Used to do this. Weekly round trip tickets from CA to the US and a longer round trip ticket the other direction surrounding them (or 2 one ways? Don't remember)

Used to do this. Weekly round trip tickets from CA to the US and a longer round trip ticket the other direction surrounding them (or 2 one ways? Don't remember) The airline (Air Canada) got really mad at me and claimed there was a T&C violation. Wasn't my idea but the travel office at my company. Ended up missing a flight while they argued about it.