My poor boyfriend has such a big head that he has yet to find a hat that fits him well at 37 years old. He recently mentioned he would love to have a hat like Indiana Jones. I was so happy to find your company, and this hat, in such a large size. I was concerned getting the largest size at XXXL might be too big, but then thought to myself - LOL don't underestimate that thick noggin. To my surprise, it wasn't too big and is still a tad tight but will hopefully stretch a little over time. I would only suggest to even consider just under another inch or so in the largest size to accommodate those poor men that have never owned a proper hat. If you're considering ordering one for you or someone who has trouble with fitting, it's definitely worth ordering one of these and also know you're supporting a USA company with a great mission.