Outlook 2016 Working Offline

Post number 3 has been selected as the best answer.

patlaw

Senior Member
Outlook version
Outlook 2016 32 bit
Email Account
POP3
Operating system::    Windows 10
Outlook version:     2016
Email type or host:    POP3/SMTP, Microsoft 365

I previously had a company email account through Microsoft 365 on my computer. When I installed it in 2019, it took over my Outlook. Since I'm not longer with that company, I no longer have access to the Outlook 365 account. Every time I open Outlook, I'm prompted to log into that account, which I cancel. When I try to send an email, Outlook defaults to that account even though my personal account is set to be the default account. In an effort to try to clean things up, I changed the Outlook Data File, which was set to the work/Exchange account, to my personal pst file. I thought things were working, but they're not.

When I tried to send email this morning, it just sits in the Outbox. There is no error. Then I noticed that Outlook is "working offline". I did a Google search to find out how to fix it, but even with the MANY articles on the subject, I have not been successful. One of the most suggested solutions is to go into the Send and Receive tab and tell Outlook to work online. There is not a check block in the ribbon to do that. There is an option to "Type Exchange Password & Connect", which I wonder if that's related.

How do I clean up this mess I've created? Can I just remove the Exchange account? I've resisted doing so because of the calendar entries that still work that I didn't want to lose. I'm ready to do whatever it takes to fix the problem. Any help you can give is greatly appreciated.

Note: In Email type or host, I tried to enter my email domain (pobox.com), but there are not enough characters in the field.
 
Tried to Edit to Add:

It turns out that I had disabled Exchange caching, whatever that is. When I reenabled it, the button to Work Offline reappeared, and the "working offline" flag at the bottom of the screen disappeared. However, I still cannot send email from any account, and Outlook is not giving me any error messages.

Edit to Add:
All of a sudden I am able to send email. Maybe all of this messing around caused the SMTP server to block me. I have a request for the hosting company to check the logs to confirm. If that's not the problem, I don't know what was.

So the current question is, how do I get rid of the Outlook 365 account to which I no longer have access without screwing up the other six email accounts in Outlook 2016?

Bonus question: I have a subscription to Microsoft 365, but I've not add the apps to this computer yet. Is there a problem updating from Outlook 2016 to Microsoft 365? I remember seeing some warnings, but I can't find them now.
 
Last edited:
So the current question is, how do I get rid of the Outlook 365 account to which I no longer have access without screwing up the other six email accounts in Outlook 2016?
Removing a non-working account won;t screw anything up... if you need to keep the mail in that account, export to a PST. Then remove the account.

I have a subscription to Microsoft 365, but I've not add the apps to this computer yet. Is there a problem updating from Outlook 2016 to Microsoft 365? I remember seeing some warnings, but I can't find them now.
They are basically the same - all are office 16.0 - with office 365 having the latest updates. I'm not aware of anything that would cause problems. You should be able to change the license in the file > account in any office app then check for updates and reboot.
 
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