diff --git a/_ide_helper.php b/_ide_helper.php
index c5562d34111d..a14275a20cd5 100644
--- a/_ide_helper.php
+++ b/_ide_helper.php
@@ -4,7 +4,7 @@
 
 /**
  * A helper file for Laravel, to provide autocomplete information to your IDE
- * Generated for Laravel 9.52.0.
+ * Generated for Laravel 9.52.4.
  *
  * This file should not be included in your code, only analyzed by your IDE!
  *
@@ -10860,12 +10860,12 @@
          * Clones a request and overrides some of its parameters.
          *
          * @return static 
-         * @param array $query The GET parameters
-         * @param array $request The POST parameters
-         * @param array $attributes The request attributes (parameters parsed from the PATH_INFO, ...)
-         * @param array $cookies The COOKIE parameters
-         * @param array $files The FILES parameters
-         * @param array $server The SERVER parameters
+         * @param array|null $query The GET parameters
+         * @param array|null $request The POST parameters
+         * @param array|null $attributes The request attributes (parameters parsed from the PATH_INFO, ...)
+         * @param array|null $cookies The COOKIE parameters
+         * @param array|null $files The FILES parameters
+         * @param array|null $server The SERVER parameters
          * @static 
          */ 
         public static function duplicate($query = null, $request = null, $attributes = null, $cookies = null, $files = null, $server = null)
diff --git a/app/Jobs/Entity/EmailEntity.php b/app/Jobs/Entity/EmailEntity.php
index 26998794040d..561cb0ed83b6 100644
--- a/app/Jobs/Entity/EmailEntity.php
+++ b/app/Jobs/Entity/EmailEntity.php
@@ -112,14 +112,14 @@ class EmailEntity implements ShouldQueue
         $this->entity->service()->markSent()->save();
 
         $nmo = new NinjaMailerObject;
-        $nmo->mailable = new TemplateEmail($this->email_entity_builder, $this->invitation->contact, $this->invitation);
-        $nmo->company = $this->company;
+        $nmo->mailable = new TemplateEmail($this->email_entity_builder, $this->invitation->contact->withoutRelations(), $this->invitation->withoutRelations());
+        $nmo->company = $this->company->withoutRelations();
         $nmo->settings = $this->settings;
-        $nmo->to_user = $this->invitation->contact;
+        $nmo->to_user = $this->invitation->contact->withoutRelations();
         $nmo->entity_string = $this->entity_string;
-        $nmo->invitation = $this->invitation;
+        $nmo->invitation = $this->invitation->withoutRelations();
         $nmo->reminder_template = $this->reminder_template;
-        $nmo->entity = $this->entity;
+        $nmo->entity = $this->entity->withoutRelations();
 
         NinjaMailerJob::dispatch($nmo);
 
diff --git a/app/Jobs/Mail/NinjaMailerObject.php b/app/Jobs/Mail/NinjaMailerObject.php
index b9207f29a4aa..1d973cb90275 100644
--- a/app/Jobs/Mail/NinjaMailerObject.php
+++ b/app/Jobs/Mail/NinjaMailerObject.php
@@ -39,4 +39,6 @@ class NinjaMailerObject
 
     /* @var bool | App\Models\Invoice | app\Models\Quote | app\Models\Credit | app\Models\RecurringInvoice | app\Models\PurchaseOrder $invitation*/
     public $entity = false;
+
+    public $reminder_template = '';
 }
diff --git a/app/Mail/Engine/InvoiceEmailEngine.php b/app/Mail/Engine/InvoiceEmailEngine.php
index 9ba08c127f86..46604e71690e 100644
--- a/app/Mail/Engine/InvoiceEmailEngine.php
+++ b/app/Mail/Engine/InvoiceEmailEngine.php
@@ -114,15 +114,19 @@ class InvoiceEmailEngine extends BaseEmailEngine
             );
         }
 
+        $contact = $this->contact->withoutRelations();
+        $variables = (new HtmlEngine($this->invitation))->makeValues();
+        $invitation = $this->invitation->withoutRelations();
+
         $this->setTemplate($this->client->getSetting('email_style'))
-            ->setContact($this->contact)
-            ->setVariables((new HtmlEngine($this->invitation))->makeValues())//move make values into the htmlengine
+            ->setContact($contact)
+            ->setVariables($variables)//move make values into the htmlengine
             ->setSubject($subject_template)
             ->setBody($body_template)
-            ->setFooter("<a href='{$this->invitation->getLink()}'>".ctrans('texts.view_invoice').'</a>')
-            ->setViewLink($this->invitation->getLink())
+            ->setFooter("<a href='{$invitation->getLink()}'>".ctrans('texts.view_invoice').'</a>')
+            ->setViewLink($invitation->getLink())
             ->setViewText(ctrans('texts.view_invoice'))
-            ->setInvitation($this->invitation)
+            ->setInvitation($invitation)
             ->setTextBody($text_body);
 
         if ($this->client->getSetting('pdf_email_attachment') !== false && $this->invoice->company->account->hasFeature(Account::FEATURE_PDF_ATTACHMENT)) {
@@ -206,6 +210,15 @@ class InvoiceEmailEngine extends BaseEmailEngine
             }
         }
         
+        $this->invitation = null;
+        $contact = null;
+        $variables = null;
+        $this->invoice = null;
+        $this->client = null;
+        $pdf = null;
+        $expenses = null;
+        $tasks = null;
+
         return $this;
     }
 }