I’m not sure if this bug exists on any other environment, but here are a few issues I ran into when trying to use SPRoleAssignment and SPGroup: When trying to use Web.Groups[“GroupName”] it basically told me the group did not exist, so I had to change the code to use Web.SiteGroups[“GroupName”]. I could not add the Role Assignment to the Web and run a Web.Update() without adding an additional Web.AllowUnsafeUpdates= true; , however on my virtual machine I could do a Web.Update() without the extra...