I agree with Dan, that's looking pretty sharp. The only bad section of roofing is just to the right of the wishing well roof in one picture. I was reading a couple of years ago that the lifespan of asphalt roofing is shortened by improper attic ventilation. I don't know for sure if that's true or just an out for the roofing manufacturers as there have been lots of complaints about shingles not lasting as long as they should have. You have some vetilation I see but it is lower than the highest point in the main roof and may be too small so I would say more is better. a whirly bird on either side of the dormer would make a huge difference but a professional roofer will give you the best advice.
Are the rafters on either side of the dormer trussed or just straight rafters?
Someone I consider a master woodworker once told me that a master woodworker is not someone who never makes mistakes. He is someone who is able to cover them up so that no one can tell.