Outlook 2013 not warning of oversized email

We have a 10MB limit for emails on our server. We host but not on an Exchange server. I have a few Users who are NOT getting the warning that their email message is over the limit from Outlook. Outlook sends the email instead of placing the email in the
Outbox and the User assumes the message is gone. The server actually deletes the email but the User still doesn't know that. Any ideas why Outlook is not warning with the prompt?

Hi jpwesty55,
Might be these given links can help you more:
http://arstechnica.com/civis/viewtopic.php?f=17&t=1115668
http://social.technet.microsoft.com/Forums/en-US/a2f1e34c-8a3e-4ae3-9903-c3c68fbddb3a/outlook-2013-not-warning-of-oversized-email?forum=outlook
Note: Improve community discussions by marking the answers helpful.
Thanks
Clark Kent

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        <Task>100</Task>
        <Keywords>0x80000000000000</Keywords>
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        <Data>536b812b</Data>
        <Data>SendMail.api</Data>
        <Data>11.0.7.79</Data>
        <Data>536b7fd0</Data>
        <Data>c0000005</Data>
        <Data>0003390b</Data>
        <Data>139c</Data>
        <Data>01cfa024deec4218</Data>
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    <Event xmlns="http://schemas.microsoft.com/win/2004/08/events/event">
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        <Provider Name="Windows Error Reporting" />
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        <Data>11.0.7.79</Data>
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    C:\Users\ewhitton\AppData\Local\Temp\WER8000.tmp.WERInternalMetadata.xml
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        <Data>0</Data>
        <Data>553a89c7-0c18-11e4-be97-80c16ee27020</Data>
        <Data>4104</Data>
        <Data>f6a7a946597169e4aea5077b3b7f0848</Data>
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    Log Name:      Application
    Source:        Outlook
    Date:          7/15/2014 8:06:05 AM
    Event ID:      50
    Task Category: None
    Level:         Information
    Keywords:      Classic
    User:          N/A
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      </System>
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        <Data>MDConnector.dll (MAPI Store Provider)
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    Andy

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    2. All user or any special account experience this issue?
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    https://social.technet.microsoft.com/Forums/en-US/3559c142-2c42-4749-9476-422ab7449853/autodiscover-url-migration?forum=exchangesvrdeploylegacy
    https://social.technet.microsoft.com/Forums/en-US/566616d9-d4c0-4d66-bf23-70541faf2c88/disabling-ad-autodiscover-while-migrating-to-office-365?forum=exchangesvradminlegacy
    Besides, this issue may be related to Office 365. Please contact Office 365 Team so that you can get more professional suggestions, please refer to:
    http://community.office365.com/en-us/default.aspx
    Best Regards,
    Allen Wang

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