Roger,

1. The rule can be created. When you create the rule based off messages received by you, "Sent to people or Group" , or you can use "Sent only to Me". Then specify what folder to place these messages in.

2. Outlook will only use the defaulted account to send as. each message you would have to manually change it to the SMTP address you wish. Simply change the address using the "From Drop Down".

3. Unfortunately outlook will only use the account you have set to be the defaulted account.

4. No one in your organization should have access to your calender unless you have specified sharing or delegate permissions.

Hope this helps