I'm getting the impression that you have long thick hair? And what you're saying is the hat blows off the back of your head due to the hair?
Nope, I actually keep my hair quite short, but it's just so amazingly silky smooth and manageable,

that it doesn't really grip the hat.
I do want to clarify. It's not like my hats have been flying off my head in a stiff breeze or anything. My main concern is that I will be going on a major hike by the ocean this summer and I am concerned that there are so many places were a sudden gust of wind would put my beloved AB in the ocean.
I have heard of those "Wind Trolleys" but as Krak said, they're not really all that cool looking, and living in Alberta, the last thing I need is something like that to further the cowboy hat mislabeling.
My thoughts were that if a custom barrette was made that could slip over the sweat in the back, and would curve around almost from ear to ear, it would almost lock the hat in place from the back. A "Wind Trolley" wouldn't even help much if a gust of wind came up from behind because it would just slip off the chin anyway.
Krak is completely right in that head shape/hair texture plays a huge part. My friend is bald and he never loses his hats based on his head shape alone, but I have had a few ball caps make a break for it in my younger years.
Don't worry, I'm not offended by the glue/staple comments or anything. It's a fun topic to talk about fo' sho'. I just wanted to know if this is something that might work or if there is something out there that has been made already. Perhaps it's my million dollar idea that might let me retire at 30 and keep many a hat on a head till the end of time.