Yes, Simplify Printing works with Windows Print Clusters, but there are additional configuration steps. Follow these directions:

1. Install the ScrewDrivers v4 Print SErver Agent on each node of the print cluster.
2. On one node go to Start > All Programs > triCerat > ScrewDrivers v4 Print Server Agent, and open the ScrewDrivers Console
3. Select Tools > Cluster Configuration
4. Check the option "Enable ScrewDrivers Print Server Clustering" and give a name to the ScrewDrivers print Cluster. All other fields should be auto filled with the appropriate information.
5. Create a Print Server object in the Simplify Console and Import the printers. Use the ScrewDrivers Print Cluster name and not the Print Cluster name from Active Directory.