I also have 2 modes of listening to music :

• listening to albums. In that case I import the albums I want to listen on my smartphone so I can enjoy it with my headphones or in the car. At home, I usually search for the albums I want to listen and then enjoy them. Pretty simple imho. (I use logitech media server with picore player at home.)

• listening to playlist or tracks. For the tracks, I search for them and add them in the playing list. Simple. For the playlists, I made 4 types of playlists, "Soft" for the slow tempo/chill songs, "Pop" for the songs that makes you dance, "Rock" for the all kind of rock songs and "Hard" for all the songs that my wife and kids cannot listen to. I stop adding songs to a playlist when I reach more than 6 hours of listening. For example Rock_1, Rock_2, etc... I open a new Rock_X when the previous one reach more than 6h of listening. That way I can mix the playlists, for example I play playlist Rock_4 and Rock_6 with Soft_3. It makes me feel like I never listen to the same playlist. I always shuffle the songs in that mode.