It's one of those things you wish you started earlier. I used to listen to mp3 music or podcast programs on my laptop and never really felt the need for an iPod. Well...after having used it for a few months now, I can not live without it - I now completely understand this new iPod & podcasting culture. Since I travel much more with my new job, iPod became a natural travelling companion keeping me company on the road especially in planes and airports.
Many communications & training programs at Sun are podcasted. Two of my favorite ones are
innovating@sun(external) &
geekspeak(internal). I also started wine studying(or tasting

) recently and
wine for newbies podcasting is helping me tremendously.
You should really try the iPod, but more importantly experience the abundance of podcasts out there ...