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I think I have felt it happen once or twice with an underhand grip, but definitely much less often.
Ben, as with every issue at a joint, start looking upstream and downstream for issues and soft tissue restriction.
Do some neural flossing too. Your Ulnar nerve runs through the medial aspect of your elbow and could be getting constricted. Doing neural flossing will put some tension on the nerve and glide it around hopefully creating some space. I’ll attach a video that explains it a lot better than I just did! I had this problem during rugby in the spring and these exercises helped a lot.
Just some quick words of caution regarding the neural flossing: