Yes! I don't have any more space on my phone so sometimes I do have to delete a few things to make room for more.

I hate doing the uncheck thing because you'll never know when you want to hear something

I always have my music collection available in my HDD.
Every relevant pop star, every band i love, Eurovision, and lots and lots of other stuff :3

I don't, I might use it again someday

Yes, it's often the old songs I used to love but very rarely play, so it's kind of like sentimental value. Finally found the gumption to delete them all recently, and I have no regrets.

Basically Aaliyah's entire discography.