What kind of new commuter bugs you more? A guy who jumps right in and gets the best of everything (i.e., better than what you've been commuting with for the last 3 years), or someone who rides a department store Huffy?
Note that when I say "bugs you", I mean this in a light-hearted vein. I think it's great when anyone starts commuting regardless of the equipment.
In my case, it's the guy who spends several thousand dollars to get started on the best of everything bike and gear. Only because...... I can't afford it!