there are some fly boxes that are made with a little wire threader in the middle of the box. perhaps investing in a box like that would be a good idea.
two other things are to make sure the eyes of the hooks are cleaned out and dont have any glue in them (duh) and dont bite your leader. This flattens it out and makes it wider than if you just use a pair of clippers which makes a nice clean tip.
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Remember Children, there are no stupid questions, just stupid people...