I tried a few DPC hats before, and the sizes were somewhat off from one model to another (expected).  Large seems to work for me in this style as my gourd is 23.5" around.  I think one reviewer missed seeing that this is weathered cotton and not leather.  I wouldn't have purchased it were it leather, because leather is too hot for me.  I tend to perspire quite a bit and I didn't want to have to wash this thing, so I made my own leather insert to put in the front of the sweatband.  Not only did it make the size fit better, and the feel more pleasant, it also tends to hold the hat down on a gusty day without having to use the chin cord.  Now all I have to do is remove the leather insert, wash it, and save the hat from distortion in the washer.  But if you want the "gnarly" look, then go ahead and wash it.  Seems to breath well too, but I know I'll prefer mesh style "breezers" in the hot summer, especially out on the golf course.  The lightness of this one is a big plus and I've had many compliments on the look.  And I got a deal at $10 less than it is now on this site.  If you like the look, you may want to wait a bit and the price may come down again.  I'm real happy with it.  I doubt you'll be disappointed.