Yes, and the idea is that the lifelong practice is to become neither overconfident nor under-confident, but rather to identify the point of calibration when evaluating ourselves, and keep track of it as it changes over time, and that tracking it actually helps us learn and grow.

I agree – betting introduces a very interesting dynamic in this process. It can create a shambles if one's confidence swings over and under the mark wildly, since people tend to overcorrect.