Printing in ArcGIS Server is one of those topics we get asked about on a regular basis. If you are looking for something more than the out of the box functionality the solution was usually to roll up your sleeves and get stuck into ArcObjects. At 10 however Esri released the arcpy.mapping Python module. This gives a relatively simple option for some nice prints. If you haven’t seen it before Esri have written a great getting started blog article with some nice examples. Well worth a read:
Enjoy!