Lefties tend to open their hips when going to first and close their hips when going home. The best time to try to steal second base is when a left-handed batter is up because he blocks the catcher's view of the runner. When stealing second, glance back after three or four strides, or at the crack of the bat. Run loose, with no tension. Run in a straight line.
Home is the hardest base to steal.
The best time to go for it is if a right-handed batter is at the plate because he blocks the catcher's view of the runner. If you're stealing home, pay attention to the pitcher. If he's focusing on the batter and has a really long windup and slow delivery, you may be able to pull it off. Always listen for your coach. Take a longer lead when you are not stealing and think back.