diff --git a/app/Http/Controllers/Api/GroupsController.php b/app/Http/Controllers/Api/GroupsController.php
index 7cc5d2d756..6dc7e83dd6 100644
--- a/app/Http/Controllers/Api/GroupsController.php
+++ b/app/Http/Controllers/Api/GroupsController.php
@@ -63,7 +63,7 @@ class GroupsController extends Controller
         $group = new Group;
 
         $group->name = $request->input('name');
-        $group->permissions = $request->input('permissions'); // Todo - some JSON validation stuff here
+        $group->permissions = json_encode($request->input('permissions')); // Todo - some JSON validation stuff here
 
         if ($group->save()) {
             return response()->json(Helper::formatStandardApiResponse('success', $group, trans('admin/groups/message.create.success')));
diff --git a/app/Listeners/CheckoutableListener.php b/app/Listeners/CheckoutableListener.php
index d9680f82a1..17a8a6c1bf 100644
--- a/app/Listeners/CheckoutableListener.php
+++ b/app/Listeners/CheckoutableListener.php
@@ -18,6 +18,7 @@ use App\Notifications\CheckoutAccessoryNotification;
 use App\Notifications\CheckoutAssetNotification;
 use App\Notifications\CheckoutConsumableNotification;
 use App\Notifications\CheckoutLicenseSeatNotification;
+use GuzzleHttp\Exception\ClientException;
 use Illuminate\Support\Facades\Notification;
 use Exception;
 use Log;
@@ -41,14 +42,9 @@ class CheckoutableListener
         /**
          * Make a checkout acceptance and attach it in the notification
          */
-        $acceptance = $this->getCheckoutAcceptance($event);       
+        $acceptance = $this->getCheckoutAcceptance($event);
 
         try {
-            if ($this->shouldSendWebhookNotification()) {
-                Notification::route('slack', Setting::getSettings()->webhook_endpoint)
-                    ->notify($this->getCheckoutNotification($event));
-            }
-
             if (! $event->checkedOutTo->locale) {
                 Notification::locale(Setting::getSettings()->locale)->send(
                     $this->getNotifiables($event),
@@ -60,8 +56,15 @@ class CheckoutableListener
                     $this->getCheckoutNotification($event, $acceptance)
                 );
             }
+
+            if ($this->shouldSendWebhookNotification()) {
+                Notification::route('slack', Setting::getSettings()->webhook_endpoint)
+                    ->notify($this->getCheckoutNotification($event));
+            }
+        } catch (ClientException $e) {
+            Log::debug("Exception caught during checkout notification: " . $e->getMessage());
         } catch (Exception $e) {
-            Log::error("Exception caught during checkout notification: ".$e->getMessage());
+            Log::error("Exception caught during checkout notification: " . $e->getMessage());
         }
     }
 
@@ -92,11 +95,6 @@ class CheckoutableListener
         }
 
         try {
-            if ($this->shouldSendWebhookNotification()) {
-                Notification::route('slack', Setting::getSettings()->webhook_endpoint)
-                    ->notify($this->getCheckinNotification($event));
-            }
-
             // Use default locale
             if (! $event->checkedOutTo->locale) {
                 Notification::locale(Setting::getSettings()->locale)->send(
@@ -109,8 +107,15 @@ class CheckoutableListener
                     $this->getCheckinNotification($event)
                 );
             }
+
+            if ($this->shouldSendWebhookNotification()) {
+                Notification::route('slack', Setting::getSettings()->webhook_endpoint)
+                    ->notify($this->getCheckinNotification($event));
+            }
+        } catch (ClientException $e) {
+            Log::debug("Exception caught during checkout notification: " . $e->getMessage());
         } catch (Exception $e) {
-            Log::error("Exception caught during checkin notification: ".$e->getMessage());
+            Log::error("Exception caught during checkin notification: " . $e->getMessage());
         }
     }      
 
diff --git a/tests/Feature/Api/Groups/GroupStoreTest.php b/tests/Feature/Api/Groups/GroupStoreTest.php
new file mode 100644
index 0000000000..9ffba51913
--- /dev/null
+++ b/tests/Feature/Api/Groups/GroupStoreTest.php
@@ -0,0 +1,41 @@
+<?php
+
+namespace Tests\Feature\Api\Groups;
+
+use App\Models\Group;
+use App\Models\User;
+use Tests\Support\InteractsWithSettings;
+use Tests\TestCase;
+
+class GroupStoreTest extends TestCase
+{
+    use InteractsWithSettings;
+
+    public function testStoringGroupRequiresSuperAdminPermission()
+    {
+        $this->actingAsForApi(User::factory()->create())
+            ->postJson(route('api.groups.store'))
+            ->assertForbidden();
+    }
+
+    public function testCanStoreGroup()
+    {
+        $this->actingAsForApi(User::factory()->superuser()->create())
+            ->postJson(route('api.groups.store'), [
+                'name' => 'My Awesome Group',
+                'permissions' => [
+                    'admin' => '1',
+                    'import' => '1',
+                    'reports.view' => '0',
+                ],
+            ])
+            ->assertOk();
+
+        $group = Group::where('name', 'My Awesome Group')->first();
+
+        $this->assertNotNull($group);
+        $this->assertEquals('1', $group->decodePermissions()['admin']);
+        $this->assertEquals('1', $group->decodePermissions()['import']);
+        $this->assertEquals('0', $group->decodePermissions()['reports.view']);
+    }
+}