Send as non-default Exchange Alias

If I have a primary e-mail address (say john.smith@domain.com) and additional e-mail addresses (say jsmith@domain.com and itguru@domain.com), how do send as my non-primary user in Outlook?  I tried using the "From" field but the server said I didn't have permissions to send as jsmith@domain.com.  Is there something in Exchange I need to change?
PDiddyHixAsked:
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mass2612Connect With a Mentor Commented:
Hi,

Hi,

You can only send from a secondary address like that if you use a second mailbox with the secondary SMTP address unless you use POP/IMAP (but I don't have much experience with those) or a 3rd party tool such as Choose From by ivasoft.biz.

Two Domains One User
http://www.amset.info/exchange/twodomainsoneuser.asp

Keiran also has a video on doing something like this with a POP config : -

Sending email from secondary addresses
http://www.block.net.au/help/Dummy%2DPOP3/

You can get around it but you can't do it with a simple permission setting on one mailbox.

When I have done this before I have two mailboxes: -
MBX1 - user@domain1.com
MBX2 - user@domain2.com

I then configure a forward on MBX2 to forward all mails to MBX1. I also config permissions so that user@domain1.com can send as user@domain2.com.

Assigning "Send As" Permissions to a user
http://msexchangeteam.com/archive/2005/01/07/348596.aspx

ChooseFrom for Microsoft Exchange 2007
http://www.ivasoft.biz/choosefrom2007.shtml
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PDiddyHixAuthor Commented:

It is unfortunate that there is no out of the box way to do this!  Thanks for all the info you provided.  This gives me several "work arounds"
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