How to have more than one playlist on the iPOD mini ...?

This may seem a silly question - after all, isn't it the whole point of the iPOD ? Anyway, with my current setup, I cannot get more than one playlist onto my ipod mini.
Using Win2000Pro, connecting using USB; there have been lots of other issues involving ' cannot read/write to ipod ' which have been reported on these forums , I started having problems after Apple 'upgraded' iTunes from 4.9 ...ended up with nothing on the ipod at all. Since then a few upgrades and now running iTunes 6.0 (not 6.0.1), it DOES sync with the ipod but does not let me manage the playlists:
Since my library is > the ipod ( 4 GB model) I cannot use the option ' sync all songs & playlists' , which is what I originally used when the library was < the ipod. At that point I did get ( automatically I think..) a few playlists onto the ipod.
Howeever, since the library got too big, I have to select 'sync to these playlists only' . I use 1 master list, which works, ( it syncs all the songs to the ipod and I get just that playlist on the 'pod) but any attempt to select another playlist from that dialogue box results in consistent hanging of iTunes, and you have to kikll it in task manager.
I would have thought that you could simply drag n drop a playlist onto the connected ipod icon (that would be more elegant) but the inteface doesn't allow it..
Oh and another thing ..why does the syncing tool delete ones on the go playlists from the pod ? I can't even get around this issue by making them manually on the 'pod as they get deleted when syncing.. Grrrrhhh
Where to go from here guys & gals ??
Thanks...any tips gratefully received
Aries/ AMD Windows 2000 Draytek Wireless DSL 2 Mb

Ok I'll try that, although I did try it earlier when I had iTunes 5.xx loaded, I think.
As to size of playlists, I have a master (900 songs) that defines what will fit onto the ipod , I then generate all the others as subsets of the master (not of the library)- hence I know they will all fit
Can you also clarify something for me: the dialogue box we are discussing is intended, I think, so that one can set the automatic synching of certain playlists between the PC & the ipod. Is that the only way one can select other playlists to go to the ipod - i.e. as static once-offs, not synchronised ?
Apple' docs, I think, are poor in this regard - they assume most ipods are bigger then the users song library and they gloss over the details of this alternate mode of playlist synching.
Thanks - Nick

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