Good morning, Josh!
Thank you for the clarification - no, my print sample does not do anything of the sort. My users haven't requested it, however, as they are mainly concerned with printing out very small geographic areas (usually a single property), and want to print out exactly what they're seeing on the screen.
Off the top of my head, I can't think of any way to get that working, except to allow the user to pick the scale before they print, and then somehow zoom your print preview map to scale before showing it to the user.
I'm going to send you the sample anyway, and you can see how it works - Silverlight printing does *not* allow much in the way of fit to page, or other functionality you may have become used to in the past.
Thanks!
Lisa