How to have more songs on iPod than on laptop?

My iBook has 27GB, my iPod 40GB. I want to keep basically all music on the iPod and as little as possible on the laptop. E.g., import my CD's into Itunes, dump into iPod, and delete from iTunes thereafter. How can I do this?
I selected "manually manage music" in the summary tab for the iPod, but that just made it crash, and when I deleted files from Itunes, it still deleted them from the iPod. How does one, in fact, manually manage music on this thing? Oh, it's a white ipod 40GB, bout 2 years old.

Manually manage is want you want. Sync selected playlist mode might work also.
What crashed, iTunes, computer, or iPod?

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