And who gets the right to tell you what to carry?
The person who has responsibility for the property and the team? How is that hard to understand?
Just because it's unpaid doesn't mean that he doesn't have a boss and doesn't have to follow rules. The boss has told him how to operate and given him boundaries within which he must operate. As with any job, he could choose not to "work there" and then he wouldn't have to follow that boss' rules.
And theres a LOT of satisfaction in doing just that too.
That makes sense. However, if the goal of basically giving people in authority the finger isn't paramount, you can see how following the rules provided might rise a little higher on the list of priorities.
By the way, I usually try to avoid the "I can carry a bigger gun than you can because _______" arguments (fill in the blank with whatever--I'm smarter, I care less about printing, I'm more security conscious. ) For one thing, it would take getting everyone in the argument together in a room to really verify what different people mean by concealment, what different people mean by a normal range of activities, for people to see that not everyone is built the same way they are, for people to understand that not everyone is free to choose their mode of dress with the same leeway they are, that not everyone can manage the same level of discomfort that they feel is reasonable, etc., etc.
That all said, it is worth noting that simply carrying is not really what this is about. It's about carrying in a specific environment and maintaining perfect concealment throughout the entire process.
If you've ever had a kid run up to you to hug you and smack their head on your carry gun, you will know why the kind of people you are carrying around can make a difference. If you've ever had someone put an arm around you and feel your carry gun, you'll understand.
If you've ever tried to figure out what to do with a gun while using the restroom because it's too heavy/large to leave on your belt during the process, you'll understand why someone who can go lock themselves into a room by themselves every time they need to go to the bathroom has more concealment leeway than someone who has to use a public restroom sometimes.
If you've ever had a gun unconceal when reaching up for something or bending over and sitting and you can't wear a cover garment long enough to qualify as a short dress, then it might make sense why someone who can't just stand still or walk around without bending/reaching/sitting is more restricted in terms of what they can conceal and/or how hard they must work to conceal.
If you can't wear loose/baggy/casual clothing, you will probably understand why those who have a lot of leeway in that area can conceal more easily and can conceal larger firearms.
Finally, I think by now we all know that some people are just plain superheroes when it comes to concealing. They can always conceal a full-sized, full-weight pistol and several magazines for it regardless of what manner of dress they are restricted to, no matter who they are around, no matter what kind of activity they have to do, etc.
I think we also know that in practice, most non-superhero concealers find that they are sometimes forced to tailor their carry gun to the situation.