Advice your candidate to take the time to see what is going on outside his own world.
Encourage your candidate to ask a customer what goes on in his organization and what that means to him.
Give the candidate an assignment to visit an important customer and find out what developments are important to him, and then ask him to write an article about the opportunities this may bring to his own organization.
Ask the candidate to interview people with a good sense for trends and developments and to provide feedback on his findings.
Ask your candidate about the people with whom he communicates regularly: do they require different approaches? Does he always take that approach? What would happen if he did not?