Multiple ipods synced to the same itunes question...

i have a 60 gig i pod and when i bought my new imac, i got an ipod nano... i am a runner and love to use the nano to work out with. i make a "running mix" that i change almost daily to keep it fresh and not boring. is there a way that i can set the ipod to sync to that place list AND be able to add stuff manually to the nano? i have like 40 gig of music and it obviously wont all fit on the nano. i want the nano to automatically update the running mix every time i hook it up to itunes. so far i can only figure out how to do one or the other... either manually update or only sync it to one or multiple playlists. can anyone help me?

You can't sync and manually manage your music you have to do one or the other. However what you could do if you want to easily change the music regularly and make the iPod simple to update is to use "Sync Music - Selected Playlists" and sync from a smart playlist that chooses songs randomly from iTunes. Open iTunes and create a playlist to update your iPod from, call it -iPod Nano to make it the first playlist in Sources. Make it a random Smart playlist limited to just less than the size of your iPod (for example 3700MB for a 4G iPod Nano). Now connect your iPod and when it appears in the Source list click on the iPod icon to bring up the preference tabs in the main pane. Go to the Music tab and choose Sync Music and the Selected playlists radio button. Choose the playlist you just made from the selection and click Apply:
iTunes: Creating playlists of your favorite songs
How to create a Smart Playlist with iTunes
How to use multiple iPods with one computer
To make a random playlist go to File>New Smart Playlist.
Uncheck "Match the following rule"
Check "Limit to" put "3700" in the number box, choose "MB" from the first list box, choose "Random" from the next list box. Check "Live Updating"
When you want to change the selection in the playlist just delete everything in it and it will add a new selection, connect your iPod to iTunes to update it with the changes.

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