How often can I pay to train skills?

Question

There are a number of people in Skyrim that are willing to train me in various skills in exchange for some money. There is a counter "times trained this level" in the dialog for the number of times you have trained, so it seems the number of times you can train is limited.

I'm not really sure what the "Times Trained This Level" counter means, can I only train this skill 5 times? What are the exact limits on how often I can train skills?

Answer

You can only train skills 5 times. e.g. train sneak 5 OR train sneak 3 and pick-pocketing 2. After that, you must gain a character level. Upon gaining another character level, you can train skills 5 times. These 5 trainings can do not have to be the same skill.

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