Hi johnathannei...
Do your deleting the easy way
Follow the instructions below..
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Deleting Files,Pictures,Videos,Audio Books, Apps,etc. from MP3 Player/Ipod
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BIG WARNING: DO NOT DELETE THE FILES NEEDED TO OPERATE YOUR MP3 PLAYER.
Hook up your mp3 player to your computer
Go to your desktop and double left click on "My Computer"
When it opens you will see listing that says "Devices with Removal Storage" your mp3 player should be listed there.
Right click on your mp3 player, and a window will open, right click on "Open" and now your files/songs should be visible.
Hold the left click down and drag it across all the files/songs that you do not want this will highlight the files/songs you do not want, release,right click and then click on "Delete"
Now you mp3 player should be clear of the files/songs you do not want.
ONE MORE BIG WARNING: BE CAREFUL AND DO NOT DELETE THE FILES NEEDED TO OPERATE YOUR MP3 PLAYER.
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SOURCE: Cannot transfer from MP3 player to PC
Try and drag and drop from your music folder to the media folder on the player make sure usb mode is msc this will show you all the folders Use your windows explorer for the transfer... much easier
SOURCE: Deleting music from Sansa Clip MP3 player
You can reformat the player in Windows Media Player - this will erase all songs (or you can delete the songs one by one in Windows Media Player). Microsoft's website has click-by-click instructions on how to do this - complete with illustrations. Just enter "Windows Media Player" as your search term - it will take you to the Windows Media Player help files.
SOURCE: I have a phillips mp3
Before you send the player off to Philips, try the repair procedure.
Make sure you have Philips Device Manager installed on your PC, and open it.
Press and hold [VOL+] whilst connecting the player to the PC.
Device Manager will report an error with your device.
Follow the on-screen prompts.
NOTE: ALL DEVICE CONTENT WILL BE DELETED.
If the player still doesn't connect then roll-back all of your USB drivers.
SOURCE: how do i delete multiply copies of the same song?
Did you try to go from the Main Menu into the EXPLORER ?
Explorer Controls
When you choose EXPLORER mode from the Main
menu, you will see the File Explorer screen. You can
find and delete files or folders from the player.
Function Key Action
To browse through the list of
files & folders
Press <UP> or
<DOWN>
To select a folder Press <ENTER>
To return to the previous screen Press <LEFT>
To delete a selected item Press <MENU>
To return to the Main menu Hold <MENU>
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