diff --git a/gateway-ha/src/test/java/io/trino/gateway/ha/router/TestRoutingGroupSelector.java b/gateway-ha/src/test/java/io/trino/gateway/ha/router/TestRoutingGroupSelector.java
index 991274def..eeb170c7d 100644
--- a/gateway-ha/src/test/java/io/trino/gateway/ha/router/TestRoutingGroupSelector.java
+++ b/gateway-ha/src/test/java/io/trino/gateway/ha/router/TestRoutingGroupSelector.java
@@ -19,6 +19,8 @@
 import org.junit.jupiter.api.TestInstance.Lifecycle;
 import org.junit.jupiter.params.ParameterizedTest;
 import org.junit.jupiter.params.provider.MethodSource;
+import org.slf4j.Logger;
+import org.slf4j.LoggerFactory;
 
 import java.io.File;
 import java.io.FileWriter;
@@ -34,6 +36,7 @@
 @TestInstance(Lifecycle.PER_CLASS)
 public class TestRoutingGroupSelector
 {
+    private static final Logger log = LoggerFactory.getLogger(TestRoutingGroupSelector.class);
     public static final String TRINO_SOURCE_HEADER = "X-Trino-Source";
     public static final String TRINO_CLIENT_TAGS_HEADER = "X-Trino-Client-Tags";
 
@@ -107,7 +110,6 @@ void testByRoutingRulesEngineNoMatch(String rulesConfigPath)
         assertNull(routingGroupSelector.findRoutingGroup(mockRequest));
     }
 
-    //Todo: The functionality of reading the file before every request needs to be smarter
     @Test
     public void testByRoutingRulesEngineFileChange()
             throws Exception
@@ -123,6 +125,17 @@ public void testByRoutingRulesEngineFileChange()
                         + "actions:\n"
                         + "  - \"result.put(\\\"routingGroup\\\", \\\"etl\\\")\"");
         fw.close();
+        boolean successfullySetLastModifiedTime = file.setLastModified(0);
+        long etlLastModified = file.lastModified();
+        log.info("etl rule file created at: " + etlLastModified);
+        if (!successfullySetLastModifiedTime) {
+            log.warn("File update time could not be set, sleep 10s");
+            Thread.sleep(10_000);
+            // RuleReloadingRoutingGroupSelector compares file timestamps to see if the rules file
+            // has been updated, and java.nio.file.attribute.FileTime offers a maximum precision of 1 ms.
+            // If the first half of this test runs in <1ms, and the lastModifiedTime cannot be set,
+            // then the gateway may not recognize that the file has changed.
+        }
 
         RoutingGroupSelector routingGroupSelector =
                 RoutingGroupSelector.byRoutingRulesEngine(file.getPath());
@@ -133,11 +146,6 @@ public void testByRoutingRulesEngineFileChange()
         assertEquals("etl",
                 routingGroupSelector.findRoutingGroup(mockRequest));
 
-        Thread.sleep(1);
-        // java.nio.file.attribute.FileTime offers a maximum precision of 1 ms. If the first
-        // half of this test runs in <1ms, the gateway may not recognize that the file
-        // has changed.
-
         fw = new FileWriter(file, UTF_8);
         fw.write(
                 "---\n"
@@ -147,6 +155,8 @@ public void testByRoutingRulesEngineFileChange()
                         + "actions:\n"
                         + "  - \"result.put(\\\"routingGroup\\\", \\\"etl2\\\")\""); // change from etl to etl2
         fw.close();
+        long etl2LastModified = file.lastModified();
+        log.info("etl2 rule file created at: " + etl2LastModified);
 
         when(mockRequest.getHeader(TRINO_SOURCE_HEADER)).thenReturn("airflow");
         assertEquals("etl2",