Forum Discussion
Gmail workspace and new Outlook sync problems
Let me ask you this, since all of these issues seem to be sync or delayed, it could be something else causing it. I have not seen any calls come in with your issues yet and I take a fair amount of calls for New Outlook.
Are all the users in one Office or hybrid/remote?
What AV are you using?
Firewall?
VPN?
These are the top 3 things I look at when there are calls regarding synch/delays in general, Outlook Classic esp if everything is configured correctly. AV is more common than firewall and VPN is causing a lot of Outlook issues, so much I tell my clients to get off it unless they need it. I have tested this a few times and the clients agree. The VPN would need to be configured differently, I don't do that so I don't know.
I'll watch this post and see what you reply, then I can maybe dig in further once I know what you say.
ok, just to let you know we investigated this and found when using network tools (netstat) we could not see any connections to the gmail servers. WHich was unusual, we also analysed the log files with the help of copilot and found a few entried regarding dropped push notifications. BUT no entries about gmail servers or imap and smtp ports. again, we found this strange. So when adding the account so we can use procmon I then read the below carefully.
the new outlook, when connecting using gmail address it does not directly connect to the servers. after reading https://support.microsoft.com/en-gb/office/sync-your-account-in-outlook-to-the-microsoft-cloud-985f9e19-d308-4e85-9d1d-0c6f32f8e981
... we then realised new outlook is not a traditional email client for imap. it stores and synchs info to microsoft servers. so it acts as a middle man. Although they are saying its more streamlined like this, i can see why his can delay emails! I am reading more about this and we have seen many compliants about delays
- LisaHendricksonSep 14, 2025Iron Contributor
Good find! Yes I knew about how New Outlook works but that didn't dawn on me. In 365, you can add a Gmail connector, so that might help speed it up.
- Suleyman AliSep 15, 2025Iron Contributor
As we don't use office 365 as a email service, setting up that connector wont help. Even if we had a email account in office 365 and still use gmail, again, connector wont help displaying all gmail imap folders. it only concentrates on email deliverability (or in power apps/automate, it can trigger email arrival and send).
So we will have to go back to classic if the people at office 365 support wont be able to help. Which is a shame, the new outlook synched calendars and contacts without a addin. Which in classic outlook gave huge amount of problems.
- LisaHendricksonSep 15, 2025Iron Contributor
Ok, another thing that I'm seeing is that New Outlook sometimes is requring a full 365 business license to use all the features and functions. Not sure if this is related but thought I'd mention it. Yes, classic needed a 3rd party sync software to do the calendar/contacts. I'm happy to see New Outlook offer it but I am going to be believe that Microsoft will require all users who want to connect to Gmail/Yahoo, etc for full platform experience will need a license. Things I am figuring out slowly.