I have not done sending the same report to multiple receipents, however, it should be not hard to do.
I do have an app that sends reports via fax everyday using WinFax Pro 9.x and Right Fax 6.x.
First, you need to get WinFax, Right Fax and the fax boards to talk to each other. The software work well with Pdox 9 but do not like Pdox 7 (16-bit).
Then, you will need to write some ObjectPAL codes. My app makes DDE calls to WinFax, but it was created many moons ago where only DDE was available. OLEAuto is a better choice. Check your WinFax CD, there may be a SDK directory where you can find the necessary document. If not, you can find a copy on Symantec's web site.
You don't have to print to screen before sending it. However, you do have to select WinFax as your output device first, then define the receipent info and print the report.
To send to multiple receipents, if it can't be done on WinFax's DDE or OLEAuto commands, you could always write a loop.
Good Luck.