Curious, if you were to make a really odd, obviously frequently frowned upon build like druid/monk--should you send an app or at least a heads up?

I have an idea perculating in the background in anticipation of Dungal's death someday.

Totally.

Monks, Paladins etc have really specific rules regarding multiclasses - but we'd be willing to forget them in some cases if we had an application or even a heads up for what the character would be doing. We're rarely going to punish non-powergame built characters, but if it appears to us that a characters been made simply with the engine in mind, we'll at the least never give them any custom loot, or at the worst disallow them entirely.

This would totally be within the multiclass rules but I'm always happy to send a head's up. Good to know I can even bend the rules with a good idea. ;)