I have developed a more up the back, low tilt (almost no tilt) release over the past year. My track went from being low/spinner 5 years or so ago to medium (while 2 handed and after switching back to one hand), to now pretty high. 3.5" or so over PAP to 4-4.5", and now 5.25" over.
For me, I also have more issue with tracking over the thumb than fingers. I have found that I need to stay away from pins left of the ring finger, if below fingers (I'm right handed), and left of the middle finger, if above the fingers. I have not tried going more than an inch or so below the fingers either.
To sum up, yes, the drilling can definitely affect your chances of rolling over the fingers and/or thumb.