diff --git a/spring-cloud-context/src/main/java/org/springframework/cloud/bootstrap/BootstrapApplicationListener.java b/spring-cloud-context/src/main/java/org/springframework/cloud/bootstrap/BootstrapApplicationListener.java
index 4051658d..c9cd071e 100644
--- a/spring-cloud-context/src/main/java/org/springframework/cloud/bootstrap/BootstrapApplicationListener.java
+++ b/spring-cloud-context/src/main/java/org/springframework/cloud/bootstrap/BootstrapApplicationListener.java
@@ -29,6 +29,7 @@ import org.springframework.boot.SpringApplication;
 import org.springframework.boot.builder.ParentContextApplicationContextInitializer;
 import org.springframework.boot.builder.SpringApplicationBuilder;
 import org.springframework.boot.context.event.ApplicationEnvironmentPreparedEvent;
+import org.springframework.boot.logging.LoggingSystem;
 import org.springframework.cloud.bootstrap.encrypt.EnvironmentDecryptApplicationInitializer;
 import org.springframework.context.ApplicationContextInitializer;
 import org.springframework.context.ApplicationListener;
@@ -84,6 +85,11 @@ public class BootstrapApplicationListener
 		ConfigurableApplicationContext context = bootstrapServiceContext(environment,
 				event.getSpringApplication());
 		apply(context, event.getSpringApplication(), environment);
+		// Clean up the logging system. Logging will go dark until the
+		// ConfigFileApplicationListener fires, but this is the price we pay for that
+		// listener being able to adjust the log levels according to what it finds in its
+		// own configuration.
+		LoggingSystem.get(ClassUtils.getDefaultClassLoader()).cleanUp();
 	}
 
 	private ConfigurableApplicationContext bootstrapServiceContext(
@@ -121,9 +127,7 @@ public class BootstrapApplicationListener
 				.profiles(environment.getActiveProfiles()).bannerMode(Mode.OFF)
 				.environment(bootstrapEnvironment)
 				.properties("spring.application.name:" + configName)
-				.registerShutdownHook(false)
-				.logStartupInfo(false)
-				.web(false);
+				.registerShutdownHook(false).logStartupInfo(false).web(false);
 		List<Class<?>> sources = new ArrayList<>();
 		for (String name : names) {
 			Class<?> cls = ClassUtils.resolveClassName(name, null);
diff --git a/spring-cloud-context/src/main/java/org/springframework/cloud/bootstrap/config/PropertySourceBootstrapConfiguration.java b/spring-cloud-context/src/main/java/org/springframework/cloud/bootstrap/config/PropertySourceBootstrapConfiguration.java
index f0669274..ab7a3193 100644
--- a/spring-cloud-context/src/main/java/org/springframework/cloud/bootstrap/config/PropertySourceBootstrapConfiguration.java
+++ b/spring-cloud-context/src/main/java/org/springframework/cloud/bootstrap/config/PropertySourceBootstrapConfiguration.java
@@ -118,6 +118,11 @@ public class PropertySourceBootstrapConfiguration implements
 					.get(LoggingSystem.class.getClassLoader());
 			try {
 				ResourceUtils.getURL(logConfig).openStream().close();
+				// Three step initialization that accounts for the clean up of the logging
+				// context before initialization. Spring Boot doesn't initialize a logging
+				// system that hasn't had this sequence applied (since 1.4.1).
+				system.cleanUp();
+				system.beforeInitialize();
 				system.initialize(new LoggingInitializationContext(environment),
 						logConfig, logFile);
 			}