You know, Voldemort would have lived longer if he hadn't fucked around with attempted immortality. Ironic.

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In this case, yes. If you attempt to outlive your natural lifespan, and that attempt is the direct cause of your early death, literally foretold by a prophecy. I'd say so. Did he push the boundaries of the dark arts beyond what anyone ever thought possible? Yes, greatly successful at that.
In general yeah, I agree. "It's what you do with the time you're given" etc.
β€œI don’t check myself” is the definition of a psychopath. So good luck with that.
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