I can't delete a song from on-the-go playlist. I've got a classic 80gb. I've held down the button but nothing happens. Any suggestions?

bostonshazzer,
What model iPod do you have? This feature is not supported on all models. You are positive you are holding down the Select (Center) button with the song highlighted until it disappears? Are you sure you are in your On-the-Go playlist and not just a regular one?
B-rock

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How can I delete a song from iCloud / iTunes Match, but keep it on my Mac?
I subscribed to iTunes Match a few weeks ago and my entire library was uploaded. I do not want all of my library in the Cloud, especially given that there is a space/song limitation. Any help is appreciated.
Thanks!

Apologies Brandon, we have moved on somewhat from your original question.
What I have done is effectively used Michael's idea. I'll try to explain a little further.
You can run iTunes match on up to 5 computers, and you can edit the iCloud library on any of them. Michael's idea works on the basis that, whilst you can edit the iTunes library, you can't remove songs from other computers.
I have basically the same setup as you, but I also have a MacBook Air, which is running iTunes Match but without any music downloaded so it all streams.
I added the songs on my main library, which then added them to the cloud. When they appeared on my MacBook I deleted them straight away. As there was no local copy I was asked if I wanted to delete them from the cloud, and I said yes. When I went back to my main computer I found that, as expected, they were still there, but the iCloud status is "removed". They are therefore on my library but not in iCloud.
Since then I have run match updates a couple of times and there is no sign as yet that it will try to add them back to the cloud. It's too early to say that this is a definate answer to your problem, but it looks very hopeful.
Our other discussions have moved onto the 25,000 son limit, which I note from your comment you may also be interested in. Watch this space.
If you don't have access to a second computer to run the other library on then look back at Michael's post where he explains how to set it up on your main computer.
Hope that clarifies a bit.

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I'm a user of Spotify so I have no need to have all of my songs on my iPhone, since I can just listen to all of them over the internet through Spotify.
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With Sync Music selected under the Music tab for your iPhone sync preferences with iTunes, deslecting Sync Music followed by a sync should remove all music from your iPhone. The same when switching from transferring music via the sync process to manually managing music and videos.
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How can I delete all songs from iCloud library?

Hi,
I have a strange issue and couldn't really find any information about this on Google, so I thought I would try here. I'm kind of surprised this hasn't come up for other users yet (or maybe it has and I'm just missing it.)
I matched my iTunes library yesterday. About 60% of the songs were matched, 15% were uploaded and 25% were errored. I really like iTunes Match but I decided that I want to micromanage the library to get the best match results. To do this, I wanted to do the following:
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I called Apple and spoke with a customer service representative regarding this issue. I was given the two things to try, and if they don't work, I was told I can call back in:
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I can't delete a song from on-the-go playlist. I've got a classic 80gb. I've held down the button but nothing happens. Any suggestions?

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