diff --git a/app/Helpers/Mail/GmailTransport.php b/app/Helpers/Mail/GmailTransport.php
index 3c929f00d9ba..80fa507052f0 100644
--- a/app/Helpers/Mail/GmailTransport.php
+++ b/app/Helpers/Mail/GmailTransport.php
@@ -76,7 +76,24 @@ class GmailTransport extends Transport
 
         } 
 
-        $this->gmail->send();
+        /**
+         * Google is very strict with their
+         * sending limits, if we hit 429s, sleep and
+         * retry again later.
+         */
+        try{
+
+            $this->gmail->send();
+
+        }
+        catch(\Google\Service\Exception $e)
+        {
+            nlog("gmail exception");
+            nlog($e->getErrors());
+
+            sleep(5);
+            $this->gmail->send();
+        }
 
         $this->sendPerformed($message);
 
diff --git a/app/Jobs/Mail/NinjaMailerJob.php b/app/Jobs/Mail/NinjaMailerJob.php
index 0f291d77e4a4..1b8713cd1034 100644
--- a/app/Jobs/Mail/NinjaMailerJob.php
+++ b/app/Jobs/Mail/NinjaMailerJob.php
@@ -219,7 +219,7 @@ class NinjaMailerJob implements ShouldQueue
             $google->getClient()->setAccessToken(json_encode($user->oauth_user_token));
 
             //need to slow down gmail requests otherwise we hit 429's
-            sleep(rand(1,3));
+            sleep(rand(2,6));
         }
         catch(\Exception $e) {
             $this->logMailError('Gmail Token Invalid', $this->company->clients()->first());
diff --git a/routes/api.php b/routes/api.php
index e7f71619a675..af8e3393b6be 100644
--- a/routes/api.php
+++ b/routes/api.php
@@ -13,7 +13,7 @@
 
 use Illuminate\Support\Facades\Route;
 
-Route::group(['middleware' => ['throttle:10,1', 'api_secret_check']], function () {
+Route::group(['middleware' => ['throttle:300,1', 'api_secret_check']], function () {
     Route::post('api/v1/signup', 'AccountController@store')->name('signup.submit');
     Route::post('api/v1/oauth_login', 'Auth\LoginController@oauthApiLogin');
 });