I've found it pretty hard to just say "I like this song, show me more like it" and then to be able to listen to each one, and conveniently add ones I like to one of a small set of playlists.
Instead, I have to right-click a song and choose "play a radio-station-thingy based on this song" (which usually is a stretch anyway and most of them are nothing like what I'm looking for), and for the few songs I do want to keep, I have to right-click them, find the "add to playlist menu", find the submenu item for the right playlist and click that, and try to re-find my place again in the song queue to start this all over again with the next song.
Maybe it's because I'm used to 90s software still and so I just don't know where the right buttons are, and I'm just clicking the wrong things, who knows.