If you're lucky, you keep searching and finding unique forms of media, but it definitely takes effort. If you can find a group of people that are interested in the not-so-popular, but deeper meaning media, it can be extremely rewarding. I usually tend towards heavier music, but also enjoy strange electronic that breaks out of genres, as well as strange and more psychedelic or interesting media on YouTube. I have a group of friends that I recommend these to, and we have some great conversations about it. Some art even really "friends", but just people with the same interests that I've never met before, yet I find it fun to explain what drew me to the media, and then hearing what they think about it and if they feel similar.
Meanwhile, my son is going back in time and discovering the same bands that eventually burned me out on more popular heavy music. I try not to push him towards any one thing, I will give him band or album suggestions, but let him decide whether he wants to listen or not. With friends I try to push a little harder, but I want my son to have the same type of free thinking and discovery when it comes to music that I had in the early 90s.