I have to trim Junior's nails weekly, as puppy nails grow quickly. If I don't, they turn into little hooks that he breaks on the fencing at his dog daycare. That is both ugly and painful, as the nails will split vertically and bleed. Here's hoping they get a little stronger as he grows.
For the longer nails that would take a long time to file, I will use the clippers while he is asleep. It took a while for him to get used to me touching his feet while asleep, but now I can get away with clipping one (maybe two) before he wakes up and gives me the stinkeye. To start, I would just hold each toe and squeeze and release. No equipment for a while until he was used to that. Then I started bringing out the big guns.
Our main way of trimming both our dogs' nails, though, is the dremel. For our older pug girl, she is entirely used to it so it's a one person job. She doesn't love it, but she will hold still (with a bit of kicking). For Junior the Frenchie puppy, though, it's still a two-person endeavour. One person holds a kong full of peanut butter while the other does the filing. No holding still, no peanut butter. It's still a bit of a wiggly puppy rodeo each week, but I get them done. The kong seems to build a positive association with the sounds and vibrations, or at least is enough of a distraction so he doesn't fuss. No more than about three seconds on each nail, or they will heat up and cause pain. I hop from one nail to the next a lot, filing each nail on a given paw maybe three times.
To start, try running the dremel motor on their back while they enjoy a long-lasting treat like the kong. Turn it off and on a few times. The sounds should become familiar before too long.
My advice is that you want to play the long game when it comes to getting a dog used to nail trimming. Their feet are very sensitive. So I would rather manage to trim only one or two nails and end on a positive note than get all 18 nails trimmed but have it be a traumatic experience that the dog hates and won't repeat for all the peanut butter in the world. Just my two cents.
Lisa