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I wore the first one out and bought a new one (actually I need to send the first one back for a free replacement). I liked the regular cotton so much I never even considered one of the other models.
It seems with the regular cotton that they only really take a good shape after they have been washed a couple of times. I also iron them around the brim after washing. My first cotton one was a lot stiffer in the wind than the second one seems to be. But, I've only washed the second one once so it may not have taken form quite yet.
Maybe some wearers of the other types will chime in. My only experience is with the full brimmed (T-6 I think) in regular cotton. I liked it enough that I didn't even consider one of the other models when mine needed replacing. But, that is not to say that others don't feel the same way about their models too.
And it very probably is the best "Every Day" all around hat for all types of weather, BUT! and here's the But...it's not the best foul weather hat. For cold, snow, and rain the Seattle Sombrero gets the nod. More people, many more people have the Seattle Sombrero or some other Outdoor Research facsimile of that hat than any other hat I've seen anywhere. Most people that I see on the water do not wear a hat at all times. But if you are the person who wears a hat all day every day then I have to say the Tilly is the comfort hat of the world.
Links to both a good review of the Tilly and the Sombrero
Myself I do not wear a hat all the time but I have no less than 3 Seattle Sombrero's in different colors and also different eras (they have changed a little over the years, one is more than 15 years old and still like new)
For my Sunday go to meeting hat I use a Barmah Ausie bush hat in soft full grain leather that is extreemly comfortable and my favorite hat. But it's not a good hat for temps above 65/70.
I'm thinking about their Canvas Cooler for summer, I've tried one on and it is super nice!