diff --git a/lib/cypress_on_rails/vcr/insert_eject_middleware.rb b/lib/cypress_on_rails/vcr/insert_eject_middleware.rb
index 9d16c74..0c405bb 100644
--- a/lib/cypress_on_rails/vcr/insert_eject_middleware.rb
+++ b/lib/cypress_on_rails/vcr/insert_eject_middleware.rb
@@ -34,7 +34,7 @@ def handle_insert(req)
         vcr.insert_cassette(cassette_name, options)
         [201, { 'Content-Type' => 'application/json' }, [{ 'message': 'OK' }.to_json]]
       rescue LoadError, ArgumentError => e
-        [501, { 'Content-Type' => 'application/json' }, [{ 'message': e.message }.to_json]]
+        [500, { 'Content-Type' => 'application/json' }, [{ 'message': e.message }.to_json]]
       end
 
       def parse_request_body(req)
@@ -57,7 +57,7 @@ def handle_eject
         do_first_call
         [201, { 'Content-Type' => 'application/json' }, [{ 'message': 'OK' }.to_json]]
       rescue LoadError, ArgumentError => e
-        [501, { 'Content-Type' => 'application/json' }, [{ 'message': e.message }.to_json]]
+        [500, { 'Content-Type' => 'application/json' }, [{ 'message': e.message }.to_json]]
       end
 
       def do_first_call
diff --git a/spec/cypress_on_rails/vcr/insert_eject_middleware_spec.rb b/spec/cypress_on_rails/vcr/insert_eject_middleware_spec.rb
index ba3f762..284e34e 100644
--- a/spec/cypress_on_rails/vcr/insert_eject_middleware_spec.rb
+++ b/spec/cypress_on_rails/vcr/insert_eject_middleware_spec.rb
@@ -77,6 +77,30 @@ def rack_input(json_value)
             expect(vcr).to have_received(:insert_cassette).with('cas1', persist_with: :file_system)
           end
         end
+
+        context 'when an error occurs' do
+          it 'returns a 500 error with the error message' do
+            env['rack.input'] = rack_input(['cas1'])
+            allow(vcr).to receive(:insert_cassette).and_raise(ArgumentError.new('Invalid cassette name'))
+
+            expect(response).to eq([
+                                     500,
+                                     { 'Content-Type' => 'application/json' },
+                                     ['{"message":"Invalid cassette name"}']
+                                   ])
+          end
+
+          it 'returns a 500 error when LoadError occurs' do
+            env['rack.input'] = rack_input(['cas1'])
+            allow(vcr).to receive(:insert_cassette).and_raise(LoadError.new('Cannot load VCR'))
+
+            expect(response).to eq([
+                                     500,
+                                     { 'Content-Type' => 'application/json' },
+                                     ['{"message":"Cannot load VCR"}']
+                                   ])
+          end
+        end
       end
 
       describe '/__e2e__/vcr/eject' do
@@ -93,6 +117,28 @@ def rack_input(json_value)
             expect(vcr).to have_received(:eject_cassette)
           end
         end
+
+        context 'when an error occurs' do
+          it 'returns a 500 error with the error message' do
+            allow(vcr).to receive(:eject_cassette).and_raise(ArgumentError.new('No cassette to eject'))
+
+            expect(response).to eq([
+                                     500,
+                                     { 'Content-Type' => 'application/json' },
+                                     ['{"message":"No cassette to eject"}']
+                                   ])
+          end
+
+          it 'returns a 500 error when LoadError occurs' do
+            allow(vcr).to receive(:eject_cassette).and_raise(LoadError.new('Cannot load VCR'))
+
+            expect(response).to eq([
+                                     500,
+                                     { 'Content-Type' => 'application/json' },
+                                     ['{"message":"Cannot load VCR"}']
+                                   ])
+          end
+        end
       end
 
       describe '"Other paths"' do