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If you are talking about how high to raise your skills using the skill points you receive from leveling up, you should bring your skills up to around 60-70. There are 25 books for each skill in the game, and if you have Comprehension, you can bring find around 15 of these books (reasonable amount) to raise your skill 30 points. Then you can find the bobblehead to get the other 10. Keep in mind too that you can also add skill points with apparel such as the Naughty Nightwear or the Ranger Battle Armor.