To play podcasts on my shuffle, I perform the following steps.
1. Click on Podcasts and Refresh, to get the latest podcasts.
2. Go to a Smart Playlist I have created, which contains all recent unplayed tracks.
3. Highlight all tracks in the smart playlist.
4. Click on command-I to get to the info.
5. Click on the option "Skip when shuffling" and set it to no.
6. Go to the Shuffle device (customized to include recent unplayed tracks) and select automatic update.
With Itunes 8, Apple added a new step:
4b. Click on Options to display the option to set skip when shuffling to "No".
Questions:
1. Why do I have to check the option "skip when shuffling" to "No", when the Shuffle iPod is not set to shuffle?
2. Why are all podcasts set to "Skip when shuffling"?
3. According to http://support.apple.com/kb/HT1831 the "proper" way to add a podcast to a shuffle is to drag it to the device. Why? Or perhaps better phrased: "Why on earth!"
Are there any tracks that change as frequently as podcasts? Why is any manual intervention at all needed for frequently changed tracks?
I bought my iPod shuffle in the belief that a one button device would be simple. I have not had as many usability problem with any Apple product ever, and I have gone through dozens of their operating systems and machines, including Mac, iPods, Newton, printers...
This post has also been sent to Apple at http://www.apple.com/feedback/ipodshuffle.html