Steve Jobs apparently demonstrated support for downloading podcasts and syncing them to an iPod in the next version of iTunes. I imagine they'll use a UI similar to the current one for radio streams. Now that I actually have a commute again I listen to a couple of podcasts a week (though I still prefer music, thank you very much), so I imagine I might find it useful.
I haven't actually seen this confirmed, but there apparently have been talks at some level between Apple and Sony towards some level of integration between iTunes and the PSP and PS3, and the iPod and the PS3. What I would love to see is support for syncing photos and video to the PSP from iTunes and iPhoto, as the current manual process is a major PITA and Sony doesn't have any Mac syncing software anyway.
The sweeter the apple, the blacker the core —
Scratch a lover and find a foe!
— Dorothy Parker, “Ballad of a Great Weariness”