At what point should you just give up trying to keep up with what's hip and pop in current music, lean back in your rocking chair, and just listen to them ol' time jazz records?

i think he meant: in what point should you just stop seeking for new music and listen exclusively to the things you already know

When you have children?! Hells no! You'll want some time to yourself and hitting the record shop and closing the bedroom door and putting on something new will keep you sane.

I keep up with my old favorites (Thomas Dolby's new album is pretty good!) and occasionally hear something cool by young artists (P.S. Eliot was introduced to me yesterday) but it's true that the past number of years I've been more interested in music from the 50s-70s than 00s. As Dan said upthread, I expect to run into things I love eventually - and ILM helps immensely in that respect.

well, for my friend's at least, it was the opposite..ot maybe it's just the age idk

alot of the new music I listen to is nowhere near the top of the charts or hyped by supposed tastemakers
alot of the new music I listen to is nowhere near the top of the charts or hyped by supposed tastemakers
alot of the new music I listen to is nowhere near the top of the charts or hyped by supposed tastemakers
alot of the new music I listen to is nowhere near the top of the charts or hyped by supposed tastemakers
alot of the new music I listen to is nowhere near the top of the charts or hyped by supposed tastemakers
alot of the new music I listen to is nowhere near the top of the charts or hyped by supposed tastemakers
alot of the new music I listen to is nowhere near the top of the charts or hyped by supposed tastemakers
alot of the new music I listen to is nowhere near the top of the charts or hyped by supposed tastemakers
alot of the new music I listen to is nowhere near the top of the charts or hyped by supposed tastemakers
alot of the new music I listen to is nowhere near the top of the charts or hyped by supposed tastemakers
alot of the new music I listen to is nowhere near the top of the charts or hyped by supposed tastemakers
alot of the new music I listen to is nowhere near the top of the charts or hyped by supposed tastemakers