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From what I can tell, flags aren't (always) automatically cleared if a post is deleted by its author. This should be the case, at least for a wide range of flags:

  • Migration requests: no point in migrating a deleted question (it's probably been reposted, or else the asker doesn't case after all)
  • “not an answer” or “very low quality”, obviously; ditto close requests;
  • found duplicate post copied post identical post: this is a bit different, in that the flag is on the second post, but often the first was deleted (because the answerer realized he'd answered the wrong question).

I think all canned flags should be deleted when their post is deleted. Most custom flags become obsolete, but not all (e.g. user merge requests), so I'd err on the side of caution there.

Example of a flag which should have been cleared automatically:

off-topic? but it's deleted already!

I can't find an example of an obsolete identical-post flag in the queue right now, but I've definitely seen them in the past.

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We're out of questions, but uh, I got a slug. –  user7116 Jul 15 '11 at 13:55
2  
Either you have a very steady hand, or those circles are not freehand. –  Cody Gray Jul 15 '11 at 14:37
    
@CodyGray Yes. (Hmm, we've been through this already haven't we?) –  Gilles Jul 15 '11 at 15:01
    
Confirmation that comment flags aren't deleted: meta.stackexchange.com/a/117757/75852 –  squillman Jan 3 '12 at 17:13

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