diff --git a/app/Jobs/Banking/UpdateTransaction.php b/app/Jobs/Banking/UpdateTransaction.php
index 0d95bf6b1..ea5733ce1 100644
--- a/app/Jobs/Banking/UpdateTransaction.php
+++ b/app/Jobs/Banking/UpdateTransaction.php
@@ -37,7 +37,7 @@ class UpdateTransaction extends Job
 
             // Upload attachment
             if ($this->request->file('attachment')) {
-                $this->transaction->delete_attachment();
+                $this->deleteMediaModel($this->transaction, 'attachment', $this->request);
 
                 foreach ($this->request->file('attachment') as $attachment) {
                     $media = $this->getMedia($attachment, 'transactions');
@@ -45,7 +45,7 @@ class UpdateTransaction extends Job
                     $this->transaction->attachMedia($media, 'attachment');
                 }
             } elseif (!$this->request->file('attachment') && $this->transaction->attachment) {
-                $this->transaction->delete_attachment();
+                $this->deleteMediaModel($this->transaction, 'attachment', $this->request);
             }
 
             // Recurring
diff --git a/app/Jobs/Document/UpdateDocument.php b/app/Jobs/Document/UpdateDocument.php
index 2d91a48d6..7edff00f9 100644
--- a/app/Jobs/Document/UpdateDocument.php
+++ b/app/Jobs/Document/UpdateDocument.php
@@ -46,7 +46,7 @@ class UpdateDocument extends Job
         \DB::transaction(function () {
             // Upload attachment
             if ($this->request->file('attachment')) {
-                $this->document->delete_attachment();
+                $this->deleteMediaModel($this->document, 'attachment', $this->request);
 
                 foreach ($this->request->file('attachment') as $attachment) {
                     $media = $this->getMedia($attachment, Str::plural($this->document->type));
@@ -54,7 +54,7 @@ class UpdateDocument extends Job
                     $this->document->attachMedia($media, 'attachment');
                 }
             } elseif (!$this->request->file('attachment') && $this->document->attachment) {
-                $this->document->delete_attachment();
+                $this->deleteMediaModel($this->document, 'attachment', $this->request);
             }
 
             $this->deleteRelationships($this->document, ['items', 'item_taxes', 'totals']);
diff --git a/app/Traits/Uploads.php b/app/Traits/Uploads.php
index 18f219e0d..1576ab5d1 100644
--- a/app/Traits/Uploads.php
+++ b/app/Traits/Uploads.php
@@ -3,10 +3,10 @@
 namespace App\Traits;
 
 use MediaUploader;
+use App\Models\Common\Media as MediaModel;
 
 trait Uploads
 {
-
     public function getUploadedFilePath($file, $folder = 'settings', $company_id = null)
     {
         $path = '';
@@ -63,4 +63,35 @@ trait Uploads
 
         return MediaUploader::importPath($disk, $path);
     }
+
+    public function deleteMediaModel($model, $parameter, $request = null)
+    {
+        $medias = $model->$parameter;
+
+        if (!$medias) {
+            return;
+        }
+
+        $already_uploaded = [];
+
+        if ($request && isset($request['uploaded_' . $parameter])) {
+            $uploaded = $request['uploaded_' . $parameter];
+
+            if (count($medias) == count($uploaded)) {
+                return;
+            }
+
+            foreach ($uploaded as $old_media) {
+                $already_uploaded[] = $old_media['id'];
+            }
+        }
+
+        foreach ((array)$medias as $media) {
+            if (in_array($media->id, $already_uploaded)) {
+                continue;
+            }
+
+            MediaModel::where('id', $media->id)->delete();
+        }
+    }
 }