This is indeed a big problem I faced when I moved from WordPress to Jekyll. I decided to segregate them by year (very unique); so my articles/posts are /yyyy/foo-bar/. I did decided on the URL loooong back in WordPress as that was the most sane thing I could do while still writing a lot but have some segregation. E.g. There are about 93 files/posts in the "2006" folder for my website.