The easiest way to upload your workout data to nikeplus.com is to enter a Nike.com login ID and password. You can do this when you first connect an iPod nano or iPod nano (second generation) with Nike + iPod workout data on it to your computer. After you enter this information, any new workout data is automatically uploaded to nikeplus.com whenever you connect the iPod nano or iPod nano (second generation) to your computer. This occurs regardless of whether you are syncing music manually or automatically.
If you prefer, it is also possible to manually upload workout data to the nikeplus.com website. Here's how:
When you click on your iPod nano or iPod nano (second generation) there is a "Nike + iPod" tab with a checkbox:
"Automatically send workout data to nikeplus.com"
If you uncheck this checkbox, iTunes will prompt you to upload your workout data each time you connect your iPod nano or iPod nano (second generation).
If you decline the prompt to upload your workout data, but then change your mind and want to upload it, eject your iPod nano and then reconnect it. If there is workout data that has not been uploaded yet, you will see another prompt.
For more information on how to upload workout history, see iTunes Help.