I've never figured this out.

So Caldwell is E 2-12/- (20-6). If he is rarely held on, it defaults to the 20 rating.
Might as well take the free base.

A 20 lead on 2-12??? That's crazy, that's a better rating than the AAA guys.

I've noticed when Ray gets on base he almost always takes off. Now I know why!

Looking over Ray's career he also played outfield quite regularly. I'm not sure which year you are referring too but he did hit pretty well and would have 4 or 5 steals a year but not 9.