To your first point, I'd somewhat agree. I don't know if it is cautious or what but I also believe that he should be trying to steal second basically every time he gets on first. I realize that's hyperbolic but to me, odds are more often than not, he's going to make it there, I'm all for him having the green light and encouraging him to go for it each time he gets on first. To your second point, I wouldn't mind it but the thing is, he's so fast, he's going to score from second on just about any hit anyway. Would help obviously for sac flies to get him in and wild pitches and such but the upside for him to steal third from second probably isn't as high as it is from first to second