The Cleanup badge is defined by "first rollback". It's not the first delete of a post or a question, but something else - question is what do you have to rollback to get the badge?
"Rollback" refers to edits. So once you've rolled back your own or someone else's edit, you'll be given the badge.
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Thanx! Didn't quite get that from the description, maybe it needs a change? hint hint :) – Benny Skogberg Mar 30 '12 at 12:02
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@BennySkogberg The bigger problem is no one goes to the revisions page/knows it exists. The badges are a little vague to encourage poking around in the interface so you learn – Ben Brocka Mar 30 '12 at 14:58
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@BenBrocka That's why the badges exist, to guide the user to unknown features, right? – Benny Skogberg Mar 31 '12 at 5:13