Cool new portable device features were added to Windows Media Player 11. The Sync tab includes several new enhancements that simplify the portable device experience, including a new device capacity meter and the ability to explore the contents of your device using the same Instant Search and visual navigation that you find in the Library view.
 
Browse from device

A device icon in the left navigation pane appears when a device is connected and allows browsing of all device content using the Library pane. Just like navigating content in the local library, you can browse device content using album art views, scrolling and Instant Search.
 
Shuffle Sync

With just one click, the new Shuffle Sync feature can calculate your device capacity and fill the device with a random sampling that is weighted toward the highest-rated content in your library.
 
Reverse Sync

The new Reverse Sync feature allows you to transfer digital media captured on your device back to your PC. Content, such as a photo captured on a phone or camera or music purchased over the phone can easily be transferred from a device to the Player library.
 
Guest Sync

Do you find yourself juggling multiple Player libraries between your home and work computer? The Guest Sync feature offers a great solution for keeping your device current with selections from multiple PCs.
 
Sync Gauge

A gauge appears in the Sync pane next to content when device syncing begins, providing a visual estimate of how much room is available on the device. Content download status is also shown in the bottom-left corner.
 
Help icons and troubleshooting

Windows Media Player 11 provides a much more transparent sync and management experience with protected content.
 
New help icons attach visual alerts next to content when a known issue with protected content is about to take place. These alerts appear before syncing and burning of protected content, which pre-empts sync and burn errors. Each icon is interactive, providing clear solutions, with links to available online sources to correct incompatibility or rights issues.

Source: Microsoft