orenji on "[Plugin: WP Mail SMTP] Not sending the test email"

I also have the same issue. I am attempting to use a Gmail address. But I get the following error.

The SMTP debugging output is shown below:

SMTP -> ERROR: Failed to connect to server: Connection timed out (110)

The following From address failed: companyname@gmail.com

Here is the full message (password and emails were altered/hidden for obvious reasons):

Test Message Sent

The result was:

bool(true)
The full debugging output is shown below:

object(PHPMailer)#108 (58) {
  ["Priority"]=>
  int(3)
  ["CharSet"]=>
  string(5) "UTF-8"
  ["ContentType"]=>
  string(10) "text/plain"
  ["Encoding"]=>
  string(4) "8bit"
  ["ErrorInfo"]=>
  string(63) "The following From address failed: companyname@gmail.com"
  ["From"]=>
  string(28) "companyname@gmail.com"
  ["FromName"]=>
  string(20) "Company Name"
  ["Sender"]=>
  string(0) ""
  ["Subject"]=>
  string(44) "WP Mail SMTP: Test mail to alaralp@gmail.com"
  ["Body"]=>
  string(68) "This is a test email generated by the WP Mail SMTP WordPress plugin."
  ["AltBody"]=>
  string(0) ""
  ["MIMEBody":protected]=>
  string(69) "This is a test email generated by the WP Mail SMTP WordPress plugin.
"
  ["MIMEHeader":protected]=>
  string(480) "Date: Tue, 12 Feb 2013 18:44:57 +0000
Return-Path: companyname@gmail.com
To: test@gmail.com
From: Company Name
Subject: WP Mail SMTP: Test mail to test@gmail.com
Message-ID:
X-Priority: 3
X-Mailer: PHPMailer 5.2.1 (http://code.google.com/a/apache-extras.org/p/phpmailer/)
MIME-Version: 1.0
Content-Transfer-Encoding: 8bit
Content-Type: text/plain; charset="UTF-8"

"
  ["SentMIMEMessage":protected]=>
  string(553) "Date: Tue, 12 Feb 2013 18:44:57 +0000
Return-Path: companyname@gmail.com
To: test@gmail.com
From: Company Name
Subject: WP Mail SMTP: Test mail to test@gmail.com
Message-ID:
X-Priority: 3
X-Mailer: PHPMailer 5.2.1 (http://code.google.com/a/apache-extras.org/p/phpmailer/)
MIME-Version: 1.0
Content-Transfer-Encoding: 8bit
Content-Type: text/plain; charset="UTF-8"

This is a test email generated by the WP Mail SMTP WordPress plugin.
"
  ["WordWrap"]=>
  int(0)
  ["Mailer"]=>
  string(4) "smtp"
  ["Sendmail"]=>
  string(18) "/usr/sbin/sendmail"
  ["PluginDir"]=>
  string(0) ""
  ["ConfirmReadingTo"]=>
  string(0) ""
  ["Hostname"]=>
  string(0) ""
  ["MessageID"]=>
  string(0) ""
  ["Host"]=>
  string(14) "smtp.gmail.com"
  ["Port"]=>
  string(3) "465"
  ["Helo"]=>
  string(0) ""
  ["SMTPSecure"]=>
  string(3) "ssl"
  ["SMTPAuth"]=>
  bool(true)
  ["Username"]=>
  string(28) "companyname@gmail.com"
  ["Password"]=>
  string(12) "***********"
  ["Timeout"]=>
  int(10)
  ["SMTPDebug"]=>
  int(2)
  ["SMTPKeepAlive"]=>
  bool(false)
  ["SingleTo"]=>
  bool(false)
  ["SingleToArray"]=>
  array(0) {
  }
  ["LE"]=>
  string(1) "
"
  ["DKIM_selector"]=>
  string(9) "phpmailer"
  ["DKIM_identity"]=>
  string(0) ""
  ["DKIM_passphrase"]=>
  string(0) ""
  ["DKIM_domain"]=>
  string(0) ""
  ["DKIM_private"]=>
  string(0) ""
  ["action_function"]=>
  string(0) ""
  ["Version"]=>
  string(5) "5.2.1"
  ["XMailer"]=>
  string(0) ""
  ["smtp":protected]=>
  object(SMTP)#109 (8) {
    ["SMTP_PORT"]=>
    int(25)
    ["CRLF"]=>
    string(2) "
"
    ["do_debug"]=>
    int(2)
    ["do_verp"]=>
    bool(false)
    ["Version"]=>
    string(5) "5.2.1"
    ["smtp_conn":"SMTP":private]=>
    bool(false)
    ["error":"SMTP":private]=>
    array(1) {
      ["error"]=>
      string(37) "Called Mail() without being connected"
    }
    ["helo_rply":"SMTP":private]=>
    NULL
  }
  ["to":protected]=>
  array(1) {
    [0]=>
    array(2) {
      [0]=>
      string(17) "alaralp@gmail.com"
      [1]=>
      string(0) ""
    }
  }
  ["cc":protected]=>
  array(0) {
  }
  ["bcc":protected]=>
  array(0) {
  }
  ["ReplyTo":protected]=>
  array(0) {
  }
  ["all_recipients":protected]=>
  array(1) {
    ["alaralp@gmail.com"]=>
    bool(true)
  }
  ["attachment":protected]=>
  array(0) {
  }
  ["CustomHeader":protected]=>
  array(0) {
  }
  ["message_type":protected]=>
  string(5) "plain"
  ["boundary":protected]=>
  array(3) {
    [1]=>
    string(35) "b1_d42b57bd8b43057f3ecadb05bb3dec20"
    [2]=>
    string(35) "b2_d42b57bd8b43057f3ecadb05bb3dec20"
    [3]=>
    string(35) "b3_d42b57bd8b43057f3ecadb05bb3dec20"
  }
  ["language":protected]=>
  array(17) {
    ["provide_address"]=>
    string(54) "You must provide at least one recipient email address."
    ["mailer_not_supported"]=>
    string(25) " mailer is not supported."
    ["execute"]=>
    string(19) "Could not execute: "
    ["instantiate"]=>
    string(36) "Could not instantiate mail function."
    ["authenticate"]=>
    string(35) "SMTP Error: Could not authenticate."
    ["from_failed"]=>
    string(35) "The following From address failed: "
    ["recipients_failed"]=>
    string(45) "SMTP Error: The following recipients failed: "
    ["data_not_accepted"]=>
    string(30) "SMTP Error: Data not accepted."
    ["connect_host"]=>
    string(43) "SMTP Error: Could not connect to SMTP host."
    ["file_access"]=>
    string(23) "Could not access file: "
    ["file_open"]=>
    string(33) "File Error: Could not open file: "
    ["encoding"]=>
    string(18) "Unknown encoding: "
    ["signing"]=>
    string(15) "Signing Error: "
    ["smtp_error"]=>
    string(19) "SMTP server error: "
    ["empty_message"]=>
    string(18) "Message body empty"
    ["invalid_address"]=>
    string(15) "Invalid address"
    ["variable_set"]=>
    string(30) "Cannot set or reset variable: "
  }
  ["error_count":protected]=>
  int(1)
  ["sign_cert_file":protected]=>
  string(0) ""
  ["sign_key_file":protected]=>
  string(0) ""
  ["sign_key_pass":protected]=>
  string(0) ""
  ["exceptions":protected]=>
  bool(false)
}
The SMTP debugging output is shown below:

SMTP -> ERROR: Failed to connect to server: Connection timed out (110)

The following From address failed: companyname@gmail.com