Get him used to holding his paw, be sure to use loads of treats - hold hold hold, treat, let go. Holdholdhold, treat, let go. Etc. Then take the clippers and touch the paw, treat. Touch the paw, treat. Over and over. Then take the clippers and
act like you're going to clip, treat. Repeat, repeat - over and over. Etc. Really take your time with it, don't rush. Do 5 min sessions here and there, where *to you* nothing much is happening, you're just getting him used to the clippers and having his feet messed with. When you finally get around to clipping, clip a nail, and treat. Be generous with the treats, and nail clipping will become something fun (or at least something easy), as opposed to something dreadful.
As one who has a girl who HATED having her nails clipped, I had to go really slow with her. Don't know what her experience was before I adopted her, but holy moly, she HATED having her nails done!!! We went really really slowly, even to the point of only doing one or two nails a day for quite a while. No law says all nails must be clipped at once - so we'd just clip one each night (once we got that far). And she always got a good piece of chicken or something good after her one nail.

I've now got a girl who knows nail clipping is done most every Sunday (we do just a tiny bit, cuz sheppie nails are so hard to do, so thick and black

), she comes right over, still gets a tiny treat after every nail, but we do them all quickly (both dogs) then they get to work their Seek-A-Treat food puzzles as soon as we're finished with nails as a reward. All our patience and hard work really paid off, it's easy now.

