Sometimes I can't, and sometimes I can. I want to be able to ⌘-Z after I accidentially delete a message. Or multiple messages. I want the Undo feature!

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Not an answer to your question at all, but just because some don't know: the integration of Mail in Time Machine is excellent. Just first activate Mail and then open Time Machine, and you'll see the starfield for Mail rather than for Finder. (Likewise: other time-machine-aware applications at en.wikipedia.org/wiki/…) – Arjan Mar 10 '10 at 20:53
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For what it's worth Mail.app can undo deletions but it's limited. It can only do one undo and doesn't work on some accounts depending on the server's IMAP implementation (for example GMail accounts tend not to work). It depends if the server allows Mail.app to undo the IMAP action and whether or not the action has occurred on the server.

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It does appear to be a GMail thing. – Josh K Mar 14 '10 at 23:05
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