Outlook 2016 cannot connect after transition to Outlook Mail

Not open for further replies.


New Member
Outlook version
Outlook 2016 32 bit
Email Account
Outlook.com (as MS Exchange)
I set up the Office 365 Home subscription in order to have a decent way to keep all of my devices in sync. When I set it up the system allowed me to connect my email address and account at pobox.com that I have used since 1997 as my only alias. That email address became my login address and my problem was solved. I was extremely happy that I would not have to change my email address or have one imap account in my Outlook profile for email and the outlook.com account for contacts and calendar. I was even able to continue to set up outlook.com to use my pobox smtp server to send mail (which automatically whitelists the email address I am sending to on for my spam filter). I was a happy camper and willing to PAY $99 a year in addition to the $50 a year I pay pobox.com.

However, when Microsoft transitioned my outlook.com to the Outlook Mail last week, I lost the ability to sync Outlook 2016 to the account using that email address. I can login via the web. But I cannot sync mail, calendar or contacts. My Outlook Android does not sync either. It does not give an error message. It just says on the bottom "This folder last updated on [a recent time] [triangle with !] Trying to connect ....."

Any ideas about being able to setup a connection to the new Outlook.com
you need to add an Outlook.com alias to your account then use auto account setup to add the account to outlook as an exchange account. on the device, you can use the outlook.com alias or set it up manually using eas.outlook.com as the server address.
i have a video here - it uses the old server address and you'll need eas.outlook.com on with the new server.
Syncing Outlook with an Android smartphone
Thanks, I was able to add the account using an outlook.com alias. However, I am no longer able to send email from Outlook 2016 and Outlook for Android account using my primary non-outlook email address of almost 20 years. The mail goes out with the outlook.com email address. I have no interest in changing my email.

I have figured out a workaround: create a second IMAP account for email and use that as default email then use the outlook.com account as the default database to sync calendar and contacts.

It is just frustrating because it was working perfectly (except for the fact that you can't edit contacts on the Android device) before: one Outlook 2016 and Android account for everything.
Thanks again.
The mail goes out with the outlook.com email address. I have no interest in changing my email.
It should send in outlook 2016, but with a goofy outlook address. if you add it as a connected account, you can send from it, but it will be from the outlook.com account on behalf of the non-ms address.

on the droid, you'll need the imap account as it doesn't handle aliases.
Thanks again. 'Hopefully they will get if figured out so it will work like before.
Not open for further replies.
Similar threads
Thread starter Title Forum Replies Date
D Outlook 2016 64bit, Cannot Save in 'HTML', format Using Outlook 1
C Outlook 2016 cannot delete, email showing in root Exchange Server Administration 5
T Cannot access outlook.com accounts in Outlook 2016 Using Outlook 1
T Outlook 2016 mp3 attach "this file cannot be preview because there is no previewer installed for it" Using Outlook 1
M Outlook 2016 still feature updating Using Outlook 0
farrissf Outlook 2016 Optimizing Email Searches in Outlook 2016: Seeking Insights on Quick Search vs Advanced Search Features Using Outlook 0
S Outlook 2016 and Acrobat PDFMaker Office COM Addin Using Outlook 0
W Outlook 2016 MSI - Possible to make work with O365 modern Auth & Win7? Using Outlook 4
J Outlook 2016 Trying to get Outlook 2016 to work with Office 365 Using Outlook 0
W Transfer Outlook 2016 autocomplete file to Outlook 2007 Using Outlook 1
J Outlook 2016 Can't display some embedded HTML images in Outlook 2016 Using Outlook 2
J Outlook 365 Outlook 2016/365 Contacts Lose Info when Favorited to the To-Do Bar Using Outlook 2
O Moving "tasks" to inbox in Outlook 2016 Using Outlook 1
Z Remove GMAIL IMAP account from Outlook 2016 Using Outlook 2
P Prevent Outlook 2016 from using DASL filter Using Outlook 4
bhamberg Shortcuts in Folder Pane (Outlook 2016) Using Outlook 19
G Outlook 2016: Want IMAP Data Files on My D: Drive and Not C: Drive Using Outlook 1
P Color Code or highlight folders in Outlook 2016 Using Outlook 2
B Outlook 2016 Unable to view images or logos on the outlook 2016 emails the same html code works well when i use outlook 2010 Using Outlook 0
B vBA for exporting excel file from outlook 2016 Outlook VBA and Custom Forms 3
M Issue transferring Outlook 2016 email accounts & settings onto new computer Using Outlook 8
glnz Can Word Normal.dotm interfere with Outlook? Office 2016 Using Outlook 5
D Outlook 2016 and Earlier with Office365 in 2021 Using Outlook 3
B Outlook 2016 Retail C2R keeps logging since update? Using Outlook 0
V Outlook 2016 Does Outlook-2016 (64 bit) work with iCloud for Windows ? Using Outlook 5
R Microsoft Outlook 2016 - Gmail not sending, asks for password for SMTP, tried different ports Using Outlook 23
V Outlook 2016 Outlook-2016 and iCloud for Windows - Problems Using Outlook 11
U Outlook 2016 Outlook 2016 sender name Using Outlook 1
S Outlook (2016 32bit; Gmail IMAP) - Save sent message to Outllook Folder Outlook VBA and Custom Forms 0
A Backup Email Accounts On OutLook For Mac 2016 (Microsoft 365 subscription version) Using Outlook 0
M Office 2016 Outlook is forgetting passwords Using Outlook 15
E Can one still buy Outlook (or Office) 2016? Using Outlook 6
I Error saving screenshots in a custom form in outlook 2016, outlook 365 - ok in outlook 2013, outlook 2010 Outlook VBA and Custom Forms 5
R seperate read layout to design in outlook 2016..Help!! Outlook VBA and Custom Forms 3
GregS Why is Outlook 2016 mail in Outlook.com? Using Outlook 1
G Recurring tasks break links Outlook 2016 Using Outlook 5
A How to get body of all emails in outlook 2016 to view in blue color Using Outlook 1
J Edit auto-complete list in Outlook 2016+/365? Using Outlook 0
D iCloud Add-in not working in Outlook 2013 and Outlook 2016 After Windows Upgrade & iCloud Upgrade Using Outlook 2
GregS Outlook 2016 iPhone won't download Outlook 2016 Mail. Using Outlook 0
E How to display "Change Folder" in Change Default Email Delivery Location in Exchange Outlook 2016 Using Outlook 1
A How to open a specific link automatically with outlook 2016 Outlook VBA and Custom Forms 6
V Outlook 2016 will not move emails in search results Using Outlook 4
K Using Outlook 2016 to draw Using Outlook 1
M Outlook 2016 Free/Busy settings ignored Using Outlook 0
K Outlook 2016 - controlling IMAP OST size with Group Policy not working Using Outlook 1
C Outlook 2016/2019 hangs after being open for an extended period Using Outlook 4
GregS 2016 Contact List being managed by Outlook.com? Using Outlook 1
A Outlook 2016 in Cached Mode Using Outlook 1
G Outlook 2016 sync contacts directly between phone and computer using outlook 2016 Using Outlook 0

Similar threads