Easy Skill + Player Leveling and Gold Regain
NOTE: This is only recommended or players who have wealth and have high levels of pick-pocketing. (Levels 70+ with high pick-pocket percentags. Pickpocketing perks can improve your chances.)
First, go to any skill trainer and open the dialogue box to ask them to train a certain skill. Pay the trainer a varied fee of gold based on the current level of the skill to train it multiple times. Afterwards, save your game in case your pickpocketing attemp fails. Crouch and pickpocket the skill trainer to receive your gold back. Now you have your gold back and you can do this as many times as you'd like with any skill trainer. Overtime your player level as well as your skills will increase to high levels at the cost of no gold.
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