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Easy Sneak level
A very easy way to increase your Sneak skill is to find someone who is sleeping. Find a wall that they are near, then run against the wall while sneaking. As long as no one can see you, your skill will go increase until the person wakes. If this happens, wait until night and allow them go back to sleep.

When you have the option to join the Thieves Guild by meeting Armand Christope at the Imperial Water Front garden around 11 p.m., accept his task. He will offer you the option to buy lockpicks. Do not buy any. Go into sneak mode and get behind him. Not only will you get the lockpicks from him, you can also repeatedly pickpocket him to build up your Sneak skill. He will just tell you to go ahead, and that he does not need it anyway.