Email stuck in Outbox

Not open for further replies.


Outlook version
Outlook 2010 32 bit
Email Account
Exchange Server
Hello All,

I'm having an issue with a user who has to constantly rebuild his Outlook profile because his email gets stuck in the Outbox. He is on Outlook 2010 with 2 email accounts connected to his Outlook profile (not "opening additional mailbox" under advanced) The second account is on the same Exchange server as his primary.

The emails that get stuck are with the second account. While he is having trouble with the second account, he can still send out emails on the primary account. Clicking Send/Receive reports back as successfully but it isn't becasue the emails are still in the Outbox. The one thing I do notice is the status on the primary account is "Connected to Exchange" while the status of the second account is just "Online"

The problem can be fixed by recreating his profile but it is only temporary as it will allow him to send email from both accounts temporarily. Sometimes it will break after a day or last as long as a week. Seeing that he can send emails from both accounts once the profile is created, this doesn't seem to be rights issue.

I've tried repairing the installation with no avail so I'm stuck and out of ideas. Hopefully someone here has dealt with this issue in the past.


Outlook version
Outlook 2010 32 bit
Email Account
Exchange Server
I just tried it out in Safe mode and the item is still in the Outbox even after a manual send and receive. To answer your other question, once it gets stuck the only resolution that seems to work has been to recreate the Outlook Profile. Then it will work for a period of time until it gets stuck again. Again, this is only for the non-primary email account.

Do you have any insight on the Connected to Exchange vs Online status in Outlook? This is Outlook 2010 by the way.


Diane Poremsky

Senior Member
Outlook version
Outlook 2016 32 bit
Email Account
Office 365 Exchange
I thought Online status should be classic mode, not cached. 'connected to exchange' indicates cached mode. I'll double check it though.

I know there are issues with Outlook 2013, it sounds like the problem affects outlook 2010 too as your description is pretty much identical to the other complaints I've seen. I'll see what i can find out about it.
Not open for further replies.
Similar threads
Thread starter Title Forum Replies Date
P OL 2007 XP email stuck in outbox Using Outlook 3
G Email stuck in Outbox - Office 2013 Using Outlook 5
N Email Stuck in Outbox - Cached Mode - Roaming Profile Using Outlook 2
D Windows 7 / Outlook 2007 - email gets stuck in Outbox Using Outlook 2
T Add-in problem: First email in outbox gets stuck Outlook VBA and Custom Forms 7
M Outlook 2010 stuck in Work Offline mode; trouble sending email Using Outlook 1
Witzker Outlook 2019 Macro to send an Email Template from User Defined Contact Form Outlook VBA and Custom Forms 0
Witzker Outlook 2019 Edit contact from email does not open the user defined contactform Using Outlook 2
V Macro to mark email with a Category Outlook VBA and Custom Forms 4
R Roadrunner Email Settings | Contact Roadrunner Customer Support Outlook VBA and Custom Forms 1
D Gmail mail is being delivered to a different email inbox in Outlook App 2021 Using Outlook 2
Albert McCann Outlook 2021 Outlook Display of HTML Email from two senders is glitchy Using Outlook 0
A How Do I Setup My Optonline.Net Email Account? Outlook VBA and Custom Forms 1
H Preventing the 'email address fetch from Exchange' crashing email reading code Exchange Server Administration 0
D multiple email accounts - why do I have to choose the "from" account address?? Using Outlook 2
Wotme create email only data file Using Outlook 1
F Outlook 2016 Email with attachments not being received Using Outlook 3
J Outlook 2019 Regex email addresses from body Outlook VBA and Custom Forms 6
D Prompt to prefix subject line whenever sending an email Outlook VBA and Custom Forms 3
J Quick steps delete original email and move reply/sent email to folder Using Outlook 2
C Wishlist Extract or scan new email addresses from out of office replies. Leads from OOO replies Using Outlook 1
T External email warning banner Outlook VBA and Custom Forms 0
A Links in email getting error message about group policy Using Outlook 4
richardwing Auto forward email that is moves into a specific outlook folder Outlook VBA and Custom Forms 5
J Recommendations for Outlook Duplicate Email Remover Using Outlook 6
Geldner Tweak Junk Email Reporting tool to default to particular email on send? Using Outlook 3
S Outlook 365 Can I change the possible range of highlighting colours when writing an Outlook email? Using Outlook 1
V Can one change the formatting of email title blocks? Using Outlook 0
P default font when sending email from browser Using Outlook 1
D VBA Macro to Print and Save email to network location Outlook VBA and Custom Forms 1
B IMAP server rejects sent email - cannot deliver messages Using Outlook 2
TedSch Small vba to kill political email Outlook VBA and Custom Forms 3
X Open Hyperlinks in an Outlook Email Message (Help with Diane's solution) Outlook VBA and Custom Forms 3
e_a_g_l_e_p_i Email notifications changed with Outlook 2021 Using Outlook 8
glnz How to retrieve or redo email password without affecting Outlook connection? Using Outlook 1
Z Copy specific email body text Outlook VBA and Custom Forms 0
D ISOmacro to extract active mail senders name and email, CC, Subject line, and filename of attachments and import them into premade excel spread sheet Outlook VBA and Custom Forms 2
M Outlook 365 refuses to send email Using Outlook 1
B Search and Find Email by Folder Name Outlook VBA and Custom Forms 2
K Closing external IMAP email... Outlook 2013 Using Outlook 0
L Capture email addresses and create a comma separated list Outlook VBA and Custom Forms 5
C Email bomb processing Outlook VBA and Custom Forms 1
O What would be the recommended way to change an email address (family member)? Using Outlook 0
A Outlook 2016 Macro to Reply, ReplyAll, or Forward(but with composing new email) Outlook VBA and Custom Forms 0
L Checking Sender Email Address for trusted domain from list on intranet Outlook VBA and Custom Forms 4
J How do you disable address search box when typing @ in body of email? Using Outlook 0
S HTML Code Embedded in String Within Open Outlook Email Preventing Replace(Application.ActiveInspector.CurrentItem.HTMLBody From Working Outlook VBA and Custom Forms 4
Victor.Ayala Automated way to check the option "Show this folder as an email Address Book" Outlook VBA and Custom Forms 2
D Wrong email address in Outlook 2003 "From" tab in new outgoing emails Using Outlook 4
D Forwarding email based on the attachment file type and specific text found on the attachment file name Outlook VBA and Custom Forms 1

Similar threads