If that is not the pot calling the kettle black i do not know what is. That was the first thing i thought of after reading your original post too. However there is no reason he should not carry as long as he knows his rights, the laws and the both the legal and social ramifications if he does draw it. I also agree that an ankle holster is not the best choice in the situations he is most likely to face.
This is actually one of the few situations in which I think that ankle carry is a great option. Having managed several bars and restaurants, I found that I would occasionally have to "bounce" someone. 99% of the time, this is not a big deal. But drunks will occasionally grab at you, etc. The last thing that you want in that situation is for someone to feel your gun on your hip. They are not very likely to come in contact with your ankle. While draw time from an ankle holster sucks, there are a lot of positions in a restaurant (for example, behind the bar) where kneeling down to grab your gun would make perfect sense. For me, ankle carry was the most viable alternative for bouncing people physically but having the gun there if it came to it. Something else to consider, if you are a decent restaurant/bar manager, you will eventually have a lot of people wanting to hug you "hello" and "goodbye." More than you want, actually. Another good reason to move the gun to where it won't accidentally be found.