Apple mail not sending hotmail

Frustrating!

There could be several reasons why Apple Mail is not sending emails to Hotmail. Let's troubleshoot this issue together:

  1. Check your account settings: Ensure that your Hotmail account is set up correctly in Apple Mail. Go to Mail > Preferences > Accounts, select your Hotmail account, and verify that the following settings are correct:
    • Account type: IMAP or POP
    • Server: outlook.office365.com (for Hotmail/Outlook.com)
    • Port: 993 (IMAP) or 995 (POP)
    • Username: your Hotmail email address
    • Password: your Hotmail password
  2. Check your password: Make sure you're using the correct password for your Hotmail account. If you've changed your password recently, update it in Apple Mail as well.
  3. Outlook.com's security settings: Hotmail/Outlook.com has strict security settings to prevent spam and phishing. Check if your account is set up to allow less secure apps to access your account. You can do this by:
    • Going to the Outlook.com settings page
    • Clicking on "Security & privacy"
    • Enabling "Allow apps that use less secure sign in" (Note: This may compromise your account security, so use with caution)
  4. Apple Mail's settings: Check if Apple Mail is configured to use a secure connection (TLS or SSL) when sending emails. Go to Mail > Preferences > Accounts > [Your Hotmail account] > Advanced, and ensure that "Use SSL" is enabled.
  5. Firewall or antivirus software: Sometimes, firewall or antivirus software can block email sending. Try temporarily disabling these programs to see if it resolves the issue.
  6. Check for updates: Ensure that Apple Mail and your operating system are up to date.
  7. Reset Apple Mail's settings: If none of the above steps work, try resetting Apple Mail's settings by going to Mail > Preferences > General > Reset and then restart Apple Mail.
  8. Contact Hotmail support: If none of the above steps resolve the issue, you may want to contact Hotmail support to see if there are any issues on their end.

If you've tried all these steps and still can't send emails to Hotmail, please provide more details about the error message you're receiving, and I'll do my best to help you troubleshoot the issue.