Shared mailbox outlook 2013 sent mail sitting in outbox folder

Hi guys,
I am hope you might be able to assist.
I have users who access a shared mailbox (primary mailbox) as delegates with full permissions and send as permissions. They also have a nested mailbox which is their own personal mailbox. Mail sends from both mailboxes and when it behaves mail gets delivered
to the sent item of the sender. But on a common recurrence mail sits in the Outbox of the delegate mailbox when sent from that mailbox. They can hit send/receive and it will force mail to send and also mail can delay for several minutes at times. This is also
seen in OWA.
Removing the nested mailbox and adding it as a additional mailbox allows mail to flow without issue but mail sent from the additional mailbox gets placed in the sent items of the primary mailbox. Client would prefer the sent items to be kept separate (tried
DelegateSentItemsStyle).
The exchange is a Exchange 2013 VM server and the client's use remote desktop services to access the platform. Also each Windows mail client is configured to use HTTP and cache mode is disabled for remote services. Last applied update was on the 08/2014.
Your help will be greatly appreciated.
PJ

Hi,
From your description, when you send a message from shared mailbox, the message is sitting in Outbox folder. I have seen some people have this issue, it is recommended to run Outlook using Cached mode as a workaround.
Hope this can be helpful to you.
Best regards,
Please remember to mark the replies as answers if they help, and unmark the answers if they provide no help. If you have feedback for TechNet Support, contact [email protected]
Amy Wang
TechNet Community Support

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Is your web browser working normally?

Mail sits in outbox and doesn't send

mail sits in outbox and doesn't send

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       document_type_not_exist          = 3
       operation_no_authorization       = 4
       parameter_error                  = 5
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       enqueue_error                     = 7
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k

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Hi and Welcome to the Community!
Please clarify this confusion:
Your subject line - "email WONT send - sits in outbox folder"
Where you say -- "although I can send email"
And finally where you say -- "my outgoing emails will NOT send - instead they stay in the outbox"
So that's two votes for failure, and one for success. Can you clarify please?
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Occam's Razor nearly always applies when troubleshooting technology issues!
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Shared mailbox sent mail stuck in Outbox of user outlook.

User as full and send as permission to Shared mailbox, when user try to send as mail from shared mailbox mails get stuck in shared mailbox outbox.

Hi,
From your description, I recommend you run your Outlook in cached mode and click the Send/Receive to check whether the message can be sent. I have seen that this method works for some people.
Hope this can be helpful to you.
Best regards,
Please remember to mark the replies as answers if they help, and unmark the answers if they provide no help. If you have feedback for TechNet Support, contact [email protected]
Amy Wang
TechNet Community Support

Opening a shared mailbox in Outlook 2013 (office 365) returns "Cannot Expand Folder" error.

Hi!
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Outlook 2013 putting mail into Junk

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PSE10 Outlook 2013 - Photo Mail can't find email association

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Shared mailbox outlook 2013 sent mail sitting in outbox folder

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