I think it's clear you should get the dent pulled. The vinyl won't do anything but make it more apparent. It will also be stressed in that area.
As far as color, with the DGM, I say go for the CF. DGM is probably the only color that it will look really nice on. It will be subtle but definitely different. I'm going against my better judgement here and I highly encourage you to do the CF. It's already a dark gray color as it is.
Oh, and how the hell did your boards fly off? Clips open? I don't know what I would have a higher concern for...car or boards!