Can we send multiple emails for one billing invoice?

We are currently at application release 9.2 and tools release 8.55.27.  We are looking to optimize out billing by setting up the email billing invoice process.  One of the main customer requirements is that multiple emails can be sent to different addresses per invoice.  It is my understanding that the email will go to the email address listed for that particular customer on the address page link from the standard Billing - Header page.  Would we use the Courtesy copy page to send more than one email?  thank you in adavance.