diff --git a/app/Handlers/Observer/AccountObserver.php b/app/Handlers/Observer/AccountObserver.php
index f2e4c05725..1ec19fbbbd 100644
--- a/app/Handlers/Observer/AccountObserver.php
+++ b/app/Handlers/Observer/AccountObserver.php
@@ -26,6 +26,7 @@ namespace FireflyIII\Handlers\Observer;
 
 use FireflyIII\Models\Account;
 use FireflyIII\Models\PiggyBank;
+use FireflyIII\Repositories\Attachment\AttachmentRepositoryInterface;
 use FireflyIII\Repositories\UserGroups\Account\AccountRepositoryInterface;
 use FireflyIII\Support\Facades\Amount;
 use FireflyIII\Support\Http\Api\ExchangeRateConverter;
@@ -73,12 +74,15 @@ class AccountObserver
         //        app('log')->debug('Observe "deleting" of an account.');
         $account->accountMeta()->delete();
 
+        $repository = app(AttachmentRepositoryInterface::class);
+        $repository->setUser($account->user);
+
         /** @var PiggyBank $piggy */
         foreach ($account->piggyBanks()->get() as $piggy) {
             $piggy->accounts()->detach($account);
         }
         foreach ($account->attachments()->get() as $attachment) {
-            $attachment->delete();
+            $repository->destroy($attachment);
         }
         foreach ($account->transactions()->get() as $transaction) {
             $transaction->delete();
diff --git a/app/Handlers/Observer/BillObserver.php b/app/Handlers/Observer/BillObserver.php
index 792295156b..709d8b25ae 100644
--- a/app/Handlers/Observer/BillObserver.php
+++ b/app/Handlers/Observer/BillObserver.php
@@ -24,6 +24,7 @@ declare(strict_types=1);
 namespace FireflyIII\Handlers\Observer;
 
 use FireflyIII\Models\Bill;
+use FireflyIII\Repositories\Attachment\AttachmentRepositoryInterface;
 use FireflyIII\Support\Facades\Amount;
 use FireflyIII\Support\Http\Api\ExchangeRateConverter;
 use Illuminate\Support\Facades\Log;
@@ -41,9 +42,12 @@ class BillObserver
 
     public function deleting(Bill $bill): void
     {
+        $repository = app(AttachmentRepositoryInterface::class);
+        $repository->setUser($bill->user);
+
         //        app('log')->debug('Observe "deleting" of a bill.');
         foreach ($bill->attachments()->get() as $attachment) {
-            $attachment->delete();
+            $repository->destroy($attachment);
         }
         $bill->notes()->delete();
     }
diff --git a/app/Handlers/Observer/BudgetObserver.php b/app/Handlers/Observer/BudgetObserver.php
index d13abec746..a0f9e7bc69 100644
--- a/app/Handlers/Observer/BudgetObserver.php
+++ b/app/Handlers/Observer/BudgetObserver.php
@@ -25,6 +25,7 @@ namespace FireflyIII\Handlers\Observer;
 
 use FireflyIII\Models\Budget;
 use FireflyIII\Models\BudgetLimit;
+use FireflyIII\Repositories\Attachment\AttachmentRepositoryInterface;
 
 /**
  * Class BudgetObserver
@@ -34,8 +35,12 @@ class BudgetObserver
     public function deleting(Budget $budget): void
     {
         app('log')->debug('Observe "deleting" of a budget.');
+
+        $repository = app(AttachmentRepositoryInterface::class);
+        $repository->setUser($budget->user);
+
         foreach ($budget->attachments()->get() as $attachment) {
-            $attachment->delete();
+            $repository->destroy($attachment);
         }
         $budgetLimits = $budget->budgetlimits()->get();
 
diff --git a/app/Handlers/Observer/CategoryObserver.php b/app/Handlers/Observer/CategoryObserver.php
index 0cc866761a..76decd000d 100644
--- a/app/Handlers/Observer/CategoryObserver.php
+++ b/app/Handlers/Observer/CategoryObserver.php
@@ -24,6 +24,7 @@ declare(strict_types=1);
 namespace FireflyIII\Handlers\Observer;
 
 use FireflyIII\Models\Category;
+use FireflyIII\Repositories\Attachment\AttachmentRepositoryInterface;
 
 /**
  * Class CategoryObserver
@@ -33,8 +34,12 @@ class CategoryObserver
     public function deleting(Category $category): void
     {
         app('log')->debug('Observe "deleting" of a category.');
+
+        $repository = app(AttachmentRepositoryInterface::class);
+        $repository->setUser($category->user);
+
         foreach ($category->attachments()->get() as $attachment) {
-            $attachment->delete();
+            $repository->destroy($attachment);
         }
         $category->notes()->delete();
     }
diff --git a/app/Handlers/Observer/PiggyBankObserver.php b/app/Handlers/Observer/PiggyBankObserver.php
index e8e55f8f9f..e2a88158b4 100644
--- a/app/Handlers/Observer/PiggyBankObserver.php
+++ b/app/Handlers/Observer/PiggyBankObserver.php
@@ -25,6 +25,7 @@ declare(strict_types=1);
 namespace FireflyIII\Handlers\Observer;
 
 use FireflyIII\Models\PiggyBank;
+use FireflyIII\Repositories\Attachment\AttachmentRepositoryInterface;
 use FireflyIII\Support\Http\Api\ExchangeRateConverter;
 use Illuminate\Support\Facades\Log;
 
@@ -46,8 +47,11 @@ class PiggyBankObserver
     {
         app('log')->debug('Observe "deleting" of a piggy bank.');
 
+        $repository = app(AttachmentRepositoryInterface::class);
+        $repository->setUser($piggyBank->accounts()->first()->user);
+
         foreach ($piggyBank->attachments()->get() as $attachment) {
-            $attachment->delete();
+            $repository->destroy($attachment);
         }
 
         $piggyBank->piggyBankEvents()->delete();
diff --git a/app/Handlers/Observer/RecurrenceObserver.php b/app/Handlers/Observer/RecurrenceObserver.php
index c892315f60..cf6a8f6e97 100644
--- a/app/Handlers/Observer/RecurrenceObserver.php
+++ b/app/Handlers/Observer/RecurrenceObserver.php
@@ -24,6 +24,7 @@ declare(strict_types=1);
 namespace FireflyIII\Handlers\Observer;
 
 use FireflyIII\Models\Recurrence;
+use FireflyIII\Repositories\Attachment\AttachmentRepositoryInterface;
 
 /**
  * Class RecurrenceObserver
@@ -33,8 +34,12 @@ class RecurrenceObserver
     public function deleting(Recurrence $recurrence): void
     {
         app('log')->debug('Observe "deleting" of a recurrence.');
+
+        $repository = app(AttachmentRepositoryInterface::class);
+        $repository->setUser($recurrence->user);
+
         foreach ($recurrence->attachments()->get() as $attachment) {
-            $attachment->delete();
+            $repository->destroy($attachment);
         }
 
         $recurrence->recurrenceRepetitions()->delete();
diff --git a/app/Handlers/Observer/TagObserver.php b/app/Handlers/Observer/TagObserver.php
index 1994a30aa1..4892ce2ccb 100644
--- a/app/Handlers/Observer/TagObserver.php
+++ b/app/Handlers/Observer/TagObserver.php
@@ -24,6 +24,7 @@ declare(strict_types=1);
 namespace FireflyIII\Handlers\Observer;
 
 use FireflyIII\Models\Tag;
+use FireflyIII\Repositories\Attachment\AttachmentRepositoryInterface;
 
 /**
  * Class TagObserver
@@ -34,8 +35,11 @@ class TagObserver
     {
         app('log')->debug('Observe "deleting" of a tag.');
 
+        $repository = app(AttachmentRepositoryInterface::class);
+        $repository->setUser($tag->user);
+
         foreach ($tag->attachments()->get() as $attachment) {
-            $attachment->delete();
+            $repository->destroy($attachment);
         }
 
         $tag->locations()->delete();
diff --git a/app/Handlers/Observer/TransactionJournalObserver.php b/app/Handlers/Observer/TransactionJournalObserver.php
index 3bb106783e..4b6986b468 100644
--- a/app/Handlers/Observer/TransactionJournalObserver.php
+++ b/app/Handlers/Observer/TransactionJournalObserver.php
@@ -24,6 +24,7 @@ declare(strict_types=1);
 namespace FireflyIII\Handlers\Observer;
 
 use FireflyIII\Models\TransactionJournal;
+use FireflyIII\Repositories\Attachment\AttachmentRepositoryInterface;
 
 /**
  * Class TransactionJournalObserver
@@ -34,6 +35,10 @@ class TransactionJournalObserver
     {
         app('log')->debug('Observe "deleting" of a transaction journal.');
 
+        $repository = app(AttachmentRepositoryInterface::class);
+        $repository->setUser($transactionJournal->user);
+
+
         // to make sure the listener doesn't get back to use and loop
         TransactionJournal::withoutEvents(static function () use ($transactionJournal): void {
             foreach ($transactionJournal->transactions()->get() as $transaction) {
@@ -41,7 +46,7 @@ class TransactionJournalObserver
             }
         });
         foreach ($transactionJournal->attachments()->get() as $attachment) {
-            $attachment->delete();
+            $repository->destroy($attachment);
         }
         $transactionJournal->locations()->delete();
         $transactionJournal->sourceJournalLinks()->delete();