Actually, it's kind of the opposite - You get a "pass" AFTER riding up front in the Monorail! It's actually an official Monorail Drivers' License as a souvenir for riding up front.
As a tip - I find it's actually a little easier to get on the Express Monorail than the Resort Monorail. With the resort monorail, the family has 4 chances to get off and if they do not get off, then you will not be allowed to sit up front - with the Express Monorail, everyone generally gets off at the next stop since it only stops at the TTC And the MK. Good luck!