This is actually pretty common, not only with the nails, but with a full grooming too. Most dogs don't mind if you clip their back legs, but when you go to do their front legs/feet/nails they'll let you know how much they really don't appreciate grooming..
Rogan's still young, right? An important thing when trying to get him okay with doing his front nails is to make sure you don't cut a quick. If I did it on my dog it wouldn't be a big deal, she probably wouldn't even notice, but with a dog that's already unsure about it, you could really take many steps back.
Yes, Rogan's only 7 1/2 months old... it's so hard to know where his quick is, since his nails are black ... but I don't think I've ever nicked it, I've always dremeled (sp?) his nails, the only one that's ever clipped his nails is the vet for his puppy check up ... maybe she freaked him out! Lol
I will just keep doing it and hope he gets better...
As for getting hair caught in the dremel, I find my tool slows down almost completely, like a safety or something, when his hair gets caught (it's happened twice), he doesn't seem to care at all, and basically it just pulls a bit of hair out and stops working, and makes a loud noise! But I don't find it's that big of a problem.
Thanks for the suggestions and for making the video Fluffy!! your dog is adorable and SO good!! She must have a good mommy!~!