diff --git a/app/services/user_anonymizer.rb b/app/services/user_anonymizer.rb
index 472a1eb715c..970d1fff42a 100644
--- a/app/services/user_anonymizer.rb
+++ b/app/services/user_anonymizer.rb
@@ -59,11 +59,12 @@ class UserAnonymizer
         )
       end
 
-      @user.user_avatar.try(:destroy)
-      @user.single_sign_on_record.try(:destroy)
-      @user.oauth2_user_infos.try(:destroy_all)
-      @user.user_associated_accounts.try(:destroy_all)
-      @user.api_keys.find_each { |x| x.try(:destroy) }
+      @user.user_avatar&.destroy!
+      @user.single_sign_on_record&.destroy!
+      @user.oauth2_user_infos.destroy_all
+      @user.user_associated_accounts.destroy_all
+      @user.api_keys.destroy_all
+      @user.user_api_keys.destroy_all
       @user.user_emails.secondary.destroy_all
 
       @user_history = log_action
diff --git a/spec/services/user_anonymizer_spec.rb b/spec/services/user_anonymizer_spec.rb
index 84723680e8c..d8ec0597ea7 100644
--- a/spec/services/user_anonymizer_spec.rb
+++ b/spec/services/user_anonymizer_spec.rb
@@ -210,12 +210,23 @@ describe UserAnonymizer do
     end
 
     it "removes api key" do
-      ApiKey.create(user_id: user.id)
+      ApiKey.create!(user_id: user.id)
+
       expect { make_anonymous }.to change { ApiKey.count }.by(-1)
+
       user.reload
       expect(user.api_keys).to be_empty
     end
 
+    it "removes user api key" do
+      user_api_key = Fabricate(:user_api_key, user: user)
+
+      expect { make_anonymous }.to change { UserApiKey.count }.by(-1)
+
+      user.reload
+      expect(user.user_api_keys).to be_empty
+    end
+
     context "executes job" do
       before do
         Jobs.run_immediately!