Is it too late to change your mind,I think the Classic is the best looking one from the factory by far. I think I'd add the headlight grill to it to finish it, but it's the most cohesive package they've put together. The only issue I have with it is the $1,500 price premium over the Icon which I think should be more like $500, which is why I went with the Icon. That seat, the wheels and the front and rear fenders (with the integrated plate holder) make me question if that was the right move though!
I understand if it's for you business DenverDuc^ I definitely would either spring for the Classic or Urban Enduro if it was strictly for me, but I'm actually purchasing the Scrambler for my Ducati rental business which is why I went with the Icon. It's the one in all the press releases and the majority of the photos, so I figured it would be wise to rent out the one everyone has seen (doesn't hurt it's one of the cheapest too). Who knows though, if people start liking the Scrambler a lot more than the Monsters, I might purchase a second Scrambler and switch over the business model a little bit. I'll be able to tell better once I take delivery and see which model people prefer.