Hi Mary Musacchia,
Welcome to the Microsoft Q&A forum.
I understand how frustrating it can be when a Gmail account suddenly stops connecting in classic Outlook, especially when you did not make any changes.
I noticed there is already a Q&A Assist answer in the thread with the standard recovery steps. Before I add more details, did you have a chance to try those steps yet, especially updating Outlook and then re-adding the Gmail account?
To add a bit more helpful context: this “denied access” message usually means Google is blocking or has revoked the permission for Outlook to access Gmail over IMAP, so Outlook cannot complete the connection until Google allows the sign-in again. One key step that often helps in this situation is to remove the existing Google permission for “Microsoft apps & services” (if it exists), then add the Gmail account again so the permission prompt reappears and you can select Allow.
Also, since classic Outlook has had a documented Gmail sign-in problem that was addressed through updates, making sure Outlook is fully up to date before retrying the sign-in is important.
Helpful references you can use while trying the steps:
- Classic Outlook Gmail sign-in issue and the update-based resolution: Unable to sign in or add a Gmail account to classic Outlook
- Steps to add (or re-add) a Gmail account in Outlook for Windows: Add a Gmail account to Outlook for Windows
- Google’s overview for using Gmail with other email clients and modern sign-in: Add Gmail to another email client
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Regarding your question about chatting with a live support agent, you can try the steps below to contact Microsoft Support directly for further assistance:
- Visit the Microsoft Support contact page: Contact - Microsoft Support
- In the search bar provided on the page, type "Outlook issue" and press Enter.
- Click on the "Get Help" button that appears.
- Scroll down the page until you see and click on the "Contact Support" option.
- When prompted to select your product or service, choose "Other Products".
- For the category, choose "Outlook".
- Look for and click on "Chat with a support agent in your web browser".
- Confirm your personal email when prompted - this is the email Microsoft will use to communicate with you during and after the support session.
- Explain your situation clearly: Be concise but provide all the relevant details.
I hope this helps clarify the situation.