That whole story was what was experienced by the current Headmaster Cyrus. A former captain and leading figure in the Ourannos secret guard, now simply an educator in a well known school. He told Kaler of his involvement in the downfall of Tyrador. But he didn't tell him any details. Only that we was involved.
Kaler didn't ask about the details. He could sense the visible distress on the Headmaster's face and body language when he said the words 'I was there.' And he knew not to pry further.
There was silence for a minute or two after Cyrus told him about the story of Tyrador. A much needed silence for both parties to recollect their thoughts. The headmaster spoke first. "It is truly impressive that you were able to fend off the Wraith Corps twice Kaler, but believe me. You are not ready for their highest ranking members."