How many hats does one man need? I have more than I need, that's for sure. But I'm thinking: a good work hat in both felt & straw a couple of casual hats in different colors...ok maybe 3 different colors a good dress hat in black & silverbelly....ok maybe a chocolate also. so that's 8 ... wait...everyone needs a good camp hat...straw and felt.... so make it 10. Ten...that's the magic number. hmmm...maybe it should be higher.