My 160gb iPod classic now only holds 4 songs.

It syncs up to 521 songs then iTunes freezes. When my iPod disconnects it only has 4 songs!
It worked fine for around 2 years...
Help! Please and thank you!

I have over 1000 songs in my iTunes by the way.

Similar Messages

IPod Nano only holds 75 songs

My iPod Nano will only hold 75 songs. What am I doing wrong and how can I fix it? It also skips songs that I've downloaded from iTunes.

Kind: Protected AAC audio file
Sizes range from 2.8 - 4.4
Bitrate is all 128 kbps
Thanks.
Play one or more in iTunes and you'll get a chance to "authorize".
About the 75 on your nano, do the same File>Get info>Summary on several of them.
Otherwise just restore your nano and that should give you the space back... however if the songs are AIFF or WAV that may be reason for it only holds 75. Those encodings take LOTS of space.

Why does my 4GB mini only hold 210 songs? How can it hold more?Compression?

My 4 GB ipod mini is now only holding 215 songs and it is supposed to be able to hold around 1,000. I have my importing setting set to MP3, 128 bp which I think is supposed to be the best if I want to increase the number of songs....but its not working. Any way to change this? Should I compress using something else?
Thank you for any info!
HP ze5500 Windows XP
HP ze5500 Windows XP

It's probably because you have the import settings and bitrate set wrong. Look in iTunes under edit/preferences/importing. What does it say in settings and import using? You need to compress your music using either mp3 or aac. If you see AIFF, WAV or Apple Lossless then those formats are going to take way more space than mp3 or aac, especially the first 2 which are raw uncompressed formats. Bear in mind that Apple quotes the number of songs you are able to store on any iPod by using aac at 128kbps for a 4 minute song.
  See this article.
  About import settings and hard disk space.
Do not use Apple lossless either. This will typically produce a file size much larger than mp3 or aac.
And don't let anyone tell you what to use. Try both mp3 and aac, and you decide what's best. After all, they're your ears!

My gen 3 iPod Touch seems to have duplicated all my music since updating to IOS 5 so that it now only holds half as much. What can I do about it? I'm using the same iTunes library with OS 10.6 and all software up to date.

My gen 3 iPod Touch seems to have duplicated all my music since updating to IOS 5 so that it now only holds half as much. What can I do about it? I'm using the same iTunes library with OS 10.6 and all software up to date.

Is the camera damaged? Could be a hardware problem.
Try:
Close the Camera app in the multitasking bar, then try again.
Restart/Reset/Restore your iPod. In that order.

I bought a 160gb iPod classic every time I try to put music on my external hard drive only copy up to 1500 songs and then freezes Itune me and I can not close, asks me to restore the ipod as factory, and do nothing . I try to close the program and itune w

Me compre un ipod classic de 160gb cada vez que trato de ponerle musica de mi disco duro externo solo copia hasta 1500 canciones y luego me congela el Itune y no lo puedo cerrar, me pide que restaure el ipod como de fabrica, lo hago y nada. Trato de cerrar el programa de itune y no me deja, trato de apagar el computador y no lo puedo apagar, he buscado para ver si tiene errores el disco del Ipod y me dice que esta bien. Lo he restaurado como 8 veces y le he puesto musica y videos pero siempre me borra todo. He aplastado Menu y Seleccion para entrar al sistemade diagnostic o del ipod y le pongo el test manual donde entro al IO y me dice q todo esta bien. Le he dado ya varios Format directamente desde el Windows 7 y nada tampoco, siempre me borra todo desde que pasan mas de 1300 canciones y me congeal todo el equipo. Ya no se que pensar de esta compania Apple porque no da ninguna solucion ha este tema.
I bought a 160gb iPod classic every time I try to put music on my external hard drive only copy up to 1500 songs and then freezes Itune me and I can not close, asks me to restore the ipod as factory, and do nothing . I try to close the program and itune will not let me, I try to turn off the computer and I can not shut, I looked to see if the iPod disk errors and says it's okay. I restored it about 8 times and I've put music and videos but I always delete everything. I crushed and Selection Menu to enter diagnostic sistemade or ipod and I put the manual test where I enter the IO and q tells me everything is fine. I have already given several Format directly from the Windows 7 and anything either, I always delete everything from passing over 1300 songs and I congeal whole team. No longer have to think of this company because Apple gives no solution has this issue.

06-sep-2012 0:14
Me compre un ipod classic de 160gb cada vez que trato de ponerle musica de mi disco duro externo solo copia hasta 1500 canciones y luego me congela el Itune y no lo puedo cerrar, me pide que restaure el ipod como de fabrica, lo hago y nada. Trato de cerrar el programa de itune y no me deja, trato de apagar el computador y no lo puedo apagar, he buscado para ver si tiene errores el disco del Ipod y me dice que esta bien. Lo he restaurado como 8 veces y le he puesto musica y videos pero siempre me borra todo. He aplastado Menu y Seleccion para entrar al sistemade diagnostic o del ipod y le pongo el test manual donde entro al IO y me dice q todo esta bien. Le he dado ya varios Format directamente desde el Windows 7 y nada tampoco, siempre me borra todo desde que pasan mas de 1300 canciones y me congeal todo el equipo. Ya no se que pensar de esta compania Apple porque no da ninguna solucion ha este tema.
I bought a 160gb iPod classic every time I try to put music on my external hard drive only copy up to 1500 songs and then freezes Itune me and I can not close, asks me to restore the ipod as factory, and do nothing . I try to close the program and itune will not let me, I try to turn off the computer and I can not shut, I looked to see if the iPod disk errors and says it's okay. I restored it about 8 times and I've put music and videos but I always delete everything. I crushed and Selection Menu to enter diagnostic sistemade or ipod and I put the manual test where I enter the IO and q tells me everything is fine. I have already given several Format directly from the Windows 7 and anything either, I always delete everything from passing over 1300 songs and I congeal whole team. No longer have to think of this company because Apple gives no solution has this issue.
iPod classic, Windows 7, ME BORRA TODO Y SE CONGELA

How can I make my brand new 160GB iPod Classic work?

I bought a 160GB Ipod Classic in January and have just tried to use it for the first time and it has been a disaster! I have spent hours trying to use it and failed. I have been using iTunes for some time now and have recently successfully set up Squeezebox to use the iTunes music I have uploaded from my CDs.
All started well - my system recognised the new hardware and iTunes started. I registered and said I wanted to synch my music and my photos and away it went. After 2-3GB of uploads I got an error saying
"The Owner's iPod cannot be synced. The required folder cannot be found." On pressing 'OK' it then said I'd got an unknown error. Pressing 'OK' again took me back to the first error message. I then tried everything I coould including relaoding iTunes and eventually got it started again. This time it got up to about 8GB (of about 10.5GB) before abending in the same way. Since then I have failed to take another step forward in many hours.
When I connect the iPod to my PC sometimes it appears briefly in 'My Compter' then disappears. Then the errors loop thus:-
START:The iPod itself says "Connected" the a few seconds later it says "Ejecting"
The device manager has a USB Mass Storage Device with an exclamation mark on a yellow background which then says
"Windows cannot use this hardware device because it has been prepared for'safe removal' but it has not been removed from the computer (code 47). To fix this problem, unplug the device from your computer and then plug it in again"
Doing this the causes the process to sytart again from START above.
On one occasion only, after a few hours trying, I got a message "Your iPod need to be reformatted to work with Windows" and it opened up iTunes and then sat and did nothing.
Running the diagnostics in iTunes says "No iPod found". The diagnostic information is set out below:
Microsoft Windows XP Home Edition Service Pack 2 (Build 2600)
To Be Filled By O.E.M. ALiveSATA2-GLAN
iTunes 7.6.1.9
QuickTime 7.4.1
CD Driver 2.0.6.1
CD Driver DLL 2.0.6.2
Apple Mobile Device 1.1.4.7
Bonjour 1.0.4.12 (118.4)
iTunes Serial Number xxxxxxxxxxxxxxxxx
Current user is an administrator.
The current local date and time is 2008-03-14 21:39:45.
iTunes is not running in safe mode.
Video Display Information
NVIDIA GeForce 8800 GTS
NVIDIA GeForce 7600 GT
** External Plug-ins Information **
No external plug-ins installed.
** iPod/iPhone Connectivity Tests **
iPodService 7.6.1.9 is currently running.
iTunesHelper 7.6.1.9 is currently running.
Apple Mobile Device service 1.14.0.0 is currently running.
Universal Serial Bus Controllers:
VIA Rev 5 or later USB Universal Host Controller. Device is working properly.
VIA USB Enhanced Host Controller. Device is working properly.
No FireWire (IEEE 1394) Host Controller found.
Most Recent Device Not Currently Connected:
iPod classic running firmware version 1.0.2
Serial Number: xxxxxxxxxxxx
<Edited by Moderator>

Have solved my own problem. My PC sits on the floor so I have a four-port USB hub on my desktop with one port in use. I use one of the other three ports for USB-related task. As I was shutting down for the night I had a - what turned out to be inspired - thought about whether there was an adequate power supply from the hub. I then tried the iPod USB connection directly into the front of my machine and everything worked. It seems that an inadequate power supply was the cause of this strange set of conditions.

Suspicous HD sound on new 160GB iPod Classic

Hi there,
yesterday I bought one of the new 160GB iPod Classic to replace my old iPod Photo. After loading some music I noticed that the harddrive is really loud and makes disturbing sounds (spinning, clicking and chattering, obviously HD sounds) whenever I switch to the main menu or start playing albums.
Ok, I know that Hard drives do make noises while operating but what disturbs me is the volume. You can hear it even when the iPod is lying on a table one meter away and it is considerably louder than my iMacs working volume for example. In comparison my 4 year old iPod Photo is really silent, I have to put the iPod to my ear to hear the HD sound - the only times I heard a HD sound of this kind is whenever my old iPod froze/the HD crashed and I had to reset it. So whenever my Classic starts to spin its HD I think it's gonna freeze/crash and it freaks me out.
I contacted Amazon (where I bought it) and they told me that HD drive noises are normal and that I should contact Apple.
So, is this normal or a case in which I should try to get a replacement from Apple?

Amazon kept claiming that this ipod HD is not defective, still I returned the iPod to them using my right to return any item within 14 days of purchase. With the refund I walked to a local electronics market and bought their last iPod Classic 120GB (with a 25% discount).
Now the sound difference becomes even more obvious to me. The 120GB's HD is considerably more silent than my former 160GB (no high pitch, you can't hear the HD spining unless you put it to your ear, the HD clicks is not lounder than pressing the click wheel). The iPod I originally got must have been a flawed one. I can't imagine that Apple unleashes such an unconvenient product on its customers as a regular item. I'm eager to know if more buyers of the new 160GB complain about the HD sound and if a production flaw (?) of new HD modell is repsonsible for it.

160GB iPod Classic not recognized by iTunes

just got a new 160GB iPod Classic today, and I had no problems at first. when I was nearly finished syncing about 5500 songs to it, I accidentally bumped the dock, causing it to disconnect. i plugged it back in, and it started syncing my whole library again from the beginning. this time, something happened that caused iTunes to freeze up on my PC, so I had to restart.
I'm now left with my iPod that has only 480 songs on it, and iTunes will no longer recognize it. I had tried to update the firmware to 1.0.3 but that failed. I have the latest version of iTunes. my PC has recognizes the iPod as a separate drive as usual, the problem seems to be with iTunes.
help anyone?

This is a problem caused by 10.10.2, only way to fix it at the moment is to revert to 10.10.1.
Quite a few threads on it on other sites and only that one solution. Make sure you raise a feedback to apple though.

6th Gen. 160GB iPod Classic won't mount on 10.4.11

Hi,
I'm desperate for a solution! Would somebody please help me!
Here is my problem:
I have a 6th Generation 160GB iPod Classic that will no longer mount onto my PPC G4 10.4.11.
On this iPod I have a few thousand photos of a trip to Mexico that I kept on here until I returned home to sync them.
The other day, I started synching them into iPhoto 6.0.6, and it was working fine for the first half, but stalled around the middle. I could not find any way to get the synching process to continue or to quit / force quit the program successfully. Force quit did not actually terminate the process/program. I know at the time it was a mistake, but I unplugged the iPod cable from the iPod and held the computer's power button until it shut off.
Today, when plugging the iPod back into the computer:
1) it no longer mounts (though the iPod partition is viewable (grayed out) in Disk Utility.
2) because it does not mount in Disk Utility (I've tried many times including a separate iPod restart) it is also not viewable in Finder or in Terminal.
3) The iPod Settings Display that it is completely empty (though I know the files are still on there).
4) iPhoto recognized that there were more photos that still needed to be synched and asked if I wanted to continue, which I'm not able to do.
5) iTunes 8.0.2 tells me that I need to restore my iPod (which I can't do because I need these files, and can't erase them off of the iPod).
Does anybody know a workaround to save these files, which are extremely important to me, and cannot be erased under any circumstances? I would be extremely grateful for any help!
Please Help Me!
Thanks.

deggie,
thanks for responding.
just to let you know, I had the same problem before (when my iPod was brand new), but the problem was just with media already in my iTunes Library, so I tried to restore a bunch of times, and that didn't work. At the time, I had Apple Care, so I brought it to a Genius to restore. When I arrived home, it still wouldn't sync, but one last restore in my iTunes, and I got it working fine again. Ridiculous!
This time, I have already tried the iPod disk mode / Diagnostic mode, as -well-as connecting on a new user computer account (same computer), and on a different computer using a different iPod cable. All of this yielded the exact same results. The USB drive is detected (such as dev/disk2), but the iPod partition (dev/disk2s2) is grayed out in Disk Utility and is not accessible.
The closest luck I've had so far is downloading/installing the demo of Disk Rescue II, which produced a "thorough scan" of the entire drive (one block at a time). I was able to see somewhere between half to most of my files on there, and am not sure about the remaining undetected files. The demo only let me restore a single 5MB file, but am at least assured that most of it should be able to be recovered once I pay for the full version.
I am, however, interested to understand why some of my files were not recognizable. For example, during a class, I had a bunch of 100MB-400MB .wav files recorded with a Belkin TuneTalk Stereo Microphone that connects via the iPod Dock connector. The majority of these files I moved into a separate folder I created on the iPod as a way to organize them. Those files were either not discovered, or somehow not viewable in the Data Rescue II scan results. The last couple of files I recorded with the mic (and did not move elsewhere on the iPod) interestingly were automatically synced and playlisted in my iTunes (I did not tell it to sync), and are still playable on my iPod. Also, I may be wrong, but I don't believe all of my photos were detected by Data Rescue II. It seems like many random photos from each photo folder I created on my iPod were missing/not detected/not viewable, so at first glance it might appear like they all show up, but the file count doesn't look correct. I was expecting more files to be detected than there were. To my knowledge the Scanning between Demo version/full version should be the same, so I can only speculate until I buy the full version/restore to see which files I'm dealing with.
I would love to hear any other thoughts/ideas/solutions.
No doubt this iPod is getting restored (possibly at an apple store) when this is all done. From now on, I'm doing everything possible to backup on DVD's while on trips. I can't trust my iPod alone to be a dependable backup. This is unnacceptable!

What version of iTunes should I use for my 160gb iPod classic with a 2.0.1 software?

I have a 160gb iPod classic with a 2.0.1 software. I just had my laptop fixed and I downloaded the new iTunes but I can't sync my iPod. I think this is because it's not compatible with each other (am i right?) Well, anyway, I need to know what verstion of iTunes to use so that I can sync again on my iPod. Thank you!

hi PT the devil advocate,
The first reason why I'm suggesting this is because of the first question ask in this post;
sphericalcamel wrote:
I updated iTunes to whatever is current through software update, but when I tried to run it I was informed that it needed 10.4.9 to run (and for some reason software update didn't pick up that requirement).
The second reason, is because you will not receive full support on older software version. Like said above, you cannot buy song with an older iTunes version.
Beside, I said in a previous reply of this post that this is my personal preference to keep software up-to-date and that _I do understand_ that other person could prefer to stick with software version that have been proven to work well and not update. Having say this, I do not beleive that you need to play the devil's advocate here.
Nevertheless, this is normally suggested to keep software up-to-date in order to prevent either security issue (lot of updates are for improving security) and also for bugs issue. I'm not suggesting to buy Leopard here. I'm only saying that 10.4.2 is out-dated by 9 version which are free upgrade and that at version 11, 10.4 should be quite mature now for all computer.
For me, based on this, I do not see any reason why someone should not be running previous version than 10.4.11. If there is sleeping bugs running 10.4.3 and not 10.4.2, I'm suggesting to adress this issue instead because _there must be a solution to this_.
In order to solve the issue, I'm just suggesting to post it on Tiger forum.

160GB iPod Classic (2007 version)

I have the 6th generation, 160GB iPod classic (2007 version). Whenever I get to 2 specific songs, they will only play for about 5-10 seconds and then skip to the next song. It doesn't do that when I play those songs on my Mac. I've done several complete restores of the iPod and it does it on the same 2 songs every time. I have about 113GB of music, video and photos on it. The interface is also very sluggish. Why won't Apple update the firmware on this thing? It's barely 4 years old, yet OS X 10.5 from that same year has received updates more recently than the last update to my iPod software. If the only real difference between mine and the newer models are Genius and Genius Mixes, why can't I use the latest software on mine? Is it really that hard to support a 4 year old iPod that I bought to support my large music library for many years? I'd eventually buy an iPod Touch to replace it, but not until it's big enough for my entire library (which won't happen for at least another year). Seriously Apple, where is the love?

There are basically two reasons why firmware gets updated.
It's unstable, so it gets an update to fix it. The Classic's firmware is stable, that's why it doesn't get updated.
To give the iPod more features. Perhaps the iPod Classic has all the features its hardware can cope with. As for Genius (which I do not use and have not even tried) - surely that's in iTunes, not on the iPod. Therefore, updating the iPod's firmware would achieve nothing and since you now state that you "don't even care much for Genius", why bring it up in the first place?
To turn on Genius (in iTunes), go to Edit/Preferences/General and turn on the tick box named Genius.
sigh...
Oh, and with 113GB of music on your iPod, I'm not surprised the interface is sluggish (or less responsive than with just 10GB of music).

Windows Vista not recognizing my new 160GB ipod classic

I'm having a terrible time getting Windows Vista or itunes to recognize my 160GB ipod classic (ipod software version 1.0.3 PC). I've spent the last two days going through the 5 Rs (4 or 5 times, now)... updated all the USB drivers... reassigned my slave drive letter to make sure there's no conflict... nothing is working.
The ipod is seen in the Device Manager as an "unknown device", but that's it.
The "USB Mass Storage Device" and "Apple ipod Controller" are listed under the "Universal Serial Bus Controllers" and all drivers are up to date.
When I try to update and install the driver for the "unknown device", it automaticly searches windows and the internet, but finds nothing. When I point it towards my C:\Windows\System32 folder (as suggested elsewhere) it locates a driver... but encounters an "unknown error" when installing.
Absolutely nothing works! I'm not new to itunes, ipods or working with Windows Vista. This is terribly frustrating as I now have a $350 paperweight! Ironiclly, I just sold and sent off my 5g 60GB (WORKING!) ipod, too!
Ugggggghhhhhhhh!!!
Please, please, please help!

Update: (Not that anything is fixed yet)
Deleting infcache1 (as suggested elsewhere) had no effect... nor did moving around the usbappl.inf files forom the file repository as described here: http://teknobabble.wordpress.com/200...er-a-solution/
Vista just keeps asking for a driver and when I point it towards one... runs into an error when intalling. The hotfix provided adressing this exact issue (http://support.microsoft.com/kb/940199) hasn't worked nad I get an error saying "This update doesn't apply to your system". O Rly!?! Hmmmm... Windows Vista 32... exact same error when mounting my ipod. Sure SOUNDS like it SHOULD!
Tried this fix: http://support.microsoft.com/kb/925196/en-us but actually found the CD/DVD upper and lower filters in a different key: HKEYLOCALMACHINE\SYSTEM\CurrentControlSet\Contro l\Class\{4D36E965-E325-11CE-BFC1-08002BE10318}. Still no joy, though. Starting itunes just gives an error message saying it requires the registry entry to burn CD's and asks that I re-install itunes. Attempts to connect prior to reinstalling (since it still runs) have no effect.
Tried restarting itues service http://docs.info.apple.com/article.html?artnum=307078 but it just hangs. Reinstalling and restarting has no effect.
It just kills me that I can see the ipod connected in the Device Manager ("unknown device") and in Computer Management/Storage/Disc Management ("Rmovable Disc 1" with 148 GB).
So frustrating. This is the first problem I've run into with Vista that has stumped me for more than 24-hours and has really got me feeling stupid.

New 160Gb ipod classic will not be see in in Itunes V11.3.1(2)

I bought a new 160Gb Ipod classic. I bought it because my previous 2, older ipod classics, stopped syncing. One day they worked the next they didnt. I swear this happened after an Itunes update too. Anyway, I took one to Tekserve (local Apple service provider) and they told me one of the pins in the ipod i brought to them was damaged so the connection couldnt be made. I didnt really buy the answer, but since the ipod was older i figured, ok, I'll get a new one. Well I just got a new one. opened up the box, took out a new USB cord, plugged it into my computer and boom, NOTHING. The computer recognizes it in the Finder (MAC OS 10.6.8). Then again the MAC recognized my other 'broken' ipods too, Itunes just doesnt.
So I had hunch before this this problem has to be a software bug. Now its confirmed. There is no way a brand new ipod should not be seen in Itunes. Trust me i tried all the normal 'Ipod doesnt sync support stuff' and it doesnt solve the problem. This is an advanced problem and one that i need real answer on. Does an ipod classic work with Itunes V11.3.1(2) running on a MAC 10.6.8 OS? Ipod classics still cost $250 which is ridiculous since the technology is 5 years old, so if Apple stopped supporting them on the new Itunes without making that know I think there should be some serious press about this!
Please help.

Well I finally figured out the problem, not thanks to anyone from Apple for that matter. You would asume this problem has happened before and is still happening. The problem was I couldn't copy certain songs anymore from iTunes to my iPod Classic. When trying to copy certain songs I got an error.
If you have this problem it means your song file is corrupted. You can simply check this by trying to copy it from your hard drive to an external hard drive. Here you will also get an error message.
This means you need to replace all the corrupted files by a back up on your hard drive or download it again. I did this and now everything works fine.
Hope this will solve a lot of problems.

160gb iPod Classic, Screen No Longer Working

Hello,
So I have a 160gb ipod classic. I dropped it a few weeks ago by accident and now the screen does not work. No backlight, no lightup, no nothing. It will sync up to my PC just fine and if I plug headphones in and navigate to a song by memory it will play. I hoped it was just an issue with the connector coming loose inside the ipod. So i took it all apart since I got it in like 2010 and was out of warrenty. Unfortunatly, to my dismay, the issue was not the connection to the logic board. After doing a little more research I took it apart even more to see if there was a tear in the lcd connecter anywhrere, there wasn't. So I put it all back together and I was still getting the same issue. Great. My next thought was to get a new lcd. I had an ipod classic 80gb in like 2007 with a broken hard drive so I did some research and found they were the exact same lcd. So instead of buying a new lcd, I just took it out of that one and replaced it in the 160gb ipod. It worked!! well... sort of. I still get nothing on the display screen, but now, when I touch the clickwheel, the backlight lights up. Again, I can select songs from memory and it syncs up fine, but I cannot see anything on the screen. So thats a start, isnt it? I'm not sure. I tried to restore it in iTunes but kept getting an "unknown error 1514." Did some reserch on that and wasnt very helpful.
If anyone could help me out anymore that would be great. I am kind of at an end for what else to do. I'm out of ideas and after looking through this forum and others I have not found a real solution. ANY advice would be helpful. Thanks so much!
I am seriously considering ditching hard drive based media players, as the second they get dropped its all over. But I love being able to carry around all 100+ gigs of music and 30+ gigs of movies with me in one small device. if they made a 128 gig flah memory itouch id be all over it...

Hi, Meg.
I've contacted Apple as you suggested and they have already taken care of the problem.
Thank you for your help and reply.

Can I use my 160gb iPod classic as an external hard drive for my MacBook?

Can I use my 160gb iPod classic as an external hard drive for my MacBook?

That link seems to be broken. It does normally lead to a solution. For the time being go to
http://www.google.com/search?q=ipod+classic+disk+mode
Let your mouse hover over the link until you see the option appear on the right to view the cached version Google contains:
Putting iPod devices with a Click Wheel into Disk Mode
If necessary, verify that your iPod has a Click Wheel.
Before placing the iPod into Disk Mode, verify that it is charged.
Toggle the Hold switch on and off (set it to Hold, then turn it off again.)
Press and hold the Menu and Select buttons for at least six seconds, until the Apple logo appears.
When the Apple logo appears, release the Menu and Select buttons and immediately press and hold the Select and the Play/Pause buttons until the Disk Mode screen appears.
Connect the iPod to your computer; the screen on the iPod will should say "Do not disconnect".
If you are having difficulty putting your iPod into Disk Mode, set it on a flat surface. Make sure that the finger pressing the Select button is not touching the Click Wheel. Also make sure that you are pressing the Play/Pause button toward the outside of the Click Wheel and not near the center. If you are still unable to put your iPod into Disk Mode, use one finger from one hand to press the Select button, and one finger from the other hand to press the Play/Pause button.
If you have an older iPod model, without a Click Wheel
Before placing the iPod into Disk Mode, verify that it has a charge.
Toggle the Hold switch on and off (set it to Hold, then turn it off again.)
Press and hold the Play/Pause and Menu buttons until the Apple/iPod logo appears, then release them. This resets iPod. When you reset iPod, all your music and data files are saved, but some customized settings may be lost.
When the Apple logo appears, immediately press and hold the Previous and Next buttons until the Disk Mode screen appears.
Connect the iPod to your computer; the screen on the iPod should say "Do not disconnect".
If you have an iPod nano (6th generation)
Before placing the iPod into Disk Mode, verify that it has a charge.
Reset the device by pressing the Sleep and Volume Down buttons simultaneously until the display turns black. This should take about eight seconds.
When the display turns black, hold down the Volume Down and Volume Up buttons simultaneously until the device enters Disk mode.

My 160gb iPod classic now only holds 4 songs.

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