Why Aren't My PHP Emails Sent from Localhost via Gmail SMTP Arriving?

Troubleshooting Email Delivery from Localhost Using Gmail SMTP Server in PHP

Problem:

Despite receiving a "success" message after sending an email from localhost using the PHP mail() function, the intended recipient is not receiving the email.

Configurations:

• GMail SMTP Server
• php.ini and sendmail.ini both configured accordingly

Error Message:

13/10/02 13:36:41 : Must issue a STARTTLS command first.

Solution:

To resolve this issue and successfully send emails from localhost using Gmail, follow these steps:

1. Install Fake Sendmail:

   • Download and install the "Fake Sendmail for Windows" utility if you have not already.

2. Configure php.ini:

   • Comment out the default SMTP and sendmail settings in the php.ini file.
   • Configure the sendmail_path to point to the Fake Sendmail executable.

3. Configure sendmail.ini:

   • Specify the Gmail SMTP server information, including the port (25), authentication credentials, and the force sender.
   • Ensure that the username is the same as the one you are using to access your Gmail account.

4. Generate Application-Specific Password:

   • If you have enabled 2-factor verification for your Gmail account, you will need to generate an application-specific password for the email sending process.

5. Modify sendmail.ini (optional):

   • Specify the SMTP port as 587 to use TLS encryption.
   • Uncomment the smtp_ssl line and set it to tls.

Once these changes are implemented, you should be able to successfully send emails from your localhost using PHP and the Gmail SMTP server.

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