Once you get to 5 machines you can remove the "old" machines from the list.  
For some reason they did not make a way to do it otherwise.

Also, you can get around the DRM by saving the songs as MP3 songs - extra work 
but can be done.  You can, also, import the songs into a new iTunes library and 
should be able to get the iPod to synchronize to that new iTunes library.

there are usually ways around this stupidity.

--
Edward Fultz
(978) 807-4225
[email protected]

 -------------- Original message ----------------------
From: "john.messeder" <[email protected]>
> And iTunes compounds the problem with a restriction on the number of 
> computers "authorized" to play iTunes purchases. Clearly, purchasing an 
> album, for instance, does not make it mine; it still belongs to iTunes.
>       How I know (besides having read some of the fine print)I've had to 
> rebuild my computer twice, and each time iTunes detected it as a 
> different machine so that now three of my five-machine allotment have 
> been used.
>       Backups don't help. The albums are backed up. The problem is when 
> iTunes tries to update the iPod from the "new" machine, it discovers 
> that some purchased-from-iTunes stuff was authorized for a different 
> machine.
>       All of which is a sort of long-winded way of saying look out for who 
> owns the cloud.
> 
> > From: [email protected]
> > On 01/13/2009 at 1644 -0500 wrote:
> > Actually, storage of music in the "cloud" is a flaw in iTunes - it is
> > not easy to have multiple machines in my home access multiple iTunes
> > libraries (my son see my daughter see mine, etc.).  Might the Pre and
> > others like it have a similar issue?
> > 
> 




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