Hello sfalketrinity
You will find instructions to re-enroll a student from previous school year, after rollover in the Rollover Guide PDF, page 8.
What happens if I have a student marked as “Do not enroll after this school year” who
finally returns?
Switch back to the last school year, go to Students > Student Info, edit the “Rolling /
Retention Options” to “Next grade at current school” (or whatever is suitable) and
save. An Enroll student for next school year link should appear below the “Rolling /
Retention Options”, click it.