I have a three decades old "original" Tilkey hat like the one that went through an elephant in the ad that looks like it went through an elephant. It's been up and down the length and width of Lake Ontario several times in various long distance sailing races, singlehanded and shorthanded long distance races in sun and rain, rarely taken off. It's been gound under foot in cockpits and on cabin soles. I've beaten the living crap out of it. It was a creamy beige when it was new and now it is greyish.
My daughter wears it now when working as a sailing instructor. There is a certain cachet associated with wearing well worn gear. I guess that brand new Tilleys look unbearably nerdy. It reminds me of the ancient navy trick where the newly recruited O.S. soaks his cap tally / beret badge / cap badge in a bucket of sea water, lest it looks too shiny and new.