most of this can't be answered...as it would be dependant upon the actual facts of the case, as well as the probation officer. if it's not drug related, he may get a piss test when he first goes, but after that i doubt he'll be tested... there are things you can buy, detoxifiers, you can smoke all you want, just don't smoke for a couple of days before the test, then use the detoxifier as directed, and your piss will be 'clean' for anywhere between 2-8 hours (depends on the detoxifier used)