Thanks Lord of the Rings.

I did not know that auto importing was not allowed for Windows versions.

But I am still having this problem and am using version 4 (4.18.8) on Mac OSX Tiger. It worked for version 4.16 before I upgraded.

I have enabled all the iTunes import flags.

I will try resetting everything again. But don't expect much.

I did have trouble with downloads that would not play when I manually imported them. It was frustrating as it was the first few songs I downloaded after upgrading. I thought there was some problem. But I downloaded a song that I had from before and it worked fine. So I realised that the songs were likely bad.

But even the good ones will not auto import any longer with 4.18.8.