I am aware that many users don’t sync for days or weeks. I recommend to these users that they sync more frequently. Personally, due to the daily changes to my iTunes library (mostly new podcasts), I sync daily, or to be precise, twice daily.
I run three iPods each day. My “road” iPod is a 3rd-Gen Nano, which is my main podcast iPod, so it has every unplayed podcast and the rest is filled by the last-added music and unplayed audiobooks. I have all my music on a 160Gb Classic that I use to store absolutely everything music-wise (no podcasts and the only video is music video) and I play anything I want from this at work. Finally, I have a 16Gb Touch that I use for the video and sometimes internet activity.
First sync occurs when I get home from work. I run all three through the process, then force a sync on the Apple TV to remove any played podcasts from it. I then play content on the Apple TV during the evening. I don’t use my iPods at home. At the end of the evening, all three iPods are synced again to pick up any changes that occurred during the night (new podcasts, removal of played podcasts, music with altered tags and artwork, new music and video, etc.). In this way all the iPods are always ready with the right content, charged and ready to go.
Too many times have I seen iPodders run out of juice during the day, have content that they’ve played over and over until they’re sick of it and with out-of-date iPods. Frequent syncing is the answer!