The current Student Roster Report (without customization) only allows the Student Columns in the screenshot to be added. You can add a "Blank" column and name it what you like, but nothing will print there except the title you give the column.
@JeffG9 Yes, which is nice if teachers are adding anything to their rosters themselves, but does not pull the medical alerts or allergies that are already in Powerschool. I wasn't sure if on the admin side those could be added to what teachers can pull, or if that would be an upgrade/change item in powerschool itself.
@hnormanIt is currently not something that an Admin user can add to (again, I only speak to PowerSchool without customization). PowerSchool may add to the option for teachers in the future, but I don't work for them so it really doesn't matter what I say. 🙂
You can put in an enhancement request, or see if someone else has already done so and "up-vote" it.