit is so terrible, but First Love is the only remotely good Utada song and I actually think Shinkai anime and the music he chooses for them is good. I have no excuse for melody. though because she's a total garbage pop singer.