maybe spend a couple of bucks on an refurb ipod classic (~60 - 160gb) to keep plugged in? that way, you can just keep the ipod plugged in and never worry about it again!
i dedicated my ipod nano to my car. it also helps that i can use it when i want to go work out. my music is always with me and it's always charged!
i guess it boils down to whether you want to spend extra cash-- y-cable + dedicated car ipod.
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