If he starts giving the chant to every Lunar he meets he certainly WILL get caught. In occupied Sartar, while there is the Lunar puppet, you can get away with being a Wind Lord by avoiding any offence against the Lunar "scribes" and "councellers" (read: publicly known spies) that every known member of the elite is given (stuck with), and not getting caught in anything by the secret spies. This requires recognizing that most Lunars are no more Chaotic than the Royal Family was, with its Telmori bodyguards. This is, of course, not easy, but doable.
OTOH, you will not be allowed to be promoted unless you are politically reliable. If you really can't handle walking the narrow line, you can either go into the hills with the bandits (Free Sartar Army) (bunch of thugs taking advantage of the situation), or wrangle an assignment that takes you outside of Lunar control, such as a trip to the Holy Country (before it falls apart) or Ralios, and getting the promotion there.
The closer to the Reaching Moon disaster that you get, the harder it is to manage the trick, without becoming either a Quisling or a bandit. I also expect that some hedge Wind Lords have to be carefully moved from place to place by an Underground Railroad-like group of initiates and friendly non-Orlanthi, to avoid the chance that their charges (the suicidal idiots) will run afoul of any of the known chant geases.
Thank God that I play a Vendref Humakti; we have it much easier.
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