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Shared Mailbox delegation issues

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Hello,

I am trying to setup a Shared Mailbox (I am calling it syssupport) and it will be used to receive mail for my domain at hostmaster, postmaster and webmaster. I can create the mailbox but my issue comes when trying to use it.

Background:
- 2 x Windows Server 2012 R2 Datacenter all updates installed as of 11:00AM EST today
- One server in LAN and one server in DMZ
- DMZ server is Exchange 2013 SP1 Edge Transport (Two NICs, one on LAN and other on DMZ (DMZ is the gateway))
- LAN server is Mailbox and Client Access
- Everything works as expected (can send and receive mail with my mailbox (dschreiber@domain.com))

Problem:

I want to be able to use the shared mailbox so I can see messages sent to any of it's SMTP addresses. The reason I don't just add the SMTP addresses directly to my mailbox is because I want to grant other users access once I sort this out.

For the following I used the Exchange Admin Control Panel (ECP) from the web to do everything. I used Outlook 2013 as my client.

Attempt 1: Create shared mailbox, add SMTP addresses, add myself with Full Access under Mailbox delegation for the shared mailbox, open Outlook, wait for the mailbox to appear and update, can view inbox and all folders, compose new message, have to manually add From address for the shared mailbox, send test email to my gmail account (From is set to the shared mailbox), I get undeliverable.

Attempt 2: (continuing from last action in basic overview) remove Syssupport from From dropdown, close outlook, remove myself "Full Access" permission from shared mailbox, add myself with "Send As" permission. Reopen outlook and wait for update, compose new message, again manually add syssupport to From dropdown, send message to my gmail, received.

What I thought and what I want: I thought that if I assigned full access that I shouldn't assign send as (or send on behalf in the case of a regular user mailbox) so I only assigned full access, but I couldn't send mail as the shared mailbox. I thought that adding "Send As" or "Send on Behalf" would automatically add the mailbox to my From dropdown. I want to know and hopefully fix why I couldn't send mail as syssupport when I had Full Access (if my point about only granting Full Access is wrong then I'm guessing I need Send As permission AS WELL AS Full Access?). I would also like to have the From dropdown automatically show the Syssupport address if possible (easier for other users if they don't have to do anything except select which address).

If anything I said was incorrect, please let me know. I've never administered an Exchange server. I'm self taught really but books and the internet are my friend but I can't always trust what I read :). Any advice or corrections to "What I thought" are welcome :)

Thanks,
Dustin Schreiber

Links to images: (my account isn't verified yet so sorry this isn't clickable) https://onedrive.live.com/?cid=8582fc5a9c1cca4d&id=8582FC5A9C1CCA4D!2115&sff=1#cid=8582FC5A9C1CCA4D&id=8582FC5A9C1CCA4D%21133


Solved: Full Access does not grant Send As or Send on Behalf of permissions
Remaining: Automatically populate the From dropdown in Outlook?

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