in the 5 B.O.X.E.S event, we learn that young cyrus was a student at dragonspyre. Thus, one assumes, he knows about being a student there.
however, in Dragonspyre itself, in the normal game, after you beat Sylvia and go back to talk to cyrus, he tells you he just discovered something about Dragonspyre. That in the center is an academy and only students can go to it.
How is it possible that older cyrus just discovered there's an academy in dragonspyre's central ring as he was a student there.
This is a plot bug and needs to be addressed. This is an effect of the 5 B.O.X.E.S event designers not researching all the characters carefully.
As a suggestion, it would probably be better to update all of older Cyrus dialog from the moment you battle him to go to dragonspyre so reflect the fact that he was once a student there.