Yeah as the topic states, now that I got the basics on how to make a hat that fits one class, how do I make a hat that fits with multiple classes...

The difficulty I see is rigging the hat up for the different heights of each character and modifying the shape of the hat to fit their unique heads.

The idea I have for a multiclass hat won't be too much of a problem with fitting as it will be the rigging so that it is at the right location for each character. So If it's a lengthy explaination you could just focus on the rigging/ file setup aspect...