Failed to authenticate on SMTP server error using gmail

46
votes

I'm trying to set up email for my first laravel project, and was thrilled that there's a laracast for it: https://laracasts.com/lessons/mailers

I've followed the simple steps, chose gmail in mail.php (x's added for anonymity): 

'driver' => env('MAIL_DRIVER', 'smtp'),
'host' => env('MAIL_HOST', 'smtp.gmail.com'),
'port' => env('MAIL_PORT', 587),
'from' => ['address' => '[email protected]', 'name' => 'Diane Kaplan'],
'encryption' => env('MAIL_ENCRYPTION', 'tls'),
'username' => '[email protected]',
'password' => 'xxxxx',
'sendmail' => '/usr/sbin/sendmail -bs',
'pretend' => false,

.env has (x's added for anonymity)- the laracast doesn't have us use MAIL_USERNAME and MAIL_PASSWORD, but they're updated for good measure assuming I'll pull from there later: 

MAIL_DRIVER=smtp
MAIL_HOST=mailtrap.io
MAIL_PORT=2525
[email protected]
MAIL_PASSWORD=xxxxxx
MAIL_ENCRYPTION=null

But in the first little moment of truth trying to send a mail (3:30 mark), I get an authentication error: Swift_TransportException in AuthHandler.php line 181: Failed to authenticate on SMTP server with username "[email protected]" using 3 possible authenticators

Based on a little stackoverflow reading, I tried turning on 'access to less secure apps' in my gmail settings, but no change in the error. (And the other posts about this issue had other factors that made a fancier problem than mine).

Nothing jumps out at me from laravel.log (below)- any ideas? 

[2015-11-26 12:25:55] local.ERROR: exception 'Swift_TransportException' with message 'Failed to authenticate on SMTP server with username "[email protected]" using 3 possible authenticators' in /home/vagrant/Code/Family-laravel/vendor/swiftmailer/swiftmailer/lib/classes/Swift/Transport/Esmtp/AuthHandler.php:181
Stack trace:
    #0 /home/vagrant/Code/Family-laravel/vendor/swiftmailer/swiftmailer/lib/classes/Swift/Transport/EsmtpTransport.php(307): Swift_Transport_Esmtp_AuthHandler->afterEhlo(Object(Swift_SmtpTransport))
    #1 /home/vagrant/Code/Family-laravel/vendor/swiftmailer/swiftmailer/lib/classes/Swift/Transport/AbstractSmtpTransport.php(118): Swift_Transport_EsmtpTransport->_doHeloCommand()
    #2 /home/vagrant/Code/Family-laravel/vendor/swiftmailer/swiftmailer/lib/classes/Swift/Mailer.php(79): Swift_Transport_AbstractSmtpTransport->start()
    #3 /home/vagrant/Code/Family-laravel/vendor/laravel/framework/src/Illuminate/Mail/Mailer.php(395): Swift_Mailer->send(Object(Swift_Message), Array)
    #4 /home/vagrant/Code/Family-laravel/vendor/laravel/framework/src/Illuminate/Mail/Mailer.php(181): Illuminate\Mail\Mailer->sendSwiftMessage(Object(Swift_Message))
    #5 /home/vagrant/Code/Family-laravel/vendor/laravel/framework/src/Illuminate/Support/Facades/Facade.php(220): Illuminate\Mail\Mailer->send('emails.welcome', Array, Object(Closure))
    #6 /home/vagrant/Code/Family-laravel/app/Http/routes.php(59): Illuminate\Support\Facades\Facade::__callStatic('send', Array)
    #7 /home/vagrant/Code/Family-laravel/app/Http/routes.php(59): Illuminate\Support\Facades\Mail::send('emails.welcome', Array, Object(Closure))
    #8 [internal function]: App\Providers\RouteServiceProvider->{closure}()
    #9 /home/vagrant/Code/Family-laravel/vendor/laravel/framework/src/Illuminate/Routing/Route.php(155): call_user_func_array(Object(Closure), Array)
    #10 /home/vagrant/Code/Family-laravel/vendor/laravel/framework/src/Illuminate/Routing/Route.php(130): Illuminate\Routing\Route->runCallable(Object(Illuminate\Http\Request))
    #11 /home/vagrant/Code/Family-laravel/vendor/laravel/framework/src/Illuminate/Routing/Router.php(704): Illuminate\Routing\Route->run(Object(Illuminate\Http\Request))
    #12 [internal function]: Illuminate\Routing\Router->Illuminate\Routing\{closure}(Object(Illuminate\Http\Request))
    #13 /home/vagrant/Code/Family-laravel/vendor/laravel/framework/src/Illuminate/Pipeline/Pipeline.php(139): call_user_func(Object(Closure), Object(Illuminate\Http\Request))
    #14 [internal function]: Illuminate\Pipeline\Pipeline->Illuminate\Pipeline\{closure}(Object(Illuminate\Http\Request))
    #15 /home/vagrant/Code/Family-laravel/vendor/laravel/framework/src/Illuminate/Pipeline/Pipeline.php(103): call_user_func(Object(Closure), Object(Illuminate\Http\Request))
    #16 /home/vagrant/Code/Family-laravel/vendor/laravel/framework/src/Illuminate/Routing/Router.php(706): Illuminate\Pipeline\Pipeline->then(Object(Closure))
    #17 /home/vagrant/Code/Family-laravel/vendor/laravel/framework/src/Illuminate/Routing/Router.php(671): Illuminate\Routing\Router->runRouteWithinStack(Object(Illuminate\Routing\Route), Object(Illuminate\Http\Request))
    #18 /home/vagrant/Code/Family-laravel/vendor/laravel/framework/src/Illuminate/Routing/Router.php(631): Illuminate\Routing\Router->dispatchToRoute(Object(Illuminate\Http\Request))
    #19 /home/vagrant/Code/Family-laravel/vendor/laravel/framework/src/Illuminate/Foundation/Http/Kernel.php(236): Illuminate\Routing\Router->dispatch(Object(Illuminate\Http\Request))
    #20 [internal function]: Illuminate\Foundation\Http\Kernel->Illuminate\Foundation\Http\{closure}(Object(Illuminate\Http\Request))
    #21 /home/vagrant/Code/Family-laravel/vendor/laravel/framework/src/Illuminate/Pipeline/Pipeline.php(139): call_user_func(Object(Closure), Object(Illuminate\Http\Request))
    #22 /home/vagrant/Code/Family-laravel/vendor/laravel/framework/src/Illuminate/Foundation/Http/Middleware/VerifyCsrfToken.php(50): Illuminate\Pipeline\Pipeline->Illuminate\Pipeline\{closure}(Object(Illuminate\Http\Request))
    #23 [internal function]: Illuminate\Foundation\Http\Middleware\VerifyCsrfToken->handle(Object(Illuminate\Http\Request), Object(Closure))
    #24 /home/vagrant/Code/Family-laravel/vendor/laravel/framework/src/Illuminate/Pipeline/Pipeline.php(124): call_user_func_array(Array, Array)
    #25 /home/vagrant/Code/Family-laravel/vendor/laravel/framework/src/Illuminate/View/Middleware/ShareErrorsFromSession.php(49): Illuminate\Pipeline\Pipeline->Illuminate\Pipeline\{closure}(Object(Illuminate\Http\Request))
    #26 [internal function]: Illuminate\View\Middleware\ShareErrorsFromSession->handle(Object(Illuminate\Http\Request), Object(Closure))
    #27 /home/vagrant/Code/Family-laravel/vendor/laravel/framework/src/Illuminate/Pipeline/Pipeline.php(124): call_user_func_array(Array, Array)
    #28 /home/vagrant/Code/Family-laravel/vendor/laravel/framework/src/Illuminate/Session/Middleware/StartSession.php(62): Illuminate\Pipeline\Pipeline->Illuminate\Pipeline\{closure}(Object(Illuminate\Http\Request))
    #29 [internal function]: Illuminate\Session\Middleware\StartSession->handle(Object(Illuminate\Http\Request), Object(Closure))
    #30 /home/vagrant/Code/Family-laravel/vendor/laravel/framework/src/Illuminate/Pipeline/Pipeline.php(124): call_user_func_array(Array, Array)
    #31 /home/vagrant/Code/Family-laravel/vendor/laravel/framework/src/Illuminate/Cookie/Middleware/AddQueuedCookiesToResponse.php(37): Illuminate\Pipeline\Pipeline->Illuminate\Pipeline\{closure}(Object(Illuminate\Http\Request))
    #32 [internal function]: Illuminate\Cookie\Middleware\AddQueuedCookiesToResponse->handle(Object(Illuminate\Http\Request), Object(Closure))
    #33 /home/vagrant/Code/Family-laravel/vendor/laravel/framework/src/Illuminate/Pipeline/Pipeline.php(124): call_user_func_array(Array, Array)
    #34 /home/vagrant/Code/Family-laravel/vendor/laravel/framework/src/Illuminate/Cookie/Middleware/EncryptCookies.php(59): Illuminate\Pipeline\Pipeline->Illuminate\Pipeline\{closure}(Object(Illuminate\Http\Request))
    #35 [internal function]: Illuminate\Cookie\Middleware\EncryptCookies->handle(Object(Illuminate\Http\Request), Object(Closure))
    #36 /home/vagrant/Code/Family-laravel/vendor/laravel/framework/src/Illuminate/Pipeline/Pipeline.php(124): call_user_func_array(Array, Array)
    #37 /home/vagrant/Code/Family-laravel/vendor/laravel/framework/src/Illuminate/Foundation/Http/Middleware/CheckForMaintenanceMode.php(42): Illuminate\Pipeline\Pipeline->Illuminate\Pipeline\{closure}(Object(Illuminate\Http\Request))
    #38 [internal function]: Illuminate\Foundation\Http\Middleware\CheckForMaintenanceMode->handle(Object(Illuminate\Http\Request), Object(Closure))
    #39 /home/vagrant/Code/Family-laravel/vendor/laravel/framework/src/Illuminate/Pipeline/Pipeline.php(124): call_user_func_array(Array, Array)
    #40 [internal function]: Illuminate\Pipeline\Pipeline->Illuminate\Pipeline\{closure}(Object(Illuminate\Http\Request))
    #41 /home/vagrant/Code/Family-laravel/vendor/laravel/framework/src/Illuminate/Pipeline/Pipeline.php(103): call_user_func(Object(Closure), Object(Illuminate\Http\Request))
    #42 /home/vagrant/Code/Family-laravel/vendor/laravel/framework/src/Illuminate/Foundation/Http/Kernel.php(122): Illuminate\Pipeline\Pipeline->then(Object(Closure))
    #43 /home/vagrant/Code/Family-laravel/vendor/laravel/framework/src/Illuminate/Foundation/Http/Kernel.php(87): Illuminate\Foundation\Http\Kernel->sendRequestThroughRouter(Object(Illuminate\Http\Request))
    #44 /home/vagrant/Code/Family-laravel/public/index.php(54): Illuminate\Foundation\Http\Kernel->handle(Object(Illuminate\Http\Request))
    #45 {main}
8
emaillaravelswiftmailer

8 Answers

134
votes

Did you turn on the "Allow less secure apps" on? go to this link

https://myaccount.google.com/security#connectedapps

Take a look at the Sign-in & security -> Apps with account access menu.

You must turn the option "Allow less secure apps" ON.

If is still doesn't work try one of these:

And change your .env file 

MAIL_DRIVER=smtp
MAIL_HOST=smtp.gmail.com
MAIL_PORT=587
[email protected]
MAIL_PASSWORD=xxxxxx
MAIL_ENCRYPTION=tls

because the one's you have specified in the mail.php will only be used if the value is not available in the .env file.

31
votes

Nothing wrong with your method, it's a G-mail security issue.

  1. Login g-mail account settings.

  2. Enable 2-step verification.

  3. Generate app-password.

  4. Use new-generated password in place of your real g-mail password.

Don't forget to clear cache.

php artisan config:cache.
php artisan config:clear.

MAIL_DRIVER=smtp
MAIL_HOST=mailtrap.io
MAIL_PORT=587
[email protected]
MAIL_PASSWORD=generatedAppPassword
MAIL_ENCRYPTION=tls
8
votes

If you still get this error when sending email: "Failed to authenticate on SMTP server with username "[email protected]" using 3 possible authenticators"

You may try one of these methods:

  1. Go to https://accounts.google.com/UnlockCaptcha, click continue and unlock your account for access through other media/sites.

  2. Using a double quote password: "your password" <-- this one also solved my problem.

6
votes

I had the same issue, but when I ran the following command, it was ok:

php artisan config:cache
1
votes

This is how I solved this issue:

  1. Change the .env file as follow

Screenshot Reference

  1. Never forget to restart the server after you change the .env file
1
votes

I had the same problem and I've already tried everything and nothing seemed to work until I just changed the 'host' value in config.php to:

 'host' => env('smtp.mailtrap.io'),

When I changed that it worked nicely, somehow it was using the default host " smtp.mailtrap.org" and ignoring the .env variable I was setting.

After making some test I realize that if I placed the env variable in this order it would worked as it shoulded:

MAIL_HOST=smtp.mailtrap.io


MAIL_DRIVER=smtp


MAIL_PORT=2525


MAIL_USERNAME=xxxx


MAIL_PASSWORD=xxx


MAIL_ENCRYPTION=null

1
votes

Change the .env file as follow

MAIL_DRIVER=smtp
MAIL_HOST=smtp.googlemail.com
MAIL_PORT=587
[email protected]
MAIL_PASSWORD=password
MAIL_ENCRYPTION=tls

And the go to the gmail security section ->Allow Less secure app access

Then run

php artisan config:clear

Refresh the site

0
votes

If you still get this error when sending email: "Failed to authenticate on SMTP server with username "[email protected]" using 3 possible authenticators"

You may try one of these methods:

Go to https://accounts.google.com/UnlockCaptcha, click continue and unlock your account for access through other media/sites.

Use double quote for your password: like - "Abc@%$67eSDu"