First with your thumb still sore from before, you should really let it clear up. Then see how the new fit is working and if your rubbing anywhere.
Also remember since this is your first FT grip. It can take some time to tweak the fitting to get it just right.
Thumb fit is a real personal thing, but assuming you have a oval thumb hole. Put your thumb in the hole and hold it against one side (not hard), the other side of your thumb should have a small gap or just barely touch. Front and back would be similar. As a starting place at least.1) Is the thumb supposed to be tighter front-to-back or side-to-side? I'm just trying to figure out where the main frictions points are supposed to be.
Ron Clifton describes it as "Hold the ball like you had a baby bird in your hand" your holding it, but not squeezing it.2) I know that you aren't supposed to really squeeze the ball to have to hold onto it, but surely you have to squeeze a little right? Just a little pressure or should it truly be none at all?
See this http://www.bowl4fun.com/ron/tip7.htm
You can get some rubbing on the back of the thumb if your "knuckling" the ball. Bending the thumb in the hole (Can happen a lot when someone is squeezing the ball), your thumb should be straight.3) I've seen illustrations that show where callouses can develop on a bowlers hand and what the causes might be, however I'm of the mind set that a little callousing is normal. Could some of my trouble on the back of my thumb be caused by the change in grip and not necessarily be indicative of anything being wrong?
If you know, what pitches were used for your thumb?
As for callousing I'm of the school there shouldn't any.
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