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User unable to send from additional Mailbox.

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Hello all,

Here is the scenario that I am working with:

I have two users: Lucy and Jane. Lucy is Jane's boss, and has given Jane access to her mailbox to send/receive emails while Lucy is busy.

Jane is able to send email on behalf of Lucy as long as she stays logged in to her own account.

However, When logged into Lucy's account (as it was added as an additional profile to Outlook) Jane is unable to send any emails; they all get stuck in the outbox.

Both these users are O365 users, and we have verified that send/receive works in the OWA for both Lucy and Jane.

Jane is using the Outlook 2010 client on a Windows 7 machine.

Any information you could come up with would be of great assistance!


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