diff --git a/spring-boot-integration-tests/spring-boot-devtools-tests/src/test/java/org/springframework/boot/devtools/tests/ApplicationLauncher.java b/spring-boot-integration-tests/spring-boot-devtools-tests/src/test/java/org/springframework/boot/devtools/tests/ApplicationLauncher.java
index 7b9c05b0b8..02c5b20414 100644
--- a/spring-boot-integration-tests/spring-boot-devtools-tests/src/test/java/org/springframework/boot/devtools/tests/ApplicationLauncher.java
+++ b/spring-boot-integration-tests/spring-boot-devtools-tests/src/test/java/org/springframework/boot/devtools/tests/ApplicationLauncher.java
@@ -23,6 +23,6 @@ package org.springframework.boot.devtools.tests;
  */
 public interface ApplicationLauncher {
 
-	LaunchedApplication launchApplication(JavaLauncher javaLauncher) throws Exception;
+	LaunchedApplication launchApplication(JvmLauncher javaLauncher) throws Exception;
 
 }
diff --git a/spring-boot-integration-tests/spring-boot-devtools-tests/src/test/java/org/springframework/boot/devtools/tests/DevToolsIntegrationTests.java b/spring-boot-integration-tests/spring-boot-devtools-tests/src/test/java/org/springframework/boot/devtools/tests/DevToolsIntegrationTests.java
index 34ae3f8eb4..648b39cc5a 100644
--- a/spring-boot-integration-tests/spring-boot-devtools-tests/src/test/java/org/springframework/boot/devtools/tests/DevToolsIntegrationTests.java
+++ b/spring-boot-integration-tests/spring-boot-devtools-tests/src/test/java/org/springframework/boot/devtools/tests/DevToolsIntegrationTests.java
@@ -57,7 +57,7 @@ public class DevToolsIntegrationTests {
 	private final ApplicationLauncher applicationLauncher;
 
 	@Rule
-	public JavaLauncher javaLauncher = new JavaLauncher();
+	public JvmLauncher javaLauncher = new JvmLauncher();
 
 	@Parameters(name = "{0}")
 	public static Object[] parameters() {
@@ -106,7 +106,6 @@ public class DevToolsIntegrationTests {
 		controller("com.example.ControllerOne").build();
 		assertThat(template.getForEntity("http://localhost:" + awaitServerPort() + "/one",
 				String.class).getStatusCode()).isEqualTo(HttpStatus.NOT_FOUND);
-
 	}
 
 	@Test
@@ -138,11 +137,14 @@ public class DevToolsIntegrationTests {
 	}
 
 	private int awaitServerPort() throws Exception {
-		long end = System.currentTimeMillis() + 20000;
+		long end = System.currentTimeMillis() + 30000;
 		while (this.serverPortFile.length() == 0) {
 			if (System.currentTimeMillis() > end) {
-				throw new IllegalStateException(
-						"server.port file was not written within 20 seconds");
+				throw new IllegalStateException(String.format(
+						"server.port file was not written within 30 seconds. "
+								+ "Application output:%n%s",
+						FileCopyUtils.copyToString(new FileReader(
+								this.launchedApplication.getStandardOut()))));
 			}
 			Thread.sleep(100);
 		}
diff --git a/spring-boot-integration-tests/spring-boot-devtools-tests/src/test/java/org/springframework/boot/devtools/tests/JavaLauncher.java b/spring-boot-integration-tests/spring-boot-devtools-tests/src/test/java/org/springframework/boot/devtools/tests/JvmLauncher.java
similarity index 63%
rename from spring-boot-integration-tests/spring-boot-devtools-tests/src/test/java/org/springframework/boot/devtools/tests/JavaLauncher.java
rename to spring-boot-integration-tests/spring-boot-devtools-tests/src/test/java/org/springframework/boot/devtools/tests/JvmLauncher.java
index 114cf4bf18..a21206d788 100644
--- a/spring-boot-integration-tests/spring-boot-devtools-tests/src/test/java/org/springframework/boot/devtools/tests/JavaLauncher.java
+++ b/spring-boot-integration-tests/spring-boot-devtools-tests/src/test/java/org/springframework/boot/devtools/tests/JvmLauncher.java
@@ -27,9 +27,12 @@ import org.junit.runner.Description;
 import org.junit.runners.model.Statement;
 
 /**
- * @author awilkinson
+ * JUnit {@link TestRule} that launched a JVM and redirects its output to a test
+ * method-specific location.
+ *
+ * @author Andy Wilkinson
  */
-public class JavaLauncher implements TestRule {
+class JvmLauncher implements TestRule {
 
 	private File outputDirectory;
 
@@ -41,13 +44,36 @@ public class JavaLauncher implements TestRule {
 		return base;
 	}
 
-	Process launch(String name, String classpath, String... args) throws IOException {
+	LaunchedJvm launch(String name, String classpath, String... args) throws IOException {
 		List<String> command = new ArrayList<String>(Arrays
 				.asList(System.getProperty("java.home") + "/bin/java", "-cp", classpath));
 		command.addAll(Arrays.asList(args));
-		return new ProcessBuilder(command.toArray(new String[command.size()]))
+		File standardOut = new File(this.outputDirectory, name + ".out");
+		Process process = new ProcessBuilder(command.toArray(new String[command.size()]))
 				.redirectError(new File(this.outputDirectory, name + ".err"))
-				.redirectOutput(new File(this.outputDirectory, name + ".out")).start();
+				.redirectOutput(standardOut).start();
+		return new LaunchedJvm(process, standardOut);
+	}
+
+	static class LaunchedJvm {
+
+		private final Process process;
+
+		private final File standardOut;
+
+		LaunchedJvm(Process process, File standardOut) {
+			this.process = process;
+			this.standardOut = standardOut;
+		}
+
+		Process getProcess() {
+			return this.process;
+		}
+
+		File getStandardOut() {
+			return this.standardOut;
+		}
+
 	}
 
 }
diff --git a/spring-boot-integration-tests/spring-boot-devtools-tests/src/test/java/org/springframework/boot/devtools/tests/LaunchedApplication.java b/spring-boot-integration-tests/spring-boot-devtools-tests/src/test/java/org/springframework/boot/devtools/tests/LaunchedApplication.java
index 3848fb2a05..bc360fa406 100644
--- a/spring-boot-integration-tests/spring-boot-devtools-tests/src/test/java/org/springframework/boot/devtools/tests/LaunchedApplication.java
+++ b/spring-boot-integration-tests/spring-boot-devtools-tests/src/test/java/org/springframework/boot/devtools/tests/LaunchedApplication.java
@@ -27,10 +27,13 @@ class LaunchedApplication {
 
 	private final File classesDirectory;
 
+	private final File standardOut;
+
 	private final Process[] processes;
 
-	LaunchedApplication(File classesDirectory, Process... processes) {
+	LaunchedApplication(File classesDirectory, File standardOut, Process... processes) {
 		this.classesDirectory = classesDirectory;
+		this.standardOut = standardOut;
 		this.processes = processes;
 	}
 
@@ -40,6 +43,10 @@ class LaunchedApplication {
 		}
 	}
 
+	File getStandardOut() {
+		return this.standardOut;
+	}
+
 	File getClassesDirectory() {
 		return this.classesDirectory;
 	}
diff --git a/spring-boot-integration-tests/spring-boot-devtools-tests/src/test/java/org/springframework/boot/devtools/tests/LocalApplicationLauncher.java b/spring-boot-integration-tests/spring-boot-devtools-tests/src/test/java/org/springframework/boot/devtools/tests/LocalApplicationLauncher.java
index debb41dbb6..d76191247d 100644
--- a/spring-boot-integration-tests/spring-boot-devtools-tests/src/test/java/org/springframework/boot/devtools/tests/LocalApplicationLauncher.java
+++ b/spring-boot-integration-tests/spring-boot-devtools-tests/src/test/java/org/springframework/boot/devtools/tests/LocalApplicationLauncher.java
@@ -20,6 +20,7 @@ import java.io.File;
 import java.util.ArrayList;
 import java.util.List;
 
+import org.springframework.boot.devtools.tests.JvmLauncher.LaunchedJvm;
 import org.springframework.util.FileSystemUtils;
 import org.springframework.util.StringUtils;
 
@@ -31,11 +32,12 @@ import org.springframework.util.StringUtils;
 public class LocalApplicationLauncher implements ApplicationLauncher {
 
 	@Override
-	public LaunchedApplication launchApplication(JavaLauncher javaLauncher)
+	public LaunchedApplication launchApplication(JvmLauncher jvmLauncher)
 			throws Exception {
-		Process process = javaLauncher.launch("local", createApplicationClassPath(),
+		LaunchedJvm jvm = jvmLauncher.launch("local", createApplicationClassPath(),
 				"com.example.DevToolsTestApplication", "--server.port=0");
-		return new LaunchedApplication(new File("target/app"), process);
+		return new LaunchedApplication(new File("target/app"), jvm.getStandardOut(),
+				jvm.getProcess());
 	}
 
 	protected String createApplicationClassPath() throws Exception {
diff --git a/spring-boot-integration-tests/spring-boot-devtools-tests/src/test/java/org/springframework/boot/devtools/tests/RemoteApplicationLauncher.java b/spring-boot-integration-tests/spring-boot-devtools-tests/src/test/java/org/springframework/boot/devtools/tests/RemoteApplicationLauncher.java
index c5ff5e5442..1e8ee18b21 100644
--- a/spring-boot-integration-tests/spring-boot-devtools-tests/src/test/java/org/springframework/boot/devtools/tests/RemoteApplicationLauncher.java
+++ b/spring-boot-integration-tests/spring-boot-devtools-tests/src/test/java/org/springframework/boot/devtools/tests/RemoteApplicationLauncher.java
@@ -21,6 +21,7 @@ import java.util.ArrayList;
 import java.util.List;
 
 import org.springframework.boot.devtools.RemoteSpringApplication;
+import org.springframework.boot.devtools.tests.JvmLauncher.LaunchedJvm;
 import org.springframework.util.FileSystemUtils;
 import org.springframework.util.SocketUtils;
 import org.springframework.util.StringUtils;
@@ -34,18 +35,19 @@ import org.springframework.util.StringUtils;
 abstract class RemoteApplicationLauncher implements ApplicationLauncher {
 
 	@Override
-	public LaunchedApplication launchApplication(JavaLauncher javaLauncher)
+	public LaunchedApplication launchApplication(JvmLauncher javaLauncher)
 			throws Exception {
 		int port = SocketUtils.findAvailableTcpPort();
-		Process application = javaLauncher.launch("app", createApplicationClassPath(),
-				"com.example.DevToolsTestApplication", "--server.port=" + port,
-				"--spring.devtools.remote.secret=secret");
-		Process remoteSpringApplication = javaLauncher.launch("remote-spring-application",
-				createRemoteSpringApplicationClassPath(),
+		LaunchedJvm applicationJvm = javaLauncher.launch("app",
+				createApplicationClassPath(), "com.example.DevToolsTestApplication",
+				"--server.port=" + port, "--spring.devtools.remote.secret=secret");
+		LaunchedJvm remoteSpringApplicationJvm = javaLauncher.launch(
+				"remote-spring-application", createRemoteSpringApplicationClassPath(),
 				RemoteSpringApplication.class.getName(),
 				"--spring.devtools.remote.secret=secret", "http://localhost:" + port);
-		return new LaunchedApplication(new File("target/remote"), application,
-				remoteSpringApplication);
+		return new LaunchedApplication(new File("target/remote"),
+				applicationJvm.getStandardOut(), applicationJvm.getProcess(),
+				remoteSpringApplicationJvm.getProcess());
 	}
 
 	protected abstract String createApplicationClassPath() throws Exception;