The short answer is yes, it is possible to do too much of a roll crimp. A roll crimp that is too heavy can cause the case to buckle. This can happen fairly easily with jacketed bullets with a canaluere if you crimp too hard, too much of the soft brass case is rolled into the hard jacketed bullet, and has no place to go, so the case buckles. So with those the goal is to crimp to the depth of the canaluere and no more. On the other hand it is hard to overcrimp the roll crimp on a soft swaged lead bullet, that’s what I use In 38spl. But with hardcast lead, the harder alloy might cause a buckled case if overdoing the roll crimp. I think crimping to the depth of the crimp groove and no more will prevent problems. Hope this helps.