Cool things I wish my iPod could do:Bluetooth for sync, wireless earbuds and car stereo play-through
Radio-program capture and sync
Pre-emptively load with purchaseable music that it thinks I would like. Allow me to unlock and listen to the music at any time, then when I sync it the financial transaction goes through. (Assuming huge storage.)
Beaming abilities so I can share with a friend (even if they need to purchase to unlock.)
Sync word .doc's and .pdfs and then read them to me with a high quality text-to-speech engine (doesn't someone offer something like this for iPod?)
DJ functionality: tempo, fader, beatmatch etc.
Built in radio with pause/rewind/save (ie. Tivo for radio.)
Color display for cool visualizations including album art
Better management of various-artist compilations (like DJ mixes.)
Sync with my Tivo/play video
Bypass CD-ripping process and instead unlock a fully downloadable version from the record label. (I own one CD which actually included a copy of all the songs in .mp3 format in addition to the traditional redbook audio.)
Sync playlists with my selected friends for tribal knowledge sharing.
Offer me free music with built-in ads (not saying I like ads, but hey, free music!)
Built in barcode reader that captures UPC's off of any CD jewel case for later lookup and download.