How to upload music from Windows Media Player to iPod
We all know that, if you want to transfer the Windows Media Player music to iPod music. Windows Media Player audio files, such as WMA and MP3 files, can be transferred onto an MP3 player by syncing the device with the Windows Media Player software.
Unfortunately, You can't move the Windows Media Player music to Apple iPod directly. The WMA music is not compatible with iPod. You need to convert the music to iPod MP3 or AAC, then your can Moving the Windows Media Player music files into the iTunes library will allow you to add the files onto your iPod.
Looking for another way to transfer or upload the Windows Media Player music to iPod directly without iTunes? 
ollection with your iPod is through iTunes. Windows Media Player
does not natively support syncing with any of the iPod line of players and likely never will. There are a few third-party solutions designed to bypass iTunes as an interface for your iPod. And iPod Explorer is that one.
By using this iPod Explorer, you can drag the music from Windows Media Player and put it onto iPod. With iPod Explorer you can also drag music and video from other MP3 players directly onto your iPod.
Music is automatically converted to MP3 files on the fly, so that it can be played in any media player including Windows Media Player and Winamp.
- Access your music from any Windows program like Windows Media Player. And add music to iPod from Windows Media Player, at the same time. you can convert the music to iPod MP3.
- Drag and Drop Songs, Playlists or Video to other iPods, or devices like MP3 Players or mobile phones.
- Drag your music back into iTunes.
- Move entire genres, albums and artists.
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Step-by-step guide: How to uppload Windows Media Player music to iPod direclty without iTunes, Just drag-and-drop the music folder to iPod from computer
Upload music from Windows Media Player to iPod Step 1: Download iPod Explorer and install it to computer. And then you can start it from your computer desktop.
The first time you plug your iPod into your PC via the included USB cable. You iPod should be detective by this iPod Explorer. You can see an icon on your computer and open it. You can see all your iPod files just like it is a hard drive.
The trial version allow you to use free for 30 days. You can just try to use it to copy music from iPod to Windows Media Player, If you think this software is useful, you can buy it too.

Upload music from Windows Media Player to iPod step 2:
You Windows Media Palyer music stored on the computer as a folder
Then you can just drag-and-drop the music to iPod from Windows Media Player. The iPod Explorer will automatically convert the Windows Media Player music to iPod format so that you can play it iPod.

iPod Explorer gives you complete access to all the music and video stored on your iPod.
Because iPod Explorer is implemented as a hard disk, you can access your music and video from any Windows application.
Transferring music to another device like an MP3 player or mobile phone can normally be done by simply dragging and dropping. With iPod Explorer you can also drag music and video from other MP3 players directly onto your iPod.
Music is automatically converted to MP3 files on the fly, so that it can be played in any media player including Windows Media Player and Winamp. You will wonder how you ever did without it. iPod Explorer makes anything possible!
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