Hair rings actually cut off blood circulation to the penis, so yes it does cause the inability to pee and lead to kidney problems but you will see the chin is noticeably swollen down there too. Hair rings are also more common problem with breeding males, but males in general do tend to take care of themselves (keeping clean down there and ummm... pleasuring themselves too). I really don't bother checking my boys unless they are showing an unusual amount of attention down there (more then a couple minutes) or it's hanging out. Once a month or less is pretty much about as often as needed unless as I said you notice a problem. I've had over a dozen chins over the past 20 years and only had one chin with a hair ring once. At this point I would worry more about bonding then about hair ring checks, they happen more often if they are humping things, and they haven't even hit puberty yet. For now just check them over when handling them, without trying to pull anything out for an exam, nothing should be hanging out and/or discolored.
I suggest you either look up a how to video or simply take the chin to the vet if you notice a problem and/or need to be shown how to properly do a check if you don't already know how. It's much easier with two people, one to look things over and the other to hold the guy. They never willingly let you check their privates out, so they will always squirm a bit when you go to check no matter how bonded you are.