What should I ask the old man at the Academy?

Hint 1 of 11:

For now, the most important thing to ask about is the Academy.

Hint 2 of 11:

Did you notice that he said the Academy continues as long as there
is a student every generation?

Hint 3 of 11:

You should notice that you can ask about people from the "future."

Hint 4 of 11:

Wouldn't this suggest that the old man will be around in the future?

Hint 5 of 11:

Of course, you'll have to be the student in each generation who
keeps the Academy open.

Hint 6 of 11:

So travel to the Academy in 44 BC, then 476, etc.

Hint 7 of 11:

By 1940, the old man will know a lot more about the world.

Hint 8 of 11:

You can ask him about anything on the list and get an answer.

Hint 9 of 11:

Did you look at the painting in Drexler's office in 2090?

Hint 10 of 11:

The Temporal Corps was founded at the Academy.