Cannot send from gmail using Outlook mail with MS-365.

Question

I cannot send mail via the Outlook mail program on my PC. I have updated gmail, updated chome and edge, changed my default browser to edge, and still have a problem. When I click "send" the message sits in the Outbox. If I shut down the program I get a message that there are still messages in the outbox, do I want to exit anyway and the message will be sent on opening? But the message does not send on opening. I was using the mail program that comes with Microsoft 365 when the problem happened. Gmail is my main email account; I have two others also using the Outlook mail program; I can send and receive fine from both of those. I can send from gmail in phone.

Answer 1

Hi BigMamaH,

Thanks for contacting us,

I'm sorry to hear that you cannot send mail from your Gmail account using Outlook mail with MS-365.

Here are some possible causes and solutions that might help you:

• One cause might be that your Gmail account is not configured properly in Outlook. This can happen if you have incorrect or outdated server settings, password, or security options. To check if this is the case, you can try to remove and re-add your Gmail account in Outlook by following these steps:
  • Open Outlook and go to File > Account Settings > Account Settings.
  • Select your Gmail account and click Remove.
  • Click Yes to confirm the removal.
  • Click New to add a new account.
  • Enter your Gmail address and click Connect.
  • Enter your Gmail password and click Connect again.
  • Wait for Outlook to set up your account automatically.
  • Click Done and restart Outlook.
  • Try to send a test email from your Gmail account and see if it works.
• Another cause might be that your Gmail account is blocking Outlook from accessing it. This can happen if you have enabled two-step verification or less secure app access in your Gmail settings. These features are meant to enhance your security, but they can also prevent Outlook from sending or receiving emails from your Gmail account. To check if this is the case, you can try to adjust your Gmail settings by following these steps:
  • Log in to your Gmail account on a web browser.
  • Go to Settings > Accounts and Import > Other Google Account settings.
  • Click Security on the left pane.
  • If you have enabled two-step verification, you need to create an app password for Outlook. Click App passwords under Signing in to Google section. Enter your Gmail password and click Next. Select Mail and Windows Computer from the drop-down menus and click Generate. Copy the 16-digit app password and click Done. Go back to Outlook and enter the app password instead of your Gmail password when prompted.
  • If you have not enabled two-step verification, you need to allow less secure app access for Outlook. Scroll down to Less secure app access section and click Turn on access (not recommended). Toggle the switch to ON and confirm the change. Go back to Outlook and try to send a test email from your Gmail account and see if it works.
• A third cause might be that there is a bug or glitch in Outlook or MS-365 that prevents you from sending emails from your Gmail account. This can happen if there are updates, changes, or conflicts in the software that affect the functionality of the features. To check if this is the case, you can try to troubleshoot the issue by following these steps:
  • Run the Microsoft Support and Recovery Assistant tool. This is a tool that can diagnose and fix various issues with Outlook and MS-365 applications. Select Outlook from the list of apps and choose the issue that matches your problem. Follow the prompts to let the tool scan and repair your Outlook configuration.
• Update your Outlook and MS-365 applications. Sometimes, updating your software can resolve some issues that might be caused by outdated or incompatible versions. You can check for updates by going to File > Office Account > Update Options > Update Now in any MS-365 application. Wait for the updates to download and install, then restart your computer and open Outlook again.

I hope this helps!

Regards, Sola