The best way to think of how tight boxing headgear should be would be to think of it like a comfortable but supportive pair of running shoes. You want it to be snug enough that you feel secure, but not so tight that it would cause discomfort. To get the best fit possible, take a measurement around your head and see what size headgear would suit you. Once you start trying headgear on, adjust the straps etc, to find the best fit possible. Once you have the right fit, it’s up to your preference to decide what mix of protection, visibility, and weight you want in your headgear.