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Regarding Dremel tool: try the commercially available "PediPaw". Its essentially a dremel made specifically for dog toenails. Its alot quieter than your average dremel, so its better tolerated by Fido.
Regarding hauling big dogs out of the dink: Before owning the midsize models in the pic above, we had Golden Retrievers, the male weighing in at 90 lbs. We were a bit younger and in better shape then, but it was still hazardous to try to get them aboard solo. We could each do it if the sea was dead flat, no idiot was waking us, and the dog cooperated by standing on the bench of the dink with his hind legs and stretched his front legs up to the gunnel of the mother ship. (That often required "encouragement".) Then I could tell him "Up!" and he would jump while I gave him a boost on the bum/back of thighs. If it was anything less than ideal conditions, it was a two person project with one of us on the mother ship hauling up on his harness handle, the other in the dink giving the bum boost. It was enough of an ordeal that we decided to go for smaller models when the Goldens passed on.
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