Philosophy Behind the Penalty for Improperly Determining a Winner
Actions that compromise the public image of Magic: the Gathering as a game of skill may not, MUST NOT, be tolerated.
When that player in your scenario makes that offer, there's a failure - either he failed to listen, or you failed to make the general announcement(s) about not rolling dice. I understand it's (usually) a mistake of ignorance, but it's one of the rules we require players to know. Since players aren't doing a great job of acquiring that knowledge, it becomes our task to educate, repeatedly.