[
    {
        "role": "user",
        "content": "Stopped%20receiving%20and%20sending%20email%20via%20gmail%20account%20in%20lutlook%20classic%20in%20microsoft%20365%20as%20of%201%3A10%20AM.%20Is%20there%20a%20known%20issue%20with%20gmail%20accounts%20again%3F"
    },
    {
        "role": "assistant",
        "content": "I checked the latest info and found **no confirmed widespread Gmail outage** affecting sending/receiving\u2014at least nothing officially reported for *today*. Google Workspace status shows all core services, including Gmail, are operating normally. ([isdown.app](https://isdown.app/status/google-workspace?utm_source=openai))\n\nThat said, there *have* been recent and recurring issues *specific to Gmail accounts in Classic Outlook (Microsoft 365)*\u2014especially related to sync errors, authentication, and IMAP connections. Below are details on what\u2019s happening, and what you can try to fix it.\n\n---\n\n## \ud83d\udd0d What\u2019s Going Wrong with Gmail + Outlook Classic\n\nFrom recent Microsoft forums, Reddit discussions, and Microsoft\u2019s own support pages, here are the common problems:\n\n- Gmail suddenly stops syncing in Classic Outlook: folders don\u2019t update, emails aren\u2019t sent or received. ([techcommunity.microsoft.com](https://techcommunity.microsoft.com/discussions/outlookgeneral/gmail-sync-issues-within-outlook-classic/4503141/replies/4509067?utm_source=openai))  \n- Errors like **0x800CCC0E** or **0x800CCC0F** when trying to send/receive. ([reddit.com](https://www.reddit.com/r/MicrosoftOutlook/comments/1rv1n9b/gmail_stopped_working_on_outlook_classic_from/?utm_source=openai))  \n- Outlook no longer can connect with Gmail\u2019s IMAP/SMTP servers for certain accounts. ([learn.microsoft.com](https://learn.microsoft.com/en-sg/answers/questions/5821242/gmail-in-outlook-classic-stopped-working?utm_source=openai))  \n- Issues stem from things like outdated Outlook builds, changes in Google\u2019s authentication (OAuth2), missing permissions, or IMAP being disabled. ([techcommunity.microsoft.com](https://techcommunity.microsoft.com/discussions/outlookgeneral/gmail-sync-issues-within-outlook-classic/4503141/replies/4509067?utm_source=openai))  \n\nMicrosoft has **already released fixes** for several of these problems. One fix in particular was aimed at Classic Outlook builds that had issues with Gmail syncing\u2014if you're on the latest build, some fixes should already be applied. ([thewincentral.com](https://thewincentral.com/microsoft-finally-fixes-classic-outlook-bug-breaking-gmail-sync/?utm_source=openai))\n\n---\n\n## \u2705 What You Can Do: Troubleshooting Steps\n\nIf your Gmail stopped sending/receiving in Classic Outlook around 1:10 AM (or similar timing), it\u2019s probably not a full Gmail outage but one of the issues above. Here are specific steps to try:\n\n1. **Check Google Workspace Status Dashboard**  \n   Confirm that Gmail is listed as operational. If there\u2019s an outage, Google will post about it. ([support.google.com](https://support.google.com/a/answer/139569?hl=en-to&utm_source=openai))\n\n2. **Ensure Outlook is Updated**  \n   Make sure Classic Outlook is running a version with the Gmail sync bug fixes included. Microsoft identified specific builds for Current Channel and Monthly Enterprise Channel that resolve many issues. ([learn.microsoft.com](https://learn.microsoft.com/en-sg/answers/questions/5821242/gmail-in-outlook-classic-stopped-working?utm_source=openai))\n\n3. **Reauthorize Permissions with Google**  \n   During the Outlook-Gmail sign-in process via browser, check that you're granting \u201cRead, compose, send, and permanently delete all your email from Gmail\u201d to Microsoft apps & services. If you didn\u2019t do this originally, re-do the sign-in and check that box. ([support.microsoft.com](https://support.microsoft.com/en-us/office/unable-to-add-a-gmail-account-to-classic-outlook-4d9530c5-3f40-4e6d-9b45-4477f160828f?utm_source=openai))\n\n4. **Enable IMAP access in Gmail**  \n   In Gmail (web version) go to Settings \u2192 See All Settings \u2192 Forwarding and POP/IMAP \u2192 ensure IMAP is enabled. If not, enable it. ([techcommunity.microsoft.com](https://techcommunity.microsoft.com/discussions/outlookgeneral/setting-up-gmail-in-classic-outlook/4498043?utm_source=openai))\n\n5. **Use an App Password** *(if applicable)*  \n   If your Gmail account has 2-Step Verification, you might need to generate an app password for Outlook instead of using the regular password. ([techcommunity.microsoft.com](https://techcommunity.microsoft.com/discussions/outlookgeneral/setting-up-gmail-in-classic-outlook/4498043?utm_source=openai))\n\n6. **Check Server Settings**  \n   - IMAP incoming server: `imap.gmail.com`, port **993**, SSL required  \n   - SMTP outgoing server: `smtp.gmail.com`, port **465** (SSL) or **587** (TLS/STARTTLS), with authentication enabled ([learn.microsoft.com](https://learn.microsoft.com/en-sg/answers/questions/5821242/gmail-in-outlook-classic-stopped-working?utm_source=openai))  \n   - Username needs to be the *full Gmail address*.  \n\n7. **Turn Off SPA (Secure Password Authentication)**  \n   In Outlook settings under your Gmail account, ensure \u201cRequire logon using SPA\u201d is *not* checked. Microsoft has flagged SPA as causing issues. ([learn.microsoft.com](https://learn.microsoft.com/en-sg/answers/questions/5821242/gmail-in-outlook-classic-stopped-working?utm_source=openai))\n\n8. **Reconnect the Account**  \n   Sometimes removing the account from Outlook and then adding it back *after* making sure permissions and IMAP are correct helps. ([techcommunity.microsoft.com](https://techcommunity.microsoft.com/discussions/outlookgeneral/gmail-sync-issues-within-outlook-classic/4503141/replies/4509067?utm_source=openai))\n\n---\n\nIf you'd like, I can help check *for your specific Gmail account or region* to see if there's a localized issue. Would you prefer doing that step?"
    }
]