I tend to listen in this kind of way but usually I listen to something for a few months until I can't stand it. Most of my playlists have less than 10 songs on

I tend to listen in this kind of way but usually I listen to something for a few months until I can't stand it. Most of my playlists have less than 10 songs on them and I just repeat them all of the time until I find myself skipping most of them. Then I realize I have to go find more music. Right now I'm actually just looping the same song because I have only found one suitable replacement so far.