31,797 questions with Outlook | Windows | Classic Outlook for Windows | For home tags

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Emails stuck in Outbox

Emails are not sending and remain in my outbox ???????????????????????????????????????????????????????????????????

Outlook | Windows | Classic Outlook for Windows | For home
asked 2026-06-04T18:52:41.2733333+00:00
Dayne Maxwell 0 Reputation points
answered 2026-06-05T02:26:55.41+00:00
Alice-N 10,035 Reputation points Microsoft External Staff Moderator
2 answers

why is outlook making me sign into yahoo.

WHY IS OUTLOOK MAKING ME SIGN INTO YAHOO. I don't want to use yahoo. I want classic outlook on my pc.

Outlook | Windows | Classic Outlook for Windows | For home
asked 2026-06-04T22:57:47.09+00:00
George 0 Reputation points
answered 2026-06-05T00:40:13.0733333+00:00
Sumit D - IA 169.9K Reputation points Independent Advisor
3 answers

contents of outlook disappeared on re-start

I did a successful archive of all my outlook yesterday. This morning when outlook is opened, there is nothing, a new unblemished version of outlook with nothing in it. Where has it all gone?

Outlook | Windows | Classic Outlook for Windows | For home
asked 2026-06-03T21:20:43.5066667+00:00
Owen Martin 0 Reputation points
edited an answer 2026-06-05T00:08:20.71+00:00
Alice-N 10,035 Reputation points Microsoft External Staff Moderator
2 answers

how do i repair my outlook program

My classic outlook program is doing things i dont understand and i want to make sure it is ok how do i repair or run a diagnostic on the program

Outlook | Windows | Classic Outlook for Windows | For home
asked 2026-06-04T23:29:25.6066667+00:00
Lisa Larue 0 Reputation points
answered 2026-06-05T00:05:54.75+00:00
Ferdinand Nanalig 30,320 Reputation points Independent Advisor
5 answers

Outlook is not opening

Outlook is not opening. However, I see a notice in my computer when I receive an email. I have followed instructions to repair Outlook, and I have uninstalled and reinstalled MS Office, yet Outlook is not responding. Please advise

Outlook | Windows | Classic Outlook for Windows | For home
asked 2026-06-04T19:13:41.4833333+00:00
Miguel De Jesus 0 Reputation points
answered 2026-06-05T00:04:19.97+00:00
Ferdinand Nanalig 30,320 Reputation points Independent Advisor
2 answers

Outlook Classic stopped receiving emails

Outlook Classic stopped receiving emails on my 2 email accounts. One email account stopped this past Monday. The second email account stopped yesterday.

Outlook | Windows | Classic Outlook for Windows | For home
asked 2026-06-04T22:20:56.09+00:00
Todd Vigil 0 Reputation points
answered 2026-06-04T22:59:13.4166667+00:00
Kayece Jan Mae Amizola 14,935 Reputation points Independent Advisor
1 answer

Issues with Outlook Calendar Reminders

I am having issues with my Outlook Calendar. I am using Microsoft Office Home and Student 2021. After a calendar invite popup is received, this popup automatically disappears after 2 days and I want these reminders to stay on. Kindly Help.

Outlook | Windows | Classic Outlook for Windows | For home
asked 2026-06-04T17:49:57.2666667+00:00
Chakradhar Somaghutta 0 Reputation points
answered 2026-06-04T20:28:23.5233333+00:00
Rayyan Fawad 0 Reputation points
4 answers One of the answers was accepted by the question author.

emails are not sending

My emails are not sending. How do I fix this? ?????????????????????????????????????????????????????????????????

Outlook | Windows | Classic Outlook for Windows | For home
asked 2026-06-04T18:30:44.4533333+00:00
Dayne Maxwell 0 Reputation points
accepted 2026-06-04T20:18:49.8666667+00:00
Dayne Maxwell 0 Reputation points
2 answers

Old Road Runner email accounts, now Spectrum.net Accounts not accessing outgoing server.

I am using Windows 11, Microsoft Office 365. My problem is with Outlook, the classic version. Spectrum.net is my Internet provider. I currently use several old Road Runner accounts (cfl.rr.com). A few months ago Spectrum announced to continue using the…

Outlook | Windows | Classic Outlook for Windows | For home
asked 2026-06-02T18:59:11.2366667+00:00
Robert Weiner 20 Reputation points
commented 2026-06-04T19:10:59.6733333+00:00
Robert Weiner 20 Reputation points
1 answer

Emails being sent land in recipients spam folder

Suddenly the majority of my emails are landing in the recipients spam folder even though I have successfully emailed them before and they have indicated that my email in not junk. Emails do not contain 'spam' subjects, are not link heavy and are…

Outlook | Windows | Classic Outlook for Windows | For home
asked 2026-06-04T16:54:48.7833333+00:00
Kelly Griffin 0 Reputation points
answered 2026-06-04T19:00:28.4166667+00:00
Brian Tillman 25,465 Reputation points Independent Advisor
1 answer

Outlook categories missing for gmx and gmail accounts

I have a email with gmx and gmail domain. Please add in future version from office 365 again the categories for these 2 servers. Thanks!

Outlook | Windows | Classic Outlook for Windows | For home
asked 2026-06-04T14:27:11.5366667+00:00
Judith Friedli Beyene 0 Reputation points
answered 2026-06-04T18:11:44.9566667+00:00
Hornblower409 9,145 Reputation points
4 answers

Classic Outlook ICloud Email

Hi: How do I sync Classic Outlook to ICloud Email? Is this a continuous sync? Basically, I would like to access my Outlook email from my desktop anywhere when I access my ICloud account. Thank you, Dianne

Outlook | Windows | Classic Outlook for Windows | For home
asked 2026-06-01T10:16:01.9066667+00:00
Dianne DAndrea 0 Reputation points
commented 2026-06-04T16:19:49.6766667+00:00
Dianne DAndrea 0 Reputation points
2 answers One of the answers was accepted by the question author.

I cannot setup my aol.com email account in Outlook

This is the error message i am getting {"SessionId":"[PII]","Timestamp":[PII],"Error":"INTERACTIONREQUIRED"}

Outlook | Windows | Classic Outlook for Windows | For home
asked 2026-04-23T15:22:54.2166667+00:00
Allan Walker 20 Reputation points
commented 2026-06-04T16:19:18.5333333+00:00
Allan Walker 20 Reputation points
1 answer

Outlook 365 contacts and calendars don't synch ost and pst issues

The Problem Outlook 365 mail operates properly. Contacts and calendar don’t synchronize. The Outlook data folder shows evidence of multiple incomplete migrations and upgrades over the years — likely from an old Outlook version to Outlook 365, and…

Outlook | Windows | Classic Outlook for Windows | For home
asked 2026-06-04T15:57:55.03+00:00
Drewskii 0 Reputation points
answered 2026-06-04T15:58:47.9933333+00:00

AI answer

2 answers

Outlook mail refresh not operaing

Outlook is installed on my lap top and iPad. On the laptop the mail refresh function is missing the update inbox function, only has the update send function. Both work on the iPad. How do I get the refresh inbox instruction back?

Outlook | Windows | Classic Outlook for Windows | For home
asked 2026-06-03T06:29:48.1733333+00:00
Graeme Gentles 0 Reputation points
commented 2026-06-04T12:58:48.82+00:00
Victor1-V 8,910 Reputation points Microsoft External Staff Moderator
2 answers

How to fix icloud for windows syncing icloud calendar and contacts

Hello, I have been in contact with Apple regarding an issue with iCloud for Windows where there are no checkmarks on the app dialogue box to sync my icloud calendar and icloud contacts with Outlook. This is occurring on a new Surface Pro that I just…

Outlook | Windows | Classic Outlook for Windows | For home
asked 2026-06-03T16:23:19.9833333+00:00
Jim Maxwell 0 Reputation points
edited an answer 2026-06-04T09:49:45.6933333+00:00
Chloe-V 8,080 Reputation points Microsoft External Staff Moderator
1 answer

outlook email signature not showing images

My email signature contains some images. When I create a new email, the images appear regularly in the signature. After the email is sent, however - 1) the email recipient cannot see the images 2) the images do not appear in the stored version of the…

Outlook | Windows | Classic Outlook for Windows | For home
asked 2026-06-04T09:34:31.9866667+00:00
Peter Sanfilippo 0 Reputation points
answered 2026-06-04T09:34:49.07+00:00

AI answer

1 answer

Unable to send emails after editing and making multiple changes

Whenever I compose an email and end up attached various folders form the C-drive and once all the editing is complete, I can no longer send the e-mail. I have to copy and past the text and add the attachments to a new email and only then am I able to…

Outlook | Windows | Classic Outlook for Windows | For home
asked 2026-06-03T14:44:32.84+00:00
Daniel Baumann 0 Reputation points
answered 2026-06-04T08:50:06.2166667+00:00
Victor1-V 8,910 Reputation points Microsoft External Staff Moderator
1 answer

Cannot Add Outlook Email to Outlook Classic

Greetings. I was happily using my computer for over a year with an Office Professional Plus 2024 perpetual license. Something happened in May and I started getting this endless loop with the login screen for one of my email addresses associated with…

Outlook | Windows | Classic Outlook for Windows | For home
asked 2026-06-03T16:01:40.8533333+00:00
Carol B 0 Reputation points
edited an answer 2026-06-04T08:33:55.61+00:00
Victor1-V 8,910 Reputation points Microsoft External Staff Moderator
2 answers

Tasks Not Syncing Correctly

My Tasks associated with my [Moderator Note: Personal Info Removed]@outlook.com are not populating correctly. I have adjusted them on my ipad, they synced to the server, but did not sync to my desk top. Now all tasks on my desk top are syncing to my…

Outlook | Windows | Classic Outlook for Windows | For home
asked 2026-06-02T15:04:54.46+00:00
Scott Myers 0 Reputation points
commented 2026-06-04T07:16:21.96+00:00
Chloe-V 8,080 Reputation points Microsoft External Staff Moderator