diff --git a/internal/server/api/listener_test.go b/internal/server/api/listener_test.go
index b76493d3..f92c72b1 100644
--- a/internal/server/api/listener_test.go
+++ b/internal/server/api/listener_test.go
@@ -112,3 +112,113 @@ func TestGetSlogCustomEchoMiddleware(t *testing.T) {
 	assert.Equal(t, "middleware", l.Logs[0]["location"])
 	assert.Equal(t, uri, l.Logs[1]["uri"])
 }
+
+func TestGetDebugMiddleware(t *testing.T) {
+	// Create a test logger
+	l := &logger.TestLogger{
+		T: t,
+	}
+	sl := slog.New(l)
+
+	// Get the middleware function
+	handlerFunc := getDebugMiddleware(sl)
+	require.NotNil(t, handlerFunc)
+
+	// Test with DEBUG=false (default case)
+	t.Run("debug disabled", func(t *testing.T) {
+		// Save original env and restore after test
+		origDebug := os.Getenv("DEBUG")
+		defer os.Setenv("DEBUG", origDebug)
+
+		os.Setenv("DEBUG", "false")
+
+		// Reset logs
+		l.Logs = nil
+
+		// Create a middleware chain with our test function
+		mid := func(c echo.Context) error {
+			sl.Info("in middleware", "location", "middleware")
+			return nil
+		}
+		myFunc := handlerFunc(mid)
+		require.NotNil(t, myFunc)
+
+		// Make a test request
+		uri := "/example"
+		req := httptest.NewRequest(http.MethodGet, uri, nil)
+		req.Header.Set("X-Test-Header", "test-value")
+		req.AddCookie(&http.Cookie{Name: "test-cookie", Value: "cookie-value"})
+
+		rec := httptest.NewRecorder()
+		ctx := echo.New().NewContext(req, rec)
+
+		// Execute middleware
+		err := myFunc(ctx)
+		require.Nil(t, err)
+
+		// Verify logs - should only contain middleware log, no debug info
+		assert.Len(t, l.Logs, 1)
+		assert.Equal(t, "middleware", l.Logs[0]["location"])
+	})
+
+	// Test with DEBUG=true
+	t.Run("debug enabled", func(t *testing.T) {
+		// Save original env and restore after test
+		origDebug := os.Getenv("DEBUG")
+		defer os.Setenv("DEBUG", origDebug)
+
+		os.Setenv("DEBUG", "true")
+
+		// Reset logs
+		l.Logs = nil
+
+		// Create a middleware chain with our test function
+		mid := func(c echo.Context) error {
+			sl.Info("in middleware", "location", "middleware")
+			return nil
+		}
+		myFunc := handlerFunc(mid)
+		require.NotNil(t, myFunc)
+
+		// Make a test request with headers and cookies
+		uri := "/example?param=value"
+		req := httptest.NewRequest(http.MethodPost, uri, strings.NewReader("hello"))
+		req.Header.Set("X-Test-Header", "test-value")
+		req.AddCookie(&http.Cookie{Name: "test-cookie", Value: "cookie-value"})
+
+		rec := httptest.NewRecorder()
+		ctx := echo.New().NewContext(req, rec)
+
+		// Execute middleware
+		err := myFunc(ctx)
+		require.Nil(t, err)
+
+		// Verify logs - should contain debug info and middleware log
+		assert.Len(t, l.Logs, 2)
+
+		// First log should have details attribute
+		_, hasDetails := l.Logs[0]["details"]
+		assert.True(t, hasDetails, "First log should have 'details' attribute")
+
+		// Assuming details is available, check its structure
+		if details, ok := l.Logs[0]["details"].(map[string]interface{}); ok {
+			// Check method was logged
+			assert.Equal(t, http.MethodPost, details["method"])
+
+			// Check URL info was logged
+			if urlInfo, ok := details["url"].(map[string]interface{}); ok {
+				assert.Contains(t, urlInfo["full"].(string), "/example")
+				assert.Equal(t, "/example", urlInfo["path"])
+				assert.Contains(t, urlInfo["query"].(string), "param=value")
+			}
+
+			// Check headers were logged
+			if headers, ok := details["headers"].(map[string][]string); ok {
+				assert.Contains(t, headers, "X-Test-Header")
+			}
+		}
+
+		// Second log should be middleware log
+		assert.Equal(t, "middleware", l.Logs[1]["location"])
+	})
+}