Failed to authenticate on SMTP server with username "yea****" using 2 possible authenticators - laravel

Question

I'm trying to set up email for a Laravel project using SendGrid.
When following their documentation I get an error (https://sendgrid.com/docs/Integrate/Frameworks/laravel.html)
The .env looks like this
MAIL_DRIVER=smtp
MAIL_HOST=smtp.sendgrid.net
MAIL_PORT=587
MAIL_USERNAME=yea****
MAIL_PASSWORD=*********
MAIL_ENCRYPTION=tls
MAIL_FROM_NAME="John Smith"
MAIL_FROM_ADDRESS=from#example.com
The error i get looks like this
ErrorException (E_WARNING)
stream_socket_enable_crypto(): Peer certificate CN=`****.****.***' did not match expected CN=`smtp.sendgrid.net'
/home/myusername/public_html/api/vendor/swiftmailer/swiftmailer/lib/classes/Swift/Transport/StreamBuffer.php
public function startTLS()
{
// STREAM_CRYPTO_METHOD_TLS_CLIENT only allow tls1.0 connections (some php versions)
// To support modern tls we allow explicit tls1.0, tls1.1, tls1.2
// Ssl3 and older are not allowed because they are vulnerable
// #TODO make tls arguments configurable
return stream_socket_enable_crypto($this->stream, true, STREAM_CRYPTO_METHOD_TLSv1_0_CLIENT | STREAM_CRYPTO_METHOD_TLSv1_1_CLIENT | STREAM_CRYPTO_METHOD_TLSv1_2_CLIENT);
}
Arguments
"stream_socket_enable_crypto(): Peer certificate CN=`****.****.***' did not match expected CN=`smtp.sendgrid.net'"
I fixed this error by using the code provided in this answer (https://stackoverflow.com/a/45315825).
I know this is bad practice but i got another error.
Swift_TransportException
Failed to authenticate on SMTP server with username "yea****" using 2 possible authenticators. Authenticator LOGIN returned Swift_TransportException: Expected response code 235 but got code "535", with message "535 Incorrect authentication data " in /home/myusername/public_html/a[i/vendor/swiftmailer/swiftmailer/lib/classes/Swift/Transport/AbstractSmtpTransport.php:456 Stack trace: #0
/home/myusername/public_html/api/vendor/swiftmailer/swiftmailer/lib/classes/Swift/Transport/Esmtp/AuthHandler.php
$message = 'Failed to authenticate on SMTP server with username "'.$this->username.'" using '.$count.' possible authenticators.';
foreach ($errors as $error) {
$message .= ' Authenticator '.$error[0].' returned '.$error[1].'.';
}
throw new Swift_TransportException($message);
}
}
This looks like some kind of authentication error to me, I am using the same credentials i use to login to the SendGrid dashboard.
any ideas on how to fix these problems?

Answer 1

My solution for this case was double-quote the username, password and port number.
Then I got another error, like this:
'''
Connection to tcp://smtp.hostx.com:465 Timed Out
'''
Connection to tcp://smtp.hostx.com:465 Timed Out
and I fix it changing MAIL_ENCRYPTION from tls to ssl:
MAIL_ENCRYPTION=ssl
I hope this helps someone else due to this post is too old.