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Outlook keeps prompting you for your Gmail password during SMTP setup

blog.payperitem.com, April 24, 2025

1. Enable IMAP/SMTP in Gmail Settings

  • Log in to Gmail.
  • Go to ⚙️ Settings > See all settings > Forwarding and POP/IMAP
  • Enable IMAP and/or POP, and make sure SMTP is allowed (default behavior with IMAP).

2. Use App Password (if 2-Step Verification is enabled)

If you use 2-Step Verification in Gmail:

  • Go to: https://myaccount.google.com/apppasswords
  • Generate an App Password for Outlook.
  • Use that password in Outlook instead of your normal Gmail password.

Without this, Gmail will reject access attempts even if the password is correct.


3. SMTP & IMAP Settings for Gmail

Make sure these settings are correct in Outlook:

  • SMTP Server: smtp.gmail.com
  • SMTP Port: 465 (SSL) or 587 (STARTTLS)
  • Encryption: SSL/TLS or STARTTLS
  • IMAP Server: imap.gmail.com
  • IMAP Port: 993
  • Username: your full Gmail email address
  • Password: your Gmail App Password

4. Allow Less Secure Apps (Only if no 2FA)

If you’re not using 2FA, enable:

  • https://www.google.com/settings/security/lesssecureapps

⚠️ Google is phasing this out, so using 2FA + App Password is more reliable.


5. Check Captcha Unlock

Sometimes Google blocks access temporarily.

  • Unlock: https://accounts.google.com/DisplayUnlockCaptcha
  • Sign in and confirm.

6. Firewall/Antivirus Interference

Check if your firewall or antivirus is:

  • Blocking Outlook from accessing Gmail’s SMTP server.
  • Temporarily disable them and test.

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