Automatically loading songs

My new iPod has trouble loading songs onto it.
On all my previous iPods, the iPod has "dragged" all the songs off my iTunes library until it's own memory is full. With my new iPod nano, I have to specify each playlist individually and only the total of the playlists is less than the size of the iPod.
This is frustrating, I just want the iPod to "drag" songs from pre-selected playlists until it's own memory fills up.
Currently, I have only 90% usage on the iPod because my playlists don't exactly match it's memory size and even then, I don't exactly want EVERY song on those playlists.
Is there a way to get my iPod nano 2GB 1st Gen to behave like every other iPod in regards to automaticaly filling up it's memory?

If you want to drag and drop songs onto the iPod you need to manage it manually. Connect your iPod and click on the iPod icon in the iTunes source list to bring up the preference tabs in the main pane. In the Summary tab check the box "manually manage music and videos" and click Apply: Managing content manually on iPod
Alternatively create a single playlist specifically for updating the iPod. Open iTunes and create a playlist to update your iPod from, call it -iPod to make it the first playlist in Sources. You can make this a normal playlist and drag whatever you want to it or you can make it a random Smart playlist. If you are making a smart playlist limit it to just less than the size of your iPod (for example 1800MB for a 2G 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. You can also sync from any existing playlists by choosing the same setting:
iTunes: Creating playlists of your favorite songs
How to create a Smart Playlist with iTunes
Loading songs onto iPod automatically - Windows

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