Technically, we may live in a world where 'streaming' may be the flavour of the day and gets all the attention but for me that is not the case. Fortunately, the world I live in with other like minded people (the silent majority, maybe?) the world is still turning quite well with older obsolete formats such as CD, vinyl, radio and even cassettes.
Yes, I do get the convenience factor which may be the only plus for streaming but this is where I get to the crux of the matter. I have a rather large collection of music from many years of collecting and I also have a large number of albums on i-Tunes. When I really intend to 'listen' to music I only go to my physical collection. Like others, I really enjoy spending time looking through what I have in order to choose what to listen to (if I don't know immediately). I find pleasure comes from activating any of my the senses - touch, seeing, hearing, and you might even include smell if you think of some old vinyl albums and taste if you want to get philosophical about what music to choose.
Having a million tracks in a streamer tends to cheapen the value of music for me. I like having lots of choice but when it is hidden in some mystical realm or hidden in a non-tangible way then I am not as happy. What a nightmare!
Yes, I have a bit of burden to house a physical product and this can be overwhelming if you are not on top of it every so often. However, I gladly accept this chore as I enjoy it. I do remember being gung ho about digital at one time in my life. I would spend countless days going through and editing the information (tracks / artists / albums / composers etc) because they were mostly never correct (OCD) and this was taking over my purpose for collecting music in the first place Then there is the computer issues and the risk of losing everything and the backups. Been there, done it and in hindsight I say no thank you except as a secondary platform that only is used for background music and convenience.
I don't listen to tracks - either random or chosen - I listen to albums usually. Most albums feature one composer and so I have things sorted by composer and it turns out to be rather easy to go to a section I know I want and peruse a little and find something that will excite me. Not so easy for albums that are a mix of different composers. Annoying but not the end of the world.
In what to listen to I rely first on my mood. Do I want to listen to just a particular genre (solo piano, chamber music, opera etc)? This is the starting point and from here will depend really on whether I just want to listen to any good music or whether I want to listen to something specifically because I may be wanting to play the same on the piano and study the score or interpretations. When I have indecision I tend to let the Music Room here guide me and more often than not I get much inspiration from what others are listening to.