My wife got me a 60GB Video iPod for Christmas. It's a fantastic machine. My entire music collection (35GB) fits on it, and I've also loaded it up with podcasts, videocasts, and even the first few eps of Lost, which I missed when it premiered. Of course, the day after Christmas, I started to wonder how to extend on what the iPod does.
The first thing I wanted to do was plug it into my living room A/V system, so I could watch the iPod's recorded TV shows and videocasts on a bigger screen. Apple charges $19 for its special AV cable, which is robbery. The connectors are identical to a standard 1/8" video camera cable, which you can find on eBay for $4.99. You just have to remember that Apple shuffled the connectors. See this page for the mappings. I went out looking for a cheap non-Apple cable, but even at my local Radio Shack the cable was $17 (there was an absurd Monster version for $39). I bit the bullet and got the cheaper one. If I lived closer to Fry's I would have shopped for one there.
The other thing I wanted to do with my iPod is listen to new (to me) music, and I didn't want to spend $1.99 on iTunes for each new track. So I'm using the trial version of Griffin's iFill instead. This is a very cool desktop app that tunes into multiple Internet radio stations of your choice and saves the tracks (with artist/title info) directly to your iPod. You can leave it running overnight while you recharge your iPod, and it will fill up your player with fresh content.
My next project revolves around iTunes, which I do not like. I find the interface to be slow and inflexible. There's an alternate iPod manager called Anapod that I'm beginning to experiment with. I prefer it to iTunes, although it doesn't have built-in support for subscribing to podcasts or buying videos. So for the moment I'm still using iTunes, but once I get tired of paying for iTunes videos (won't be long) and once I lock in to a good alternate podcast manager, I plan to move over to Anapod.