Windows Mail will continue to ask for the usernames and passwords of all your selected email accounts each time Windows Mail opens for the first time. This is a security feature built in the settings of Windows Mail to protect you from unauthorized email account access if you leave a computer unattended. You may choose to disable the feature by accessing the Windows Mail server's Properties window. The next time you open Windows Mail, the accounts will automatically connect to the server without entering any username or password.
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Click "Start" and then click "All Programs." Click the "Windows Mail" folder and then click the "Windows Mail" application shortcut.
Click the "Tools" drop-down menu and then click the "Accounts" option. Double-click on your account and then click the "Properties" button.
Click the "Servers" tab in the Properties dialog box and then enter your Windows Mail user name and password. Click the "Log on Using Secure Password Authentication" check box if already checked.
Click the "Settings" tab and then click the "Use Same Settings as My Incoming Mail Server" radio button. Click the "Apply" button to save the configuration, and then click the "OK" buttons to exit the windows. Exit Windows Mail.