If I had $250 I would buy a PSP. My first thought is possibly a decoder script to allow it to play AAC files. Next Maybe an appl that would do some wardriving, and connect to shared iTunes librarys. but I don't know if its possible.
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Mobile-2.2Ghtz Core 2 Macbook, 4GB ram, 160GB HDD
Server-Dual 1.42 MDD G4, 1GB ram, 4 random hard drives.
PC-C2D 2.4Ghtz, Asus Commando, 2Gb ram, 3 hdd's in raid 5, 8800GTS.