If you keep getting messages that you need to enter your password, it's usually a problem with the keychain where your password is saved. Try this:
- Open Keychain Access (in your Applications/Utilities folder)
- Search for the name of the site whose password you're having problems with. For example: amazon or junecloud
- Look for any results where the kind is “Internet password”, select them, and delete them
- Return to the widget, and enter your password again
If that doesn't help, let us know.