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A lot of advice has already been given above, but let me talk about my take.
When you press 4, it will make sure that the runner gets a good jump before stealing, and if he doesn't then the steal attempt will not happen. So this is probably the best success rate. However you may be frustrated sometimes when the runner keeps not going for the steal, and yet your batter falls behind in the count.
You can press 8 to force the runner to steal or press 9 for run and hit, and these will ensure that the runner goes regardless of the situation. I do this more often, depending on the count. 1-0, 2-1 counts are usually good to run on.
Lastly, you need to trust your own gut on when to steal. For me, I don't always have rules in mind. I sometimes attempt to steal on the first pitch. There is no right or wrong.
Lastly, I like to look at the pitch locations and guess at what might be coming up. Obviously, if you steal on a curveball or changeup, your success increases dramatically!
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