What is the gamble exactly? That contrary to every 1st round pick the Canadiens have made since Price, with the exception of Caufield, Mailloux is actually a sure-fire winner? Every player after 30 is a gamble, the difference is that this gamble is radioactive for the business/promotional side of the operation, which is reliant on maintaining an inclusive, wholesome image. The reason you have a team to cheer for is because "that reasonably large group" is financing a team so maybe don't dismiss it. You might be surprised to learn that businesses typically try not to piss off large groups of customers.
Here is a thought experiment for you: if the Canadiens had picked someone else, would you have cared, or would you have gone on a rant about how vitally important it was to draft Mailloux as he is a gem and excellent gamble? The chances are in fact very high that you had no clue who he was prior to being drafted. And that is the point. The Habs pissed off a lot of people without really appeasing anyone at all, least of all "your" group.