I've been looking for a way to migrate my old email over to Gmail for a while now. The two options to date have been: Redirecting Mail Mark Lyon's GMail Loader The problem is that you lose some of the sender/date data with these methods. There is now a simple solution using Gmail's IMAP support. Using Mail under 10.5, I set up a new account to mirror Gmail using these intructions. With IMAP configured, old mail can be simply dragged to the Gmail Inbox or Sent Mail in order to import. I not only synced my recent mail, but imported old archived mailboxes back into mail for syncing. Now I can use one account to keep all my email accessible both locally and remotely.

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