Why not?If you had the option to buy a stock at $2.66 and the stock was trading above that price why wouldn't you exercise that option. 50,000 shares at $2.66 and you can sell it at $2.99, why would you throw $33k away.
It would be foolish to let that go. Yes it looks bad as an insider but maybe Drake couldn't absorb $133,000 and sit on the common shares. Maybe the triplets are heading off to Lakehead for the fall.
It would have been nice to see him at least leave the $33k in as a good jester.