I thought of you today and have something else to consider.

When we humans want to clip our toe nails, we often soak them first to soften them. I was wondering how much time Finn spends in water, and if that may be contributing the problem? I also don't know what effect the cholorine from the pool would have re softening the nails?

Maybe check with other dock dog owners? Some of them may have encountered this, and have some thoughts.