Thanks for taking the time to ready this, and hopefully help out. I purchased my first Mac when the Unibody's came out late 2008. It's been tough, but I'm finally at the point where I can ditch my PC (except for Quicken). I have copied all of my music files to Music folder, and pictures to Pictures folder. I have iLife '09, and all of the latest updates. I want to use both programs to manage and organize these files. Where I need help, is syncing these organized/modified media files to my home server. I have a PC and Linux Laptop, Linux Mediacenter, and Xbox 360 that I want to be able to access these files on my home network. Time machine is backing up my Mac laptop to my home server, but I want to install additional software that will continually sync the files on my Mac over to this server to view on other devices. Any suggestions? I want my Mac to manage all these files, so it only needs to sync/copy one way, hopefully automated. I read about drop box and a few other cross platform syncing programs, but I have no idea which folder on my Mac to include. Where does iTunes and iPhoto store modified these files? How do I manage their respected libraries? Is this going to be more trouble than what it's worth?