John and Bob both exchange mail with Sun, a customer with an internet email account: John has a mailbox on an email server that you manage, and Bob has a mailbox in Office 365. In this example, John and Bob are both employees at your company. The diagram below shows how connectors in Microsoft 365 or Office 365 (including Exchange Online or EOP) work with your own email servers. You can enable mail flow between Microsoft 365 or Office 365 and any SMTP-based email server, such as Exchange or a third-party email server. If you have EOP and your own email servers, or if some of your mailboxes are in Microsoft 365 or Office 365 and some are on your email servers, set up connectors to enable mail flow in both directions.
How do connectors work with my on-premises email servers? To learn more about partner scenarios, see Set up connectors for secure mail flow with a partner organization. If you apply the steps described in this article to partner email services, you may have unintended consequences including email delivery failure. If your mail app checks for new messages more than once every 10 minutes, the app’s access to your account could be blocked.Before you get started, make sure to check on your specific scenario in I have my own email servers. Make sure your mail app isn't set to check for new email too frequently.Try signing in directly on the Gmail app. The email client's sign-in method might be insecure.If the tips above didn't help, visit and follow the steps on the page.If you recently changed your Gmail password, you might need to re-enter your Gmail account information or completely repeat your Gmail account setup on your other email client.Allow less secure apps: If you don't use 2-Step Verification, you might need to allow less secure apps to access your account.Important: If you sign in with OAuth, use your regular Google password.Use an App Password: If you use 2-Step Verification, try signing in with an App Password.Update your email client to the latest version.If you have these problems or can’t sign in, first check to make sure you’re using the right password.
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