diff --git a/spring-boot-devtools/src/test/java/org/springframework/boot/devtools/livereload/LiveReloadServerTests.java b/spring-boot-devtools/src/test/java/org/springframework/boot/devtools/livereload/LiveReloadServerTests.java
index 103e92aa44..4418bc5105 100644
--- a/spring-boot-devtools/src/test/java/org/springframework/boot/devtools/livereload/LiveReloadServerTests.java
+++ b/spring-boot-devtools/src/test/java/org/springframework/boot/devtools/livereload/LiveReloadServerTests.java
@@ -130,7 +130,7 @@ public class LiveReloadServerTests {
 	private void awaitClosedException() throws InterruptedException {
 		long startTime = System.currentTimeMillis();
 		while (this.server.getClosedExceptions().isEmpty()
-				&& System.currentTimeMillis() - startTime > 10000) {
+				&& System.currentTimeMillis() - startTime < 10000) {
 			Thread.sleep(100);
 		}
 	}