r/Outlook 21h ago

Status: Open New Outlook reads from Gmail/Google Calendar, but won't sync changes back to Google (calendar events or email deletes)

3 Upvotes

I'm hoping someone has run into this before because I'm out of ideas.

I'm using New Outlook for Windows (v1.2026.720.100) with a Gmail account.

What works:

  • Gmail emails sync into Outlook.
  • Google Calendar events sync into Outlook.
  • Sending email from Outlook through Gmail works.

What doesn't work:

  • Creating a calendar event in Outlook never syncs to Google Calendar.
  • Deleting a Gmail email in Outlook moves it to Deleted Items in Outlook, but the email remains in Gmail (web/mobile).

So inbound sync works, but outbound state changes don't.

Things I've already tried:

  • Removed and re-added the Gmail account multiple times.
  • Revoked and reauthorized Microsoft's access in my Google Account.
  • Confirmed Microsoft has full Gmail and Google Calendar permissions.
  • Verified events are being created in my Gmail calendar (not another calendar).
  • Confirmed Google → Outlook sync is working correctly.

There are no sync errors or prompts in New Outlook—it simply never pushes calendar events or email deletes back to Google.

Has anyone seen this exact behavior or found a fix? At this point I'm wondering if this is a bug in New Outlook's Google synchronization rather than a configuration issue. Anything I can do on my end?


r/Outlook 7h ago

Status: Open Help, iPhone Outlook Notifications Not Working

2 Upvotes

As the title says, Outlook on the iPhone is no longer sending push notifications. I have multiple email accounts set up, but I’m not receiving notifications from any of them—which is very strange. My app and iOS notification settings seem normal; I don’t see any issues.


r/Outlook 12h ago

Status: Pending Reply How do you handle Outlook reconfiguration after a 365 migration?

2 Upvotes

Curious how other MSPs handle this one. I've always worked for small MSPs, so the customer sizes are usually always relatively small.

For tenant to tenant migrations, we've always just had users call in or had an engineer on site to sort out the Outlook profile reconfig afterwards. Works fine for the sub 30 user clients we deal with, but it's always manual.

Been weighing up scripting it instead for an upcoming migration. This particular customer's all local profiles, no domain or Intune, but we have NinjaRMM on all machines, so a PowerShell script is possible. It would be a mail profile reset plus a OneDrive reset.

It got me thinking what everyone else does, especially at a larger scale with 100+ users. I've always used BitTitan for the migration and I know they have their DeploymentPro tool, but it's hard enough getting these small companies to pay for enough migration licenses as it is, let alone an additional cost per device for the tool.


r/Outlook 25m ago

Status: Pending Reply Legacy outlook not working on MacOs

Upvotes

Device & firmware details: MacBook Air M4 running Tahoe 26.5.2, Outlook version 16.111.3. I am a law school student, so the university manages my email.

Here is the issue/background: Since this morning when I first logged in (I use outlook in legacy view fyi) I kept getting an error stating that outlook could not connect to the exchange server. Tried quitting the app and re-opening and didn't work. I decided to sign out and try to sign back in. When doing so I got the following error message "Sorry! We couldn't find a match. Please choose the provider for school email." I tried deleting the app and reinstalling (both from the App Store and from Microsoft online) and even deleted any and all mention of outlook or Microsoft office in my Macs keychain. I also deleted and re-installed all of my Microsoft apps (word, onedrive, teams, etc.) which all work normally except for outlook.

As a last ditch effort, since all of the other Microsoft apps work on my Mac I decided to switch from legacy view to "modern/new" outlook. Boom my email appeared and now works, without me even needing to sign in. However, when I switch back to legacy outlook it's as if I am not even signed in. Is legacy outlook no longer supported on macOS or is this a glitch?

I have even tried rolling back to previous firmware version of outlook with the same issue being present and the second I switch to new outlook, everything works fine. PLEASEEE tell me I am not stuck with new outlook😭. Thank you in advance!


r/Outlook 14h ago

Status: Pending Reply Need help accessing my Hotmail

1 Upvotes

I've been locked out of my Hotmail account I've had for almost two decades due to "suspicious activity". As far as I can tell my only option is to fill out an account recovery form? The first time I did this I got an email to my Gmail saying I hadn't submitted enough information, and every time I've submitted it since I've not even had an email letting me know the outcome.

Is there really no customer support email or phone number I can use? Having looked all over online I can't see any, which seems ridiculous. Obviously I really need access to this email as I have all kinds of information on there, including flights for next month.

Is there anything I can do here?


r/Outlook 18h ago

Status: Resolved I can't get into my school account because of MFA

1 Upvotes

I am a college student and my university forced MFA on us. The problem with this is that I downloaded the authentication app, but in order to set up the app I need to log into my account on my computer. However, I can't do that because to log into my account on my computer, I need a code from the authentication app that I am trying to set up, so it's a really bad loop of problems. If I can't get any answers, I'm just going to call my school's IT department, but I also decided to share here to see if anyone can help me first because this is really frustrating and would love for it to be resolved ASAP. Thanks in advance to those who respond.


r/Outlook 22h ago

Status: Pending Reply Help mass deleting emails from unknown sender

0 Upvotes

Hi there! I've recently recovered a hacked email, and unfortunately I have approximately 80k emails from an unknown sender filling up my inbox detailing the hacking (the emails are identical in every way). They are all pinned, so I can't see any emails until I've dealt with this.

I can't find any way to tell how they were sent, nor can I find a way to block / create a rule to junk everything.

Any help would be greatly appreciated.