No and Yes, when a person gets a penalty when they're all alone the coach can decide if he wants a penalty shot or if he wants a powerplay. Although if the player who gets the penalty, gets a minor for tripping but then also punches the kid and gets a misconduct there is a penalty shot and a powerplay.
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if the penalty is a major penalty.. such as a five minute penalty or a double minor, 4 minute penalty... the penalty does not expire once a goal is scored like on a 2 minute minor, so you can potentially score more than one goal
Yes, there are 5 on 3 powerplays, but that is the most. If there are more than 2 people who commit a penalty, the latest penalty stays in the box but the penalty doesn't start until the first person there is let out.
Yes, if the penalty is a double minor you can score twice, or if it is a major you can score an unlimited number of times.