16 SMTP Office 365 Authentication Unsuccessful Solutions

Hello everyone, I’m Kent, the website admin. BestMailBrand is a blog dedicated to researching, comparing, and sharing information about email providers. Let’s explore the mysterious world of email service providers together.

When it comes to email communication, Office 365 is a popular choice for businesses and individuals. However, users may sometimes encounter authentication issues when trying to send emails via SMTP. In this article, we'll explore 16 solutions to address "SMTP Office 365 Authentication Unsuccessful" errors.

1. Check Your Credentials

The first and foremost step is to ensure that you are using the correct username and password for your Office 365 account. Double-check your credentials and make sure there are no typos or misspellings.

AOTsend is a Managed Email Service API for transactional email delivery. 99% Delivery, 98% Inbox Rate.
Start for Free. Get Your Free Quotas. Pay As You Go. $0.28 per 1000 Emails.

You might be interested in:
Why did we start the AOTsend project, Brand Story?
What is a Managed Email API, How it Works?
Best 24+ Email Marketing Service (Price, Pros&Cons Comparison)
Best 25+ Email Marketing Platforms (Authority,Keywords&Traffic Comparison)

2. Enable Less Secure Apps

If you're using a third-party email client or application to send emails, you might need to enable less secure apps in your Office 365 account. This setting allows these apps to access your account.

3. Use the Correct SMTP Settings

Ensure that you are using the correct SMTP server settings for Office 365. The typical settings include using Smtp.office365.com as the SMTP server, with port 587 and TLS encryption enabled.

4. Update Your Email Client

Sometimes, authentication errors can occur due to outdated email clients. Make sure your email client is up to date with the latest version.

5. Check Your Firewall Settings

Firewalls can sometimes block SMTP connections. Check your firewall settings to ensure that they are not preventing your email client from connecting to the SMTP server.

6. Verify Multi-Factor Authentication (MFA) Settings

If your Office 365 account has MFA enabled, you might need to generate an app-specific password for your email client.

7. Clear Cached Credentials

Your email client might be storing old or incorrect credentials. Clearing these cached credentials and re-entering them can solve authentication issues.

8. Disable Antivirus or Antispyware Software

Sometimes, antivirus or antispyware software can interfere with SMTP connections. Temporarily disable such software and try sending an email again.

9. Contact Your IT Administrator

If you're part of an organization, there might be additional security policies or firewall rules in place. Contact your IT administrator for assistance.

10. Check for Service Outages

Occasionally, Office 365 might experience service outages. Check the Office 365 service health dashboard to see if there are any known issues.

11. Reset Your Password

If you suspect your account might have been compromised, resetting your password can help resolve authentication issues.

12. Use OAuth 2.0 for Authentication

For more secure authentication, consider using OAuth 2.0 instead of traditional username and password authentication.

13. Review Your Account's Login History

Checking your account's login history can help identify any unusual activity that might be causing authentication problems.

14. Disable POP and IMAP Access

If you're not using POP or IMAP, disabling these protocols can sometimes resolve SMTP authentication issues.

15. Test Your Connection

Use tools like Telnet or an SMTP testing service to manually test your SMTP connection and pinpoint any potential issues.

16. Contact Microsoft Support

If none of the above solutions work, consider contacting Microsoft Support for further assistance.

In conclusion, "SMTP Office 365 Authentication Unsuccessful" errors can be frustrating, but they are often solvable with a bit of troubleshooting. By following the solutions outlined in this article, you should be able to resolve most authentication issues and restore smooth email functionality.

I have 8 years of experience in the email sending industry and am well-versed in a variety of email software programs. Thank you for reading my website. Please feel free to contact me for any business inquiries.