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Unfortunately not. Even though careers@ is an alias, Google Apps sees it as an existing address. Incoming emails would not know which is the correct careers@. If you were to create a group with the name careers@ you would get the same error. You need to delete the alias and then create careers@'s own account. ...
There is currently no way to do this via the Gmail web app itself. "Delayed/scheduled send" is a popular feature request for Gmail, so this may change in the future. Boomerang is a popular 3rd party tool that can send scheduled or recurring emails.
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