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A: Hello Lisa and thank you for your inquiry. Weight ratings can not be combines, if multiple hooks are used, the weight rating is still 20lbs.
A: No, a 3/4 in. dowel wont fit in the hook
A: Yes I believe so
A: In soft wood you may not even need to drill a hole, but if you do, use a drill bit slightly smaller in diameter of the screw. You want the screw to be able to grip some wood.