Handling the Teenage Years, I need advice.

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I am the mother of 4 kids. 2 boys and 2 girls, in that order. They are aged 20, 15, 11, and 9. I remember being able to handle them as little kids a lot better than teenagers. My 15 yr. old son is the problem. No type of punishment, grounding, taking his things away, seems to work to get him to see any responsibility or consequences for his actions. My husband and I are at the end of our rope. Any suggestions out there?