iTunes alternatives for syncing my albums to my iPod

I am about to give up on itunes, I recently posted about its refusal to load some albums into my newly rebuilt library, internet searches, & trying different things have not worked. Still the unknown file in use error.

So I am looking for viable alternatives, it does not have to be super fancy, but something that will work; sync my albums, with album art to my ipod 160 gb classic without hassle, or mysterious glitches.

I would like something that will work with the cover flow on my ipod, I use this alot.

I do my editing, tagging of my files in other software, just need a reliable syncing function.

Any suggestions? cross platform would be nice, a mac platform alternative.