If you think about it, dry gloves give you three separately ways to get a significant leak. First off, the glove can get holed -- after all, the glove is your interface with anything you touch. Although I rarely touch anything, I eventually get leaks in my gloves, and have to replace them. A flooded glove, without an inner seal, is a flooded suit.
Second, the connection between the ring and the glove can fail, if the glove isn't properly sandwiched into the ring.
Third, the connection between the two rings can fail -- and this isn't rare; all it takes is a little sand or grit or seaweed or salt crystal in that ring to make it leak.
I really hate flooded suits. Having an intact wrist seal gives me an additional bulwark against sea water, and I like that.
Replacing wrist seals is easy, and if that is a seal-mounted ring, it should be easy to remove and replace.