I'm so glad I found this. I read through the thread and there are some great ideas! I haven't really seen any one address the issue of taking their laptop from there home and still being able to access their media.
Please see my question at the bottom of the post.
Here's a diagram of my setup:
Acer:
This was functioning as my Media/Backup server, but I'm giving it to my mom to replace her eMachine. I had uTorrent setup to download TV shows automatically. I would then access them over the network from my laptop or the AppleTV. I'd like to get away from using this as the server if possible.
MacBook Pro (docked to a 24" Dell screen when at home):
I used to rip music on the Acer, but now I do this in VMware. I rip to FLAC for future storage only and AAC for playback. I keep my ripped music separate from my iTunes purchased music. I sync iTunes with my iPhone and AppleTV (I don't mind streaming) and I'd like to have a copy of my music with me when I'm away from the house.
I was playing around with VideoDrive and like that it is able to add my downloaded TV shows to iTunes (with out converting). This allows me to access them from the AppleTV interface. Is there away to automate this? I didn't like how VideoDrive handled it. I'd like to be able to automatically convert a copy for storage on my iPhone as well. I'd like to keep a copy (of the original) on the MBP for when i'm out, but this isn't as important.
AppleTV:
It's hacked to run XBMC/Boxee and has Perian. I'd like to be able to access my media using the AppleTV interface AND XBMC/Boxee.
PowerBook:
My old laptop that's going to be in the Kitchen for web browsing.
eMachine:
My mom's old computer. She has a small iTunes collection and an iPod.
I'm thinking about pulling the two 500GB drives from the Acer and putting them in enclosures in order to use my MBP as the media server. Otherwise, I'll probably use the eMachine. I think I'll use one of the MyBooks for a SuperDuper bootable copy the other can be used for offsite backups. I'd do TimeMachine over the network if I use the eMachine. What's the best way to store my media so that it is organized and accessible at home and while away?